Research activity information

• Nov. 2020 神戸大学工学部, 神戸大学工学部優秀教育賞, 遠隔授業、演習及び実習の対面実施検討


• Jul. 2018 The Asian Pacific Society for Materials Research (APSMR), Award for Outstanding Research Achievement

  OOYA Tooru


• Dec. 2015 一般財団法人大阪科学技術センター, 第4回 ネイチャー・インダストリー・アワード特別賞, 天然ヒアルロン酸と合成高分子を融合した体にやさしい製剤

  OOYA TOORU

  Publisher


• Sep. 2015 神戸大学工学部, 神戸大学工学部優秀教育賞, 学生実験


• Nov. 2008 日本バイオマテリアル学会, 日本バイオマテリアル学会科学奨励賞, ポリグリセロールデンドリマーの薬剤学的応用

  OOYA Tooru


• May 2007 Asian Cyclodextrin Society, The 4th Asian cyclodextrin conference 2007 (ACC2007) silver prize poster award, New Fluorescence Probe Based on Polyrotaxanes : Stimuli-triggered Fluorescent Red Shifts via Self-inclusion Complexation of Cyclodextrin

  OOYA Tooru, A. Ito, N. Yui


• Jun. 2004 Controlled release society, USA, Controlled release society-nanosystems outstanding pharmaceutical paper award, Polyglycerol dendrimers as a new solubility enhancer for poorly water-soluble drug

  OOYA Tooru, J. Lee, K. Park


• Sep. 1997 北陸先端科学技術大学院大学, 北陸先端科学技術大学院大学博士後期課程優秀学生賞, Design of Biodegradable Polyrotaxanes for Biomedical Applications

  OOYA Tooru


• Sep. 1997 石川県鶴来町, 石川県鶴来町(現:白山市)教育振興賞, 生分解性超分子の薬物送達システムへの応用に関する研究

  OOYA Tooru


• Jun. 1997 Controlled release society, USA, Controlled release society-cygnus graduate student award for outstanding work in drug delivery, Supramolecular-structured biodegradable polymer as a novel drug carrier

  OOYA Tooru

• Nanaomycin K Inhibited Cell Proliferation and Epithelial-Mesenchymal Transition in Renal Cell Carcinoma.

  Aya Hiraoka, Yuto Hirata, Yuki Kan, Masato Iwatsuki, Takuji Nakashima, Tooru Ooya, Katsumi Shigemura

  Nanaomycin K is a natural compound found in the culture broth of "Streptomyces rosa subsp. notoensis" OS-3966. Studies have shown that it inhibits epithelial-mesenchymal transition (EMT), a recognized mechanism of cancer cell migration. Here we investigated the EMT-inhibitory and antitumor effects of nanaomycin K in renal cell carcinoma (RCC). We treated the renal cancer cell line ACHN, Caki-1 and Renca with nanaomycin K and examined its effects on cell proliferation, apoptosis, and expression of EMT and apoptosis markers in vitro and in vivo. Wound healing assays were performed to assess cell migration in vitro, and the mice bearing ACHN tumors were treated intratumorally with nanaomycin K to observe tumor size over time. Nanaomycin K significantly inhibited ACHN, Caki-1 and Renca cell growth and cell migration and significantly induced apoptosis of ACHN in the presence of transforming growth factor (TGF)-β. At the gene level, nanaomycin K increased E-cadherin expression, decreased N-cadherin, Vimentin and Slug expressions, and promoted Caspase-3,8,9 expressions. Intratumor administration of nanaomycin K significantly inhibited tumor growth without apparent adverse events for mice. These results indicate that nanaomycin K inhibit cell growth and EMT in TGF-β-induced advanced RCC, and that nanaomycin K is a potential candidate for the treatment of RCC.

  2024, Biological & pharmaceutical bulletin, 47(11) (11), 1969 - 1976, English, Domestic magazine

  Scientific journal


• Controlled Degradation and Erosion of Polyrotaxane Solids via the Formation of Multivalent Hydrogen Bonding in Water

  Kiyotaka Tanaka, Tooru Ooya

  Jan. 2024, Macromolecular Chemistry and Physics

  Scientific journal


• Proapoptotic effect of nonthermal pulsed ultrasound on prostate cancer cells in a nude mouse model.

  Koki Maeda, Katsumi Shigemura, Fuuka Hayashi, Yuki Kan, Aya Hiraoka, Atomu Yamaguchi, Minori Ueda, Yong-Ming Yang, Noriaki Maeshige, Tooru Ooya, Yuzo Nakano, Masato Fujisawa

  BACKGROUND: Ultrasound (US) can induce cell injury, and we have previously reported that adjusting the pulse repetition frequency (PRF) of ultrasound output can induce prostate cancer cell destruction without causing a rise in the temperature of the irradiated area. In this study, we examined the mechanism of nonthermal ultrasound cell destruction, which was not fully clarified in our previous reports. METHODS: In vitro, we evaluated postirradiation cells immediately after treatment and examined membrane disruption by proliferation assay, LDH assay, and apoptosis assay. In vivo, we injected mice with human LNCaP and PC-3 prostate cancer cells and evaluated the therapeutic effects of US irradiation by H-E staining and immunostaining. RESULTS: Proliferation assays showed inhibition at 3 h postirradiation independently of PRF and cell line (p < 0.05). Quantitative assessment of apoptosis/necrosis by flow cytometry showed widely varying results depending on cell type. LNCaP showed an increase in late apoptosis at 0 h independent of PRF (p < 0.05), while PC-3 showed no significant difference at 0 h. The LDH assay showed an increase in LDH independent of PRF in LNCaP (p < 0.05 respectively), but no significant difference in PC-3. In vivo, tumor volume was compared and a significant reduction was observed at 10 Hz for LNCaP (p < 0.05) and 100 Hz for PC-3 (p < 0.001) at 3 weeks after the start of irradiation. The excised tumors were evaluated with Ki-67, Caspase-3, and CD-31 and showed a significant treatment effect independent of cell type and PRF (p < 0.001 respectively). CONCLUSION: Examining the mechanism behind the therapeutic effect of US irradiation revealed that the main effect was achieved by apoptosis induction rather than necrosis.

  May 2023, The Prostate, English, International magazine

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Growth and Migration Blocking Effect of Nanaomycin K, a Compound Produced by Streptomyces sp., on Prostate Cancer Cell Lines In Vitro and In Vivo.

  Yuto Hirata, Katsumi Shigemura, Michika Moriwaki, Masato Iwatsuki, Yuki Kan, Tooru Ooya, Koki Maeda, Youngmin Yang, Takuji Nakashima, Hirotaka Matsuo, Jun Nakanishi, Masato Fujisawa

  Since castration-resistant prostate cancer (CRPC) acquires resistance to molecularly targeted drugs, discovering a class of drugs with different mechanisms of action is needed for more efficient treatment. In this study, we investigated the anti-tumor effects of nanaomycin K, derived from "Streptomyces rosa subsp. notoensis" OS-3966. The cell lines used were LNCaP (non-CRPC), PC-3 (CRPC), and TRAMP-C2 (CRPC). Experiments included cell proliferation analysis, wound healing analysis, and Western blotting. In addition, nanaomycin K was administered intratumorally to TRAMP-C2 carcinoma-bearing mice to assess effects on tumor growth. Furthermore, immuno-histochemistry staining was performed on excised tissues. Nanaomycin K suppressed cell proliferation in all cell lines (p < 0.001) and suppressed wound healing in TRAMP-C2 (p = 0.008). Nanaomycin K suppressed or showed a tendency to suppress the expression of N-cadherin, Vimentin, Slug, and Ras in all cell lines, and suppressed the phosphorylation of p38, SAPK/JNK, and Erk1/2 in LNCaP and TRAMP-C2. In vivo, nanaomycin K safely inhibited tumor growth (p = 0.001). In addition, suppression of phospho-Erk1/2 and increased expression of E-cadherin and cleaved-Caspase3 were observed in excised tumors. Nanaomycin K inhibits tumor growth and suppresses migration by inhibiting epithelial-mesenchymal transition in prostate cancer. Its mechanism of action is related to the inhibition of phosphorylation of the MAPK signaling pathway.

  May 2023, Cancers, 15(10) (10), English, International magazine

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Protein corona formation on epigallocatechin gallate-Au nanoparticles suppressed tumor accumulation

  Chihiro Wakayama, Sachiko Inubushi, Tomonari Kunihisa, Sachiko Mizumoto, Motoi Baba, Hirokazu Tanino, Ik Sung Cho, Tooru Ooya

  Metal nanoparticles (NPs), such as gold NPs (AuNPs), are particularly sensitive to X-rays, and thus specific accumulation of AuNPs in a tumor would allow radiotherapy with low energy X-rays and reduced side effects. AuNPs can be generated using HAuCl4 and the natural polyphenol epigallocatechin-3-gallate (EGCG) in the presence of citrate. Here, we generated EGCG-AuNPs in the presence of several additives and examined the accumulation of these NPs in mouse tumors following intravenous administration. EGCG-AuNPs 15 ​nm in diameter in the presence of sodium alginate accumulated more in tumors compared to 40-nm-diameter EGCG-AuNPs. Furthermore, the results of in vitro cellular uptake and serum protein absorption studies suggest that adsorption of 15–16 ​kDa serum proteins to EGCG-AuNPs suppresses accumulation in tumors. Thus, tendency to adsorb specific proteins on EGCG-AuNPs surface should be tailored for enhancing their accumulation in tumors.

  Jan. 2023, JCIS Open, 9, 100074, English, No password

  [Refereed]

  Scientific journal

  添付ファイルのURLLink to Kobe Univ. Repository (Kernel)


• Catechin-Albumin Conjugates: Enhanced Antioxidant Capacity and Anticancer Effects

  Tooru Ooya, Izumi Haraguchi

  Oct. 2022, International Journal of Food Science, 2022, Article ID 1596687, English, No password

  [Refereed]

  Scientific journal

  添付ファイルのURLLink to Kobe Univ. Repository (Kernel)


• Hydrotropic Hydrogels Prepared from Polyglycerol Dendrimers: Enhanced Solubilization and Release of Paclitaxel

  Tooru Ooya, Jaehwi Lee

  Sep. 2022, Gels, 8(10) (10), 614, English, No password

  [Refereed]

  Scientific journal

  添付ファイルのURLLink to Kobe Univ. Repository (Kernel)


• Cellular Therapy Using Epitope-Imprinted Composite Nanoparticles to Remove α-Synuclein from an In Vitro Model

  Mei-Hwa Lee, Jeng-Shiung Jan, James L. Thomas, Yuan-Pin Shih, Jin-An Li, Chien-Yu Lin, Tooru Ooya, Lilla Barna, Mária Mészáros, András Harazin, Gergő Porkoláb, Szilvia Veszelka, Mária Deli, Hung-Yin Lin

  Aug. 2022, Cells, 11(16) (16), 2584, English

  [Refereed]

  Scientific journal


• Inhibition of Melittin Activity Using a Small Molecule with an Indole Ring

  Sayuki Kanemitsu, Kenta Morita, Yudai Tominaga, Kanon Nishimura, Tomoko Yashiro, Haruka Sakurai, Yumemi Yamamoto, Ikuo Kurisaki, Shigenori Tanaka, Masaki Matsui, Tooru Ooya, Atsuo Tamura, Tatsuo Maruyama

  American Chemical Society (ACS), Aug. 2022, The Journal of Physical Chemistry B, 126(31) (31), 5793 - 5802

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Synthesis and Hydrogelation of Star-Shaped Graft Copolypetides with Asymmetric Topology

  Thi Ha My Phan, Yu Hsun Yang, Yi Jen Tsai, Fang Yu Chung, Tooru Ooya, Shiho Kawasaki, Jeng Shiung Jan

  To study the self-assembly and hydrogel formation of the star-shaped graft copolypeptides with asymmetric topology, star-shaped poly(L-lysine) with various arm numbers were synthesized by using asymmetric polyglycerol dendrimers (PGDs) as the initiators and 1,1,3,3-tetramethylguanidine (TMG) as an activator for OH groups, followed by deprotection and grafting with indole or phenyl group on the side chain. The packing of the grafting moiety via non-covalent interactions not only facilitated the polypeptide segments to adopt more ordered conformations but also triggered the spontaneous hydrogelation. The hydrogelation ability was found to be correlated with polypeptide composition and topology. The star-shaped polypeptides with asymmetric topology exhibited poorer hydrogelation ability than those with symmetric topology due to the less efficient packing of the grafted moiety. The star-shaped polypeptides grafted with indole group on the side chain exhibited better hydrogelation ability than those grafted with phenyl group with the same arm number. This report demonstrated that the grafted moiety and polypeptide topology possessed the potential ability to modulate the polypeptide hydrogelation and hydrogel characteristics.

  Jun. 2022, Gels, 8(6) (6), No password

  [Refereed]

  Scientific journal

  添付ファイルのURL


• Effect of tethered sheet-like motif and asymmetric topology on hydrogelation of star-shaped block copolypeptides

  Ching Chia Huang, Thi Ha My Phan, Tooru Ooya, Shiho Kawasaki, Bi Yun Lin, Jeng Shiung Jan

  To study the hydrogelation and self-assembly ability of the star-shaped diblock copolypeptides, 6-armed and 12-armed block copolypeptides comprised of poly-L-Lysine (PLL) as the first block and separately tethered with different hydrophobic, sheet-like oligopeptides (β-motifs) were synthesized using polyglycerol dendritic initiators. The hydrogelation of these samples was driven by the various interactions and amphiphilic balances in the polypeptide assemblies, showing a strong dependence on arm number and β-motif. The incorporation of β-motifs could facilitate hydrogelation and the hydrogel mechanical properties could be tuned by varying the tethered β-motif. Moreover, the star-shaped block copolypeptides with a symmetric topology demonstrated a better hydrogelation ability than those asymmetric counterparts possibly due to their more efficient packing. The tethered β-motif strongly influenced both the molecular assembly and micro-/macroscopic structures. This study illustrated the tunability of polypeptide hydrogels by varying the arm number and tethered β-motif as well as the polypeptide chain symmetry.

  May 2022, Polymer, 250

  [Refereed]

  Scientific journal


• Combined Treatment with Ultrasound and Immune Checkpoint Inhibitors for Prostate Cancer

  Fuuka Hayashi, Katsumi Shigemura, Koki Maeda, Aya Hiraoka, Noriaki Maeshige, Tooru Ooya, Shian Ying Sung, Yong Ming Yang, Masato Fujisawa

  Background: Ultrasound (US) is mostly used for diagnostic purpose but could be used for cancer treatments with a US intensity or frequency fitted to such a purpose. Prostate cancer (PC) has the highest prevalence in the urological field, but indications for immune checkpoint inhibitors (ICIs) for PC are limited to very few cases. In this study, we compared the antitumor effect of US irradiation alone with the combined use of US and ICIs in vitro and in vivo. Methods: PC cell line TRAMP-C2 cells were used in our experiments. TRAMP-C2 cells were irradiated with US with pulse repeated frequencies (PRF) of 1, 10, and 100 Hz. Cell proliferation was evaluated by MTS assay and apoptotic cells were analyzed using flow cytometry. To verify the antitumor effect of US irradiation on PC in vivo, we conducted animal experiments using mice. TRAMP-C2-bearing mice were irradiated with US with PRF of 10 and 100 Hz. Three weeks after the start of US irradiation, anti-PD-1 antibody was administered to the mice. Finally, mice were sacrificed and tumors were collected. Immunohistochemical (IHC) analyses were assessed for cleaved caspase-3 and CD3 in tumor cell extracts. Results: Cell proliferation assays showed that 1 and 10 Hz US significantly inhibited cell survival (p < 0.0001). In addition, US irradiation induced apoptosis at 1, 10, and 100 Hz (p = 0.0129, p = 0.0150, and p = 0.0017, respectively). In animal experiments, a significant tumor growth inhibitory effect was observed at 10 and 100 Hz, and 100 Hz + ICIs (p < 0.05, respectively). Hematoxylin–eosin (H–E) staining showed a significant increase in the necrotic area of the tumor at 100 Hz and 100 Hz + ICIs (p < 0.05, respectively). In addition, under IHC staining the expression level of cleaved caspase-3 and the number of CD3-positive cells increased at 100 Hz (p < 0.05, respectively). Conclusion: US irradiation induced apoptosis in cells and reduced cell viability. In vivo tumor growth was suppressed by combined treatment with US irradiation and ICIs. Further research on immune system activation will lead to less invasive and more efficient treatments for PC.

  May 2022, Journal of Clinical Medicine, 11(9) (9)

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Size Dependency of Selective Cellular Uptake of Epigallocatechin Gallate-modified Gold Nanoparticles for Effective Radiosensitization

  Ning Gan, Chihiro Wakayama, Sachiko Inubushi, Tomonari Kunihisa, Sachiko Mizumoto, Motoi Baba, Hirokazu Tanino, Tooru Ooya

  The high incidence and mortality of cancer make it a global health issue. However, conventional cancer therapies have several disadvantages, especially serious side effects due to low selective toxicity to cancer cells. Gold nanoparticles (AuNPs) are an excellent drug carrier, enhance drug delivery efficiency, and hold promise for photothermal and radiation therapies. (-)-Epigallocatechin-3-gallate (EGCG) is the major polyphenolic antioxidant constituent of green tea, has a potent antitumor effect, and binds specifically to the 67 kDa laminin receptor, which is overexpressed on the surface of several cancer cell lines such as HeLa and MDA-MB-231 cells. We synthesized EGCG-modified AuNPs (EGCG-AuNPs) using ratios (nEGCG/ngold) from 1:2 to 10:1 and evaluated their size, morphology, stability, antioxidant ability, cytotoxicity, cellular uptake, and uptake mechanisms in vitro in comparison with the conventional AuNPs prepared by using citrate as the reducing agent (citrate-AuNPs). In HeLa cells, EGCG-AuNPs (10:1) (135 nm diameter, sea-urchin-like shape) exhibited the highest cellular uptake. Conversely, EGCG-AuNPs (1:2) (39 nm diameter, spherical shape) were preferentially taken up by MDA-MB-231 cells. Cellular uptake of EGCG-AuNPs toward normal cells (NIH3T3 cells) was found to be in a nonspecific manner, and the amount of uptake was suppressed. X-ray irradiation after cellular uptake of EGCG-AuNPs (1:2) in MDA-MB-231 cells significantly enhanced irradiation-induced cell death. These findings suggest enhanced cellular uptake of EGCG-AuNPs with a 39 nm diameter and their potential use in combinatorial therapeutics of EGCG-AuNPs for breast cancer.

  Jan. 2022, ACS Applied Bio Materials, 5(1) (1), 355 - 365

  [Refereed]

  Scientific journal


• Supramolecular self-healing gels

  Tooru Ooya, Ik Sung Cho

  Dec. 2021, Supramolecular Chemistry in Corrosion and Biofouling Protection, 63 - 79

  [Refereed]

  In book


• Effect of Branching Degree of Dendritic Polyglycerols on Plasma Protein Adsorption: Relationship between Hydration States and Surface Morphology

  Moe Yamazaki, Yosuke Sugimoto, Daiki Murakami, Masaru Tanaka, Tooru Ooya

  This study focuses on dendritic glycerols and investigates the construction of biocompatible surfaces by understanding how differences in the branching of these molecules change the interactions with the biological components. The two molecules, polyglycerol dendrimer (PGD), which has a completely branched structure, and hyperbranched polyglycerol (HPG), which has an incompletely branched structure, are compared and the differences in branching are evaluated. It is shown that PGD has a little bit more intermediate water than HPG, which reflects the differences in the branching. The effect of surface state on the adsorption of the plasma proteins, human serum albumin (HSA), fibrinogen (Fib), and fibronectin (FN), is discussed by modifying a glass surface using these molecules with different hydration states. The adsorption of HSA decreases to several percent for HPG and 10% for PGD compared to unmodified substrate. Although the adsorption of Fib decreases to 5% for HPG, an increase to 150% is observed for PGD. Since this specific Fib adsorption observed only onto PGD is suppressed in the cases of a mixed solution of HSA and Fib or sequentially using HSA solution and then Fib solution, it is thought that the Vroman effect is suppressed on the PGD-modified surface. Furthermore, when AFM measurements are performed in PBS to understand the surface roughness, PGD is found to be more highly non-uniform. Because of this, the nanometer scale roughness that is significantly observed only on the PGD-modified surface is thought to have an effect on the characteristic adsorption properties of Fib. Thus, although both PGD and HPG with different branching have intermediate water, the proportion differs between PGD and HPG. Therefore, it is found that differences occur in the plasma protein adsorption mechanisms depending on the coordinates and density of hydroxyl groups within the molecules.

  American Chemical Society ({ACS}), Jul. 2021, Langmuir, 37(28) (28), 8534 - 8543, English, International magazine

  [Refereed]

  Scientific journal


• Role of Hydrophilic Monomers in α ‐Tocopherol‐Based Copolymers in Causing Cell Death by ROS Production

  Takuya Kitazume, Ning Gan, Shin‐Ichi Yusa, Tooru Ooya

  α-Tocopheryl succinate (TOS) is known to induce cell death by intracellular production of reactive oxygen species (ROS). However, TOS is not enough for cancer target ability. This study is aimed to enhance the accumulation and cytotoxicity of TOS by designing random copolymers. Methacrylated α-tocopheryl succinate (MTOS) is polymerized with three types of hydrophilic monomers to find appropriate hydrophilic monomer, in terms of particle size, self-assembled structure, cellular uptake, and cytotoxicity. N-Vinylpyrrolidone (VP), 2-methacryloyloxyethyl phosphocholine (MPC), and glycosyloxyethyl methacrylate (GEMA) are selected to prepare the copolymers, and their effect in forming polymeric assembly and cellular uptake are examined. Each hydrophilic monomer is copolymerized with MTOS to obtain random copolymers [poly(GEMA-ran-MTOS), poly(VP-ran-MTOS), and poly(MPC-ran-MTOS)]. The assembled nature is characterized in terms of particle size by dynamic light scattering and transmission electron microscopy: Size of the assembled copolymers increase with the mol% of MTOS. The cytotoxicity of the human cervical cancer cell line (HeLa cells) increases significantly after incubating with poly(GEMA-ran-MTOS) and poly(VP-ran-MTOS), whereas poly(MPC-ran-MTOS) do not affect the cell viability. Both the copolymers enhance the mitochondrial ROS generation in HeLa cells. Therefore, choice of hydrophilic monomers to copolymerize with MTOS dominates to enhance the accumulation and cytotoxicity of TOS.

  Wiley, May 2021, Macromolecular Chemistry and Physics, 222(14) (14), 2100099 - 2100099, English

  [Refereed]

  Scientific journal


• Development of Endodontic Sealers Containing Antimicrobial-Loaded Polymer Particles with Long-Term Antibacterial Effects

  Haruaki Kitagawa, Ranna Kitagawa, Ririko Tsuboi, Nanako Hirose, Pasiree Thongthai, Hirohiko Sakai, Mayuka Ueda, Shunka Ono, Jun-Ichi Sasaki, Tooru Ooya, Satoshi Imazato

  Objective: The objective of this study is to prepare new dental resins with a long-lasting antimicrobial activity. Specifically, this study evaluates an approach for controlling infection in root canals using sealers containing polyhydroxyethyl methacrylate trimethylolpropane trimethacrylate (polyHEMA/TMPT) particles loaded with cetylpyridinium chloride (CPC). In addition, the physical properties of sealers containing CPC-loaded polyHEMA/TMPT particles (CLP) are determined. Methods: PolyHEMA/TMPT particles with 10 (10%-CLP) and 25 wt.% CPC (25%-CLP) with different particle sizes were fabricated and incorporated in HEMA-based sealers. CPC-release profiles were evaluated over 14 days of immersion in water, followed by 14 days of storage and 14 days of water immersion. The antibacterial activity of these sealers against Enterococcus faecalis in dentinal tubules was assessed using a root-canal-infection model. Their sealing abilities were evaluated by fluid filtration and physical properties were tested according to the ISO 6876 standard. The long-term antibacterial activity of the cured sealer containing 25%-CLP (∼21 μm particle diameter) was re-assessed after 1 year of storage. Results: After 28 days of immersion, 25%-CLP exhibited a higher and sustained CPC release unlike 10%-CLP. Residual bacteria in root dentinal tubules were eradicated by obturation with 25%-CLP-containing sealers. The incorporation of 25%-CLP (∼21 μm) had no adverse effects on the sealing ability and physical properties of the sealer and resulted in long-term antibacterial activity. Significance: The incorporation of CPC-loaded particles in HEMA resins yielded endodontic sealers with long-term bactericidal activity against E. faecalis in root canals. These sealers can potentially be used to prevent recurrent apical periodontitis.

  Elsevier {BV}, 2021, Dental Materials, 37(8) (8), 1248 - 1259

  [Refereed]

  Scientific journal


• Copolymers Composed of 2-(Methacryloyloxy)ethyl Phosphorylcholine and Methacrylated Polyhedral Oligomeric Silsesquioxane as a Simple Modifier for Liposomes

  Suchismita Chatterjee, Tooru Ooya

  Corresponding, American Chemical Society ({ACS}), Apr. 2020, ACS Applied Polymer Materials, 2(5) (5), 1909 - 1916, English

  [Refereed]

  Scientific journal


• Amphiphilic block copolymers bearing hydrophobic γ-tocopherol groups with labile acetal bond

  Yukioka, S., Kitadume, T., Chatterjee, S., Ning, G., Ooya, T., Yusa, S.-I.

  High concentrations of γ-tocopherol (γTCP) tend to show antioxidant, anti-inflammatory, and anticancer effects. In this study, we prepared polymer micelles under acidic conditions with a controlled release of γTCP due to the decomposition of pendant acetal bonds. First, a precursor diblock copolymer composed of poly(ethylene glycol) (PEG) and acrylic acid (AA) was prepared. This was followed by the synthesis of an amphiphilic diblock copolymer (PEG54-P(AA/VE6/γTCP29)140), incorporated into hydrophobic γTCP pendant groups attached to the main chain through an acetal bond. The prepared PEG54-P(AA/VE6/γTCP29)140 was further dispersed in water to form polymer micelles composed of hydrophobic cores that were generated from a hydrophobic block containing γTCPs and hydrophilic shells on the surface. Under acidic conditions, γTCP was then released from the core of the polymer micelles due to the decomposition of the pendant acetal bonds. In addition, polymer micelles swelled under acidic conditions due to hydration of the core.

  {MDPI} {AG}, Jan. 2020, Polymers, 12(1) (1), 36 - 36, English, International magazine

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Cell-Encapsulating Hydrogel Puzzle: Polyrotaxane-Based Self-Healing Hydrogels

  Cho, I.S., Ooya, T.

  Slide-ring hydrogels using polyrotaxanes have been developed as highly tough soft materials. However, they have never been used as biomaterials because of the lack of biocompatibility. Meanwhile, self-healing hydrogels are expected to improve fatigue resistance and extend the period of use. However, owing to the lack of high mechanical strength, they are limited in their use as biomaterials. Here we first developed a biocompatible self-healing/slide-ring hydrogel using glycol chitosan and a water-soluble polyrotaxane. We obtained excellent mechanical toughness and biocompatibility to promote the proliferation of human umbilical vein endothelial cells (HUVECs) encapsulated in the hydrogel. Owing to the rapid self-healing property, the cell-encapsulating gels adjusted arbitrarily, maintaining good cell proliferation function. Therefore, slide-ring hydrogels enable the use of biomaterials for soft-tissue engineering.

  Wiley, 2020, Chemistry - A European Journal, 26(4) (4), 913 - 920, English, International magazine

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Controlled Micelle Formation and Stable Capture of Hydrophobic Drug by Alkylated POSS Methacrylate Block Copolymers

  Suchismita Chatterjee, Maho Ohshio, Shin-ichi Yusa, Tooru Ooya

  Corresponding, American Chemical Society ({ACS}), Aug. 2019, ACS Applied Polymer Materials, 1(8) (8), 2108 - 2119, English

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Modulation of protein partition in an aqueous two phase system by inclusion complexation of cyclodextrins

  Yamamoto, K., Ooya, T.

  We focused on introducing inclusion capability of beta-cyclodextrin (beta-CD) in an aqueous two-phase system (ATPS). A phase separation between two aqueous solutions of poly(ethylene glycol) (PEG) and dextran was prepared with a beta-CD-modified PEG. Inclusion complexation between the beta-CD-modified PEG and an adamantine-modified protein contributed to an increase in the distribution to the upper phase (PEG phase). Furthermore, by adding a competitive molecule, the inclusion complex was dissociated, suggesting the modulation of protein partition by the host-guest system.

  CHEMICAL SOC JAPAN, 2019, Chemistry Letters, 48(12) (12), 1551 - 1554, English

  [Refereed]

  Scientific journal


• Tuned cell attachments by double-network hydrogels consisting of glycol chitosan, carboxylmethyl cellulose and agar bearing robust and self-healing properties

  Cho, I.S., Ooya, T.

  Herein we present a tuned cell attachment on self-healable double network hydrogel bearing dynamic covalent bonds and hydrogen bonds. Agar formed first network, while glycol chitosan and oxidized carboxylmethyl cellulose formed second network in the resultant double network hydrogel. Because of the simple one-pot preparation, the hydrogel can be injected by using syringes. The moduli of the hydrogel were improved compared to that of the parent single-network. The hydrogel exhibited self-healing ability without need for heating or cut surface treatment. The incorporation of agar in the double network induced the enhanced protein adsorption, and the following cell attachments were governed by the adsorbed protein states. Therefore, the double network hydrogel holds great potential for applications in various biomedical applications.

  2019, International Journal of Biological Macromolecules, 134(1) (1), 262 - 268, English, International magazine

  [Refereed]

  Scientific journal


• Amphiphilic copolymer of polyhedral oligomeric silsesquioxane (POSS) methacrylate for solid dispersion of paclitaxel

  Chatterjee, S., Ooya, T.

  Suitable polymers for the homogeneous formulation of drug/polymer mixtures should be selected to correct the structural and physicochemical nature with a rapid dissolution rate. This study aimed to evaluate a copolymer prepared by the radical polymerization of 2-methacryloyloxyethyl phosphorylcholine (MPC) and a polyhedral oligomeric silsesquioxane (POSS) methacrylate bearing an ethyl (C₂H₅) group (MPC-ran-C₂H₅-POSS) as a carrier for the solid formulation of paclitaxel (PTX). A single-phase homogeneous formulation of PTX with the mixture of the MPC-ran-C₂H₅-POSS and polyvinylpyrrolidone (PVP) was prepared by a solvent method. The formulation of MPC-ran-C₂H₅-POSS/PVP/PTX enhanced the dissolution rate and the dissolved amount (approximately 90% within 40 min) without precipitation. The X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR) and differential scanning calorimetry (DSC) analysis confirmed the presence of PTX as an amorphous state. The amphiphilic nature of the MPC-ran-C₂H₅-POSS contributed to enhancing the aqueous solubility of PTX. The new formulation is applicable for solid dispersion technique via the supersaturation of PTX in an aqueous media.

  2019, Materials, 12(7) (7), 1058, English, International magazine

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Hydrophobic Nature of Methacrylate-POSS in Combination with 2-(Methacryloyloxy)ethyl Phosphorylcholine for Enhanced Solubility and Controlled Release of Paclitaxel

  Chatterjee, S., Ooya, T.

  Amphiphilic copolymers consisting of 2-(methacryloyloxy)ethyl phosphorylcholine (MPC) and hydrophobic monomers are known as biomaterials for the administration of poorly water-soluble drugs such as paclitaxel (PTX). However, the hydrophobic monomers to be copolymerized with MPC have not been optimized for PTX solubilization and its dosage forms. Here, we show the enhanced PTX solubility by only an MPC-based amphiphilic copolymer using a polyhedral oligomeric silsesquioxane (POSS) methacrylate (MA) bearing an ethyl (C2H5) group as a vertex group. MPC was copolymerized with POSS methacrylates bearing different vertex groups of ethyl (C2H5), hexyl (C6H13), and octyl (C8H17) via radical polymerization. We found that the strong interaction between C2H5-POSS and PTX contributed to the slow release of PTX without any burst release. The C2H5-POSS-MA MPC copolymer was internalized into the cultured HeLa cells, which was confirmed by using a fluorescein-4-isothiocyanate (FITC)-labeled PTX, and the PTX-dissolved copolymer induced cell death. We anticipate that the C2H5-POSS-MA MPC copolymer is a good solubilizer bearing a controlled release function for PTX.

  American Chemical Society ({ACS}), 2019, Langmuir, 35(5) (5), 1404 - 1412, English, International magazine

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Injectable and self-healing carbohydrate-based hydrogel for protein delivery

  Cho, I.S., Ooya, T.

  2018, Trends in Biomaterials and Artificial Organs, 32(1) (1)

  [Refereed]

  Scientific journal


• Tuned Surface and Mechanical Properties of Polymeric Film Prepared by Random Copolymers Consisting of Methacrylate-POSS and 2-(Methacryloyloxy)ethyl Phosphorylcholine

  Chatterjee, S., Matsumoto, T., Nishino, T., Ooya, T.

  Wiley-Blackwell, 2018, Macromolecular Chemistry and Physics, 219(8) (8), 1700572 - 1700572, English

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• A Supramolecular Hydrogel Based on Polyglycerol Dendrimer-Specific Amino Group Recognition

  Cho, I.S., Ooya, T.

  Dendrimer-based supramolecular hydrogels have gained attention in biomedical fields. While biocompatible dendrimers were used to prepare hydrogels via physical and/or chemical crosslinking, smart functions such as pH and molecular control remain undeveloped. Here, we present polyglycerol dendrimer-based supramolecular hydrogel formation induced by a specific interaction between the polyglycerol dendrimer and an amino group of glycol chitosan. Gelation was achieved by mixing the two aqueous solutions. Hydrogel formation was controlled by varying the polyglycerol dendrimer generation. The hydrogel showed pH-dependent swelling; strongly acidic conditions induced degradation via dissociation of the specific interaction. It also showed unique l-arginine-responsive degradation capability due to competitive exchange of the amino groups of glycol chitosan and l-arginine. These polyglycerol dendrimer-based supramolecular characteristics allow multimodal application in smart biomaterials.

  Wiley, 2018, Chemistry - An Asian Journal, 13(13) (13), 1688 - 1691, English, International magazine

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• An injectable and self-healing hydrogel for spatiotemporal protein release via fragmentation after passing through needles

  Cho, I.S., Ooya, T.

  A dynamic hydrogel formulated by mixing a glycol chitosan (GC) and an oxidized dextran (Odex) were studied for protein-controlled release in conjunction with the hydrogel fragmentation. A series of injectable dynamic hydrogels were derived from GC and Odex upon simple mixing without the addition of chemical crosslinking agents. The gelation readily took place at physiological pH and temperature. The influence of the concentration of GC and Odex on the gelation time, mechanical properties, water content, in vitro degradation were investigated. The Odex/GC hydrogels showed good self-healing ability under physiological conditions and kept the dynamic Schiff-base linkage at over 2 wt %. The release kinetics of a model protein (bovine serum albumin) was found to be controlled by changing the needle size upon injection, attributed to modulation of apparent size and shape of the fragmented hydrogels even in the self-healed state. Therefore, the GC-based injectable and dynamic hydrogels are expected to be a promising platform for protein delivery system and various biomedical applications.

  2018, Journal of Biomaterials Science, Polymer Edition, 29(2) (2), 145 - 159, English, International magazine

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Temperature-induced recovery of a bioactive enzyme using polyglycerol dendrimers: correlation between bound water and protein interaction

  Ooya, T., Ogawa, T., Takeuchi, T.

  Enzyme application has gained importance over the past decade in bioprocess, biomedical, and pharmaceutical fields. We found that polyglycerol dendrimers (PGDs), which are biocompatible molecules, can recover alcohol dehydrogenase (ADH) from aqueous solution under elevated temperature. A low concentration of PGD (5 wt.%) is sufficient for the recovery of high enzymatic activity, although a high concentration (25-75 wt.%) of glycerol is generally required to stabilize ADH. The enzymatic activity of ADH in suspension with PGDs is over 60% but it is only 10% in that with glycerol. The results of osmolarity and spin-lattice relaxation time (T1) of water measurements in the presence of PGDs suggest that increased amounts of bound water to PGD molecules trigger aggregation along with the direct interaction with ADH. PGDs therefore represent good potential additives for direct recovery of enzymes from aqueous solutions.

  Taylor & Francis Group, 2018, Journal of Biomaterials Science, Polymer Edition, 29(6) (6), 701 - 715, English, International magazine

  [Refereed]

  Scientific journal

  Link to Kobe Univ. Repository (Kernel)


• Crosslinked Network with Rotatable Binding Sites Based on Monocarboxylated α-Cyclodextrin [2]Rotaxane Capable of Angiotensin III Recognition.

  Ko-Hei Ohmori, Tooru Ooya, Toshifumi Takeuchi

  Synthetic receptors selective for target peptides or proteins have received attention because of their potential applications in the separation of biomolecules and biomedical diagnostics. Herein, a [2]rotaxane-based functional monomer containing monocarboxylated α-cyclodextrin (α-CD) was synthesized, and its crosslinked polymers were evaluated to determine their binding ability to a model peptide, angiotensin III (Arg-Val-Tyr-Ile-His-Pro-Phe), containing an arginine (Arg) residue. The binding ability of the resulting polymers toward angiotensin III, angiotensin IV (Val-Tyr-Ile-His-Pro-Phe), and FMRF-amide (Phe-Met-Arg-Phe) was examined by the batch-binding assay and compared with that of control polymers, in which maleic acid-introduced α-CD was chemically crosslinked. The results suggest that the [2]rotaxane-based functional monomer in the crosslinked polymer contributes to the high affinity toward angiotensin III. The α-CD motion and rotation within the [2]rotaxane-based crosslinked polymer may be applicable for designing molecular recognition materials.

  WILEY-V C H VERLAG GMBH, Apr. 2017, Chemistry (Weinheim an der Bergstrasse, Germany), 23(19) (19), 4708 - 4712, English, International magazine

  [Refereed]

  Scientific journal


• Evaluation of Ligand-Conjugated Polyglycerol Dendrimers as a L-arginine Carrier

  Yukie Itakura, Tooru Ooya

  Folic acid (FA) or biotin-conjugated polyglycerol dendrimers (PGD) that are known to tightly bind to L-arginine (Arg) are explored as possible L-arginine carriers. PGD with generation 3 (PGD-G3) was conjugated with FA or biotin by using a condensation reagent, with a 1:1 stoichiometry. Furthermore, cellular uptake studies suggest that FA or biotin-conjugated PGDs can be used as Arg carriers.

  SOC POLYMER SCIENCE JAPAN, 2017, KOBUNSHI RONBUNSHU, 74(4) (4), 304 - 310, Japanese

  [Refereed]

  Scientific journal


• Enhanced solubilization of alpha-tocopherol by hyperbranched polyglycerol-modified beta-cyclodextin

  Motomi Kimura, Tooru Ooya

  A hyperbranched polyglycerol-modified beta-cyclodextrin (HPG-beta CD) was examined as a solubilization agent of alpha-tocopherol (vitamin E). The HPG-beta CD was prepared by anion polymerization of glycidol in the presence of beta-CD. The HPG-beta CD increased the solubility of alpha-tocopherol as compared with hydroxypropyl (HP)-beta CD and HPG. Complexation efficacy (i.e., [complex]/[free host]) for HPG-beta CD was 84 and 7 times higher than for HP-beta CD and HPG, respectively. A 2D ROESY NMR data clearly indicate that alpha-tocopherol was encapsulated to beta CD cavity of HPG-beta CD with the intermolecular interaction with outer HPG moiety. These results suggest the solubilization enhancement was due to both inclusion complexation between beta CD and alpha-tocopherol and hydrotropic solubilization by branched molecules of HPG. Therefore, the HPG-beta CD is a good candidate as a solubilization agent of aliphatic compounds like vitamin E. (C) 2016 Elsevier B.V. All rights reserved.

  ELSEVIER SCIENCE BV, Oct. 2016, JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 35, 30 - 33, English

  [Refereed]

  Scientific journal


• Hydrophilic crosslinked-polymeric surface capable of effective suppression of protein adsorption

  Yuri Kamon, Naoko Inoue, Erika Mihara, Yukiya Kitayama, Tooru Ooya, Toshifumi Takeuchi

  We investigated the nonspecific adsorption of proteins towards three hydrophilic crosslinked-polymeric thin layers prepared by surface-initiated atom transfer radical polymerization using N,N'methylenebisacrylamide, 2-(methacryloyloxy)ethyl-[N-(2-methacryloyloxy)ethyl]phosphorylcholine (MMPC), or 6,6'-diacryloyl-trehalose crosslinkers. Protein binding experiments were performed by surface plasmon resonance with six proteins of different pI values including ce.-lactalbumin, bovine serum albumin (BSA), myoglobin, ribonuclease A, cytochrome C, and lysozyme in buffer solution at pH 7.4. All of the obtained crosslinked-polymeric thin layers showed low nonspecific adsorption of negatively charged proteins at pH 7.4 such as ce.-lactalbumin, BSA, and myoglobin. Nonspecific adsorption of positively charged proteins including ribonuclease A, cytochrome C, and lysozyme was the lowest for poly(MMPC). These results suggest poly(MMPC) can effectively reduce nonspecific adsorption of a wide range of proteins that are negatively or positively charged at pH 7.4. MMPC is a promising crosslinker for a wide range of polymeric materials requiring low nonspecific protein binding. (C) 2016 Elsevier B.V. All rights reserved.

  ELSEVIER SCIENCE BV, Aug. 2016, APPLIED SURFACE SCIENCE, 378, 467 - 472, English

  [Refereed]

  Scientific journal


• Reflectometric interference spectroscopy-based sensing for evaluating biodegradability of polymeric thin films.

  Tooru Ooya, Yasuhiko Sakata, Hyung Woo Choi, Toshifumi Takeuchi

  UNLABELLED: Enzymatic degradation of poly(ε-caprolactone) (PCL) thin films was analyzed by reflectometric interference spectroscopy (RIfS)-based sensing system, and validated by attenuated total reflection infrared spectroscopy (ATR-IR) imaging. The degradation of the PCL thin film spin-coated on the silicon substrate on which 65-nm silicon nitride layer was deposited as an interference layer was easily monitored by shifting the peak bottom of reflectance spectra (Δλ) that is known to be proportional to the thickness of thin films. The Δλ values decreased with increasing the concentration of lipase from Pseudomonas cepacia, and the obtained sensorgrams were applied for kinetic analysis using a curve fitting software. ATR-IR spectra and imaging analysis on the surface of the PCL film revealed that carbonyl groups on the surface decreased with time, resulting from proceeding with the enzymatic hydrolysis, and importantly, extinction of the carbonyl group was declined with proportional to the decrease in the film thickness measured by the RIfS system. Consequently, the present RIfS-based label-free monitoring system can provide a simple and reliable way for evaluating biodegradability on synthetic materials. STATEMENT OF SIGNIFICANCE: A RIfS-based sensing system in combination with ATR-IR measurements can be an analytical method for evaluation of biodegradability of polymeric thin films. This study demonstrates the utility of the RIfS-based sensing approach for analyzing the lipase-catalyzed degradation of PCL. Despite the RIfS is known as an inexpensive label-free detection method for biological interaction, the RIfS applications as monitoring methods for enzymatic degradation of biodegradable polymers had not been systematically explored. This study additionally demonstrated the capability of combined analysis of the biodegradation with ATR-IR spectra/imaging and RIfS measurements, which could be broadly applied towards evaluating biodegradability of various biodegradable polymers in environmental protection research.

  ELSEVIER SCI LTD, Jul. 2016, Acta biomaterialia, 38, 163 - 7, English, International magazine

  [Refereed]

  Scientific journal


• Amphiphilic Polymerizable Porphyrins Conjugated to a Polyglycerol Dendron Moiety as Functional Surfactants for Multifunctional Polymer Particles.

  Masako Moriishi, Yukiya Kitayama, Tooru Ooya, Toshifumi Takeuchi

  An amphiphilic polyglycerol dendron (PGD) conjugated porphyrin (PGP) bearing a polymerizable group was successfully synthesized. The PGP was used as an effective surfactant in emulsion and microsuspension polymerization systems to prepare styrene and methacrylate polymer particles, and the use of PGP provided the simple polymer particles with fluorescence derived from the metalloporphyrin and high colloidal stability due to the PGD. Furthermore, based on confocal laser scanning microscopy, we observed that the particles spontaneously formed a core-shell morphology with the PGP localized in the shell region during the polymerization and demonstrated drug loading in the shell region using rhodamine B as a model drug. The results indicate that the use of the functional surfactant PGP led to the preparation of multifunctional polymer particles from simple monomer species, and the resulting particles possessed high colloidal stability, fluorescence, and drug loading capability.

  American Chemical Society Publications, Dec. 2015, Langmuir : the ACS journal of surfaces and colloids, 31(47) (47), 12903 - 10, English, International magazine

  [Refereed]

  Scientific journal


• Amino Acid-Dependent Host-Guest Interaction: Polyglycerol Dendrimer of Generation 3 Encapsulates Amino Acids Bearing Two Amino Groups

  Tooru Ooya, Haejoo Lee

  Wiley-Blackwell, Aug. 2015, ChemNanoMat, 1(4) (4), 264 - 269, English

  [Refereed]

  Scientific journal


• Reflectometric interference spectroscopy-based immunosensing using immobilized antibody via His-tagged recombinant protein A.

  Hyung Woo Choi, Yasuhiko Sakata, Tooru Ooya, Toshifumi Takeuchi

  The proposed approach demonstrated in this study provides an immunosensing system based on reflectometric interference spectroscopy (RIfS) in combination with an antibody immobilization method using histidine-tagged recombinant protein A. Carboxymethyldextran (CMD) was immobilized on a 3-aminopropyltriethoxysilane-treated a silicon nitride-coated silicon wafer, followed by chelating histidine-tagged recombinant protein A with copper (II) ions. The CMD-layer was found to be advantageous in terms of not only immobilization of histidine-tagged recombinant protein A-mediated an antibody against myoglobin (anti-Myo) but also prevention of non-specific binding of myoglobin. Myoglobin was repeatedly detected, and the apparent detection limit was 0.1 μg mL(-1). The proposed RIfS-based protein sensing system, in conjunction with the easy preparation of silicon-based inexpensive immunosensing chips, is expected to be applicable for label-free optical detection for other proteins in various fields.

  Elsevier, Feb. 2015, Journal of bioscience and bioengineering, 119(2) (2), 195 - 9, English, Domestic magazine

  [Refereed]

  Scientific journal


• Molecularly imprinted protein recognition thin films constructed by controlled/living radical polymerization.

  Shogo Sasaki, Tooru Ooya, Yukiya Kitayama, Toshifumi Takeuchi

  We demonstrated the synthesis of molecularly imprinted polymers (MIPs) with binding affinity toward a target protein, ribonuclease A (RNase) by atom transfer radical polymerization (ATRP) of acrylic acid, acrylamide, and N,N'-methylenebisacrylamide in the presence of RNase. The binding activity of the MIPs was evaluated by surface plasmon resonance (SPR) of the MIP thin layers prepared on the gold-coated sensor chips. The MIPs prepared by ATRP (MIP-ATRP) had a binding affinity toward RNase with larger binding amount compared to MIPs prepared by conventional free radical polymerization methods (MIP-RP). Moreover, protein selectivity was evaluated using reference proteins (cytochrome c, myoglobin, and α-lactalbumin) and was confirmed in MIP-ATRP of optimum film thickness determined experimentally to be 15-30 nm; however, protein selectivity was not achieved in all MIP-RP. We have shown that ATRP is powerful technique for preparing protein recognition materials by molecular imprinting.

  SOC BIOSCIENCE BIOENGINEERING JAPAN, Feb. 2015, Journal of bioscience and bioengineering, 119(2) (2), 200 - 5, English, Domestic magazine

  [Refereed]

  Scientific journal


• Two-layer reflectometric interference spectroscopy-based immunosensing for C-reactive protein

  Akiko Murata, Tooru Ooya, Toshifumi Takeuchi

  We report on dual interference layers for use in reflectometric interference spectroscopy (RIfS)-based immunosensing. The layers consist of (a) an antibody-embedded organic/inorganic hybrid titanium dioxide (TiO2) layer (similar to 60 nm thick) as a sensitive layer, and (b) a TiO2 layer (similar to 110 nm thick) as an interference base layer placed on a silicone substrate by liquid phase deposition. A monoclonal antibody against C-reactive protein (anti-CRP) was co-embedded with poly(L-lysine) as an organic binder during deposition of the TiO2 layer. The optical properties of layer with the antibody were optimized to achieve high sensitivity. Atomic force microscopy images of the sensor surface showed it to consist of a mesoporous structure with nano-scale unevenness. The binding of CRP to the sensor chips was monitored by RIfS, and CRP was repeatedly detected by this biosensor with a detection limit of similar to 60 ng mL(-1). We presume that this two-layer method has a wide scope in that various kinds of biochips can be constructed for use in label-free optical biosensing.

  SPRINGER WIEN, Jan. 2015, MICROCHIMICA ACTA, 182(1-2) (1-2), 307 - 313, English

  [Refereed]

  Scientific journal


• Conjugated-protein mimics with molecularly imprinted reconstructible and transformable regions that are assembled using space-filling prosthetic groups.

  Toshifumi Takeuchi, Takuya Mori, Atsushi Kuwahara, Takeo Ohta, Azusa Oshita, Hirobumi Sunayama, Yukiya Kitayama, Tooru Ooya

  Conjugated-protein mimics were obtained using a new molecular imprinting strategy combined with post-imprinting modifications. An antibiotic was employed as a model template molecule, and a polymerizable template molecule was designed, which was composed of the antibiotic and two different prosthetic groups attached through a disulfide bond and Schiff base formation. After co-polymerization with a cross-linker, the template molecule was removed together with the prosthetic groups, yielding the apo-type scaffold. Through conjugation of the two different prosthetic groups at pre-determined positions within the apo-type scaffold, the apo cavity was transformed into a functionalized holo cavity, which enables the on/off switching of the molecular recognition ability, signal transduction activity for binding events, and photoresponsive activity.

  WILEY-V C H VERLAG GMBH, Nov. 2014, Angewandte Chemie (International ed. in English), 53(47) (47), 12765 - 70, English, International magazine

  [Refereed]

  Scientific journal


• Molecularly imprinted polymers for catechin recognition prepared using dummy-template molecules

  KITAMURA Aki, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  Molecular imprinting for (+)-catechin (CA) recognition was successfully demonstrated using naringerin (NG) and 7-hydroxyflavanon (7HF) derivatives as dummy-template molecules. Molecularly imprinted polymer (MIP) films were synthesized using methacryloyl NG (NGMA) by semi-covalent-type imprinting process on gold substrate. The selective binding property toward CA was confirmed by surface plasmon resonance measurements, and we clarified that the imprinting process was effective for the formation of the specific binding cavities from the results of binding experiments for non-imprinted polymers (NIPs), in which the binding amounts towards CA and its analogue were negligible. Moreover, we synthesized successfully the bulk MIPs for CA separation using methacryloyl 7HF (7HFMA) as dummy-template and methacrylamidyl β-cyclodextrin (βCD) as another functional monomers by combination of semi-covalent- and non-covalent-type molecular imprinting processes. For the bulk MIPs, the binding property of obtained βCD-MIP was confirmed by the fluorescent measurements derived from CA remained in the supernatant after interaction with obtained βCD-MIP. From these results, the molecular imprinting with dummy-template is effective technique for preparation of the CA recognition materials (MIPs). The technique is promising for the development of the separation materials for CA as well as the other important compounds.

  The Society for Chromatographic Sciences, Nov. 2014, Chromatography, 35(3) (3), 139 - 145, English

  [Refereed]

  Scientific journal


• Erratum to: Hydrophilic molecularly imprinted polymers for bisphenol A prepared in aqueous solution (Microchimica Acta, (2013), 180, (1387-1392), 10.1007/s00604-013-0996-5)

  Naoko Inoue, Tooru Ooya, Toshifumi Takeuchi

  Springer-Verlag Wien, Oct. 2014, Microchimica Acta, 181(15-16) (15-16), 2009, English

  Scientific journal


• Precisely controlled molecular imprinting of glutathione-s-transferase by orientated template immobilization using specific interaction with an anchored ligand on a gold substrate

  Yuri Kamon, Ryo Matsuura, Yukiya Kitayama, Tooru Ooya, Toshifumi Takeuchi

  We demonstrate a novel synthetic route for molecularly imprinted polymer (MIP) thin films using a bottom-up approach utilizing protein ligand specific interactions. The ligand was anchored on a gold substrate and served to (i) orient the immobilized target protein for precise formation of homogeneous binding cavities and (ii) act as a binding site with high affinity and selectivity on the MIP thin films after release of the immobilized protein. The MIP thin films were synthesized by controlled/living radical polymerization (CLRP), which allowed for precise control of the film thickness to optimize binding performance. A mixed self-assembled monolayer comprising anchored maleimide groups and bromoisobutyryl groups was constructed on a gold substrate: the former oriented the immobilization of the target protein and the latter initiated CLRP. The chosen model target protein and ligand were glutathione-s-transferase-pi (GST-pi) and glutathione (GSH), a protein-specific ligand to GST-pi. The obtained MIP thin films of precisely controlled film thickness exhibited high affinity toward the target protein compared to non-imprinted polymer (NIP) thin films. Protein binding selectivity was investigated using a selectivity parameter (alpha) calculated by surface plasmon resonance response with reference proteins, human serum albumin (HSA) and fibrinogen (FIB). The results indicated that the MIP film thickness affects the protein binding selectivity: a polymer thickness of approximately 15 nm gave more selective protein binding (selectivity parameter for alpha(HSA) = 0.09 and for alpha(FIB) = 0.30). Furthermore, we clarified that a more hydrophilic polymer matrix in the presence of NaCl gave more selective binding of GST-pi. Our findings show that this bottom-up synthetic route has potential for facilitating the fabrication of highly specific MIPs as artificial protein recognition materials.

  ROYAL SOC CHEMISTRY, Aug. 2014, POLYMER CHEMISTRY, 5(16) (16), 4764 - 4771, English

  [Refereed]

  Scientific journal


• Fluorescent protein-imprinted polymers capable of signal transduction of specific binding events prepared by a site-directed two-step post-imprinting modification.

  Hirobumi Sunayama, Tooru Ooya, Toshifumi Takeuchi

  Protein recognition polymers capable of highly specific transduction of protein binding events into fluorescence change were prepared by molecular imprinting in conjunction with a newly developed two-step post-imprinting chemical modification of functional groups located within the protein recognition cavity.

  ROYAL SOC CHEMISTRY, Feb. 2014, Chemical communications (Cambridge, England), 50(11) (11), 1347 - 9, English, International magazine

  [Refereed]

  Scientific journal


• Hydrophilic molecularly imprinted polymers for bisphenol A prepared in aqueous solution

  Naoko Inoue, Tooru Ooya, Takeuchi Toshifumi

  We have prepared a hydrophilic molecularly imprinted polymer (MIP) for the hydrophobic compound bisphenol A (BPA) in aqueous solution using 3-acrylamido-N,N,N-trimethylpropan-1-aminium chloride (AMTC) as the functional monomer. Under redox-polymerization conditions, BPA forms an ion-pair with AMTC, which was confirmed by 1H-NMR titration. The imprinting effect in aqueous solution was evaluated by comparison of this material with the corresponding non-imprinted polymer (NIP) and with a control polymer (CP) bearing no AMTC. The MIP showed the highest activity among the three polymers, and the imprinting factors as calculated from the amount of BPA bound to the MIP divided by the amounts bound to NIP and CP, respectively, are 1.8 and 6.0. The MIP was selective for BPA in aqueous solution, while structurally related compounds are not recognized. Such a selectivity for a hydrophobic compound is rarely observed in aqueous medium because non-specific binding of BPA inevitably leads to hydrophobic interaction. [Figure not available: see fulltext.] © 2013 Springer-Verlag Wien.

  Springer, Nov. 2013, Microchimica Acta, 180(15-16) (15-16), 1387 - 1392, English

  [Refereed]

  Scientific journal


• Fluorescent molecularly imprinted polymer thin films for specific protein detection prepared with dansyl ethylenediamine-conjugated O-acryloyl L-hydroxyproline.

  Yuki Inoue, Atsushi Kuwahara, Kohei Ohmori, Hirobumi Sunayama, Tooru Ooya, Toshifumi Takeuchi

  Protein-imprinted polymers, capable of specific transduction of protein binding events into fluorescent signal change, were designed and synthesized by using dansyl ethylenediamine-conjugated O-acryloyl L-hydroxyproline (Hyp-En-Dans). Human serum albumin (HSA) was used as a model target protein and HSA-imprinted polymers (HSA-IP) were prepared on glass substrates. Specific fluorescence change was observed for HSA binding on the imprinted polymer thin film, whereas a weaker response was observed for other proteins, including bovine serum albumin, chymotrypsin, lysozyme, and avidin. The binding specificity was found to derive from the rigid structure of the hydrogen-bondable pyrrolidine moiety. Compared with SPR measurements, the non-specific binding caused by the polymer matrix and/or randomly located fluorescent monomer residues that did not compose specific binding sites did not contribute to the observed fluorescence change. These results revealed that the proposed protein-imprinting technique using Hyp-En-Dans could provide a highly selective protein-sensing platform, in which only specific binding events would be detected by fluorescent measurements.

  ELSEVIER, Oct. 2013, Biosensors & bioelectronics, 48, 113 - 9, English, International magazine

  [Refereed]

  Scientific journal


• Molecularly imprinted polymers prepared using protein-conjugated cleavable monomers followed by site-specific post-imprinting introduction of fluorescent reporter molecules.

  Yusuke Suga, Hirobumi Sunayama, Tooru Ooya, Toshifumi Takeuchi

  Molecularly imprinted polymers were prepared using a protein-conjugated disulfide cleavable monomer. After removing the protein by disulfide reduction, a thiol-reactive fluorophore was introduced into the thiol residue located only inside the imprinted cavity, resulting in specific transduction of the binding events into fluorescence spectral change.

  ROYAL SOC CHEMISTRY, Oct. 2013, Chemical communications (Cambridge, England), 49(76) (76), 8450 - 2, English, International magazine

  [Refereed]

  Scientific journal


• Simple immobilization of antibody in organic/inorganic hybrid thin films for immunosensing.

  Akiko Murata, Tooru Ooya, Toshifumi Takeuchi

  Simple method to immobilize antibody in organic/inorganic hybrid thin films, prepared easily by using liquid phase deposition (LPD), was proposed to enhance the sensitivity, reproducibility and stability of immunosensing chips. The LPD method could embed a monoclonal antibody of C-reactive protein (Anti-CRP), which is mixed with poly(l-lysine) (PL) as an organic binder, on/in titanium oxide thin layer deposited onto a surface plasmon resonance (SPR) sensing chip (F(Anti-CRP-PL)), allowing simple immobilization of anti-CRP capable of CRP detection. As a control, anti-CRP was non-covalently immobilized after preparing the titanium oxide layer containing PL (SIF(Anti-CRP-PL)). Binding experiments of CRP on the prepared sensor chips were performed by SPR measurements. The CRP binding capacity of anti-CRP on F(Anti-CRP-PL) was 54% greater than that of anti-CRP on SIF (Anti-CRP-PL), suggesting that the immobilization method could retain good antigen-binding activity of anti-CRP. Reproducibility of the antigen-antibody interaction was estimated by SPR using 10mM HCl as the regeneration regent. CRP was repeatedly detected, and the detection limit was calculated to be 19.9ngmL(-1) (CV: 8.9%). By using this method, antibodies could be simply immobilized to various kinds of sensing chips for the development of immunosensing systems.

  ELSEVIER, May 2013, Biosensors & bioelectronics, 43, 45 - 9, English, International magazine

  [Refereed]

  Scientific journal


• Microfluidic reflectometric interference spectroscopy-based sensing for exploration of protein-protein interaction conditions.

  Yoshikazu Kurihara, Masaaki Takama, Manami Masubuchi, Tooru Ooya, Toshifumi Takeuchi

  A microfluidic reflectometric interference spectroscopy (RIfS) system was adopted for the investigation of protein-protein interaction (PPI). The influence of reaction conditions (pH and temperature) on the antigen-antibody reaction of alpha-fetoprotein (AFP) and its monoclonal antibody (anti-AFP) as a model of PPI was investigated in real time with a label-free fusion, where anti-AFP was covalently immobilized on the carboxylated silicon nitride sensor chips via amide bonds. Optimal pH and temperature were rapidly found by successive and alternate injections of AFP and the regeneration solution (glycine-HCl, pH 1.5) onto the anti-AFP immobilized sensor chip. The resultant optimized reaction conditions (30°C, pH 5.0) gave a 10 times higher detection limit, compared with the response under the commonly employed conditions (25°C, pH 7.4). The proposed system was revealed to provide rapid tracking response against the change in temperature and pH. Consequently, the proposed RIfS system has a potential for the effective tool towards PPI analyses.

  Elsevier Science, Feb. 2013, Biosensors & bioelectronics, 40(1) (1), 247 - 51, English, International magazine

  [Refereed]

  Scientific journal


• Supraparticles comprised of molecularly imprinted nanoparticles and modified gold nanoparticles as a nanosensor platform

  Akane Uchida, Yukiya Kitayama, Eri Takano, Tooru Ooya, Toshifumi Takeuchi

  A highly selective and sensitive nanosensing system for small molecules is proposed based on the supraparticles of molecularly imprinted polymer nanoparticles (MIP-NPs) and modified gold nanoparticles (Au-NPs). The MIP-NPs function as molecular recognition materials and the Au-NPs function as signal transduction materials, from molecular recognition-based binding events to spectral changes of localized surface plasmon resonance (LSPR) of Au-NPs in the visible region. This novel supraparticles-based nanosensing system enables specific sensing towards target molecules that can be achieved simply, rapidly and inexpensively, using only a UV-vis spectrophotometer. Moreover, an affinity constant is obtained with this sensing system that is 120 000 times larger than that previously reported. As a result, a sub-nanomolar concentration of target molecules was successfully detected, which is comparable to the corresponding enzyme-linked immunosorbent assays. The proposed supraparticles-based spectroscopic sensing system could open a new era for sensing tools in a broad range of important research/industrial fields, such as the environmental, life, medical and pharmaceutical sciences.

  ROYAL SOC CHEMISTRY, 2013, RSC ADVANCES, 3(47) (47), 25306 - 25311, English

  [Refereed]

  Scientific journal


• 19F-NMR, 1H-NMR, and fluorescence studies of interaction between 5-fluorouracil and polyglycerol dendrimers.

  Haejoo Lee, Tooru Ooya

  Polyglycerol dendrimers (PGDs), which exhibit a well-defined structure consisting of only glycerol units, were examined as a host molecule of 5-fluorouracil (5-Fu) used as a model anticancer drug. (19)F- and (1)H-NMR titrations and fluorescence measurements were performed to estimate the molecular interaction between PGDs and 5-Fu in a buffer. Results of the NMR titrations revealed that PGD of generation 3 (PGD-G3) encapsulated 5-Fu in the buffer, whereas PGD-G2 and G1 partially incorporated 5-Fu molecule into the space. Fluorescent spectra of 5-Fu in the presence of PGD-G3 indicated that the diketo (lactam) form of 5-Fu changed to the enol-keto (lactim) form of 5-Fu, suggesting attraction of the imine proton of 5-Fu by ether oxygen of PGD-G3. Therefore, the encapsulation state of 5-Fu in PGDs at molecular level was modulated by the well-defined branched structure depending on the generation of PGDs.

  American Chemical Society, Oct. 2012, The journal of physical chemistry. B, 116(40) (40), 12263 - 7, English, International magazine

  [Refereed]

  Scientific journal


• Fabrication of Carboxylated Silicon Nitride Sensor Chips for Detection of Antigen-Antibody Reaction Using Microfluidic Reflectometric Interference Spectroscopy

  Yoshikazu Kurihara, Masaaki Takama, Tadanobu Sekiya, Yuka Yoshihara, Tooru Ooya, Toshifumi Takeuchi

  In this study, we report label-free detection of alpha-fetoprotein (AFP), which has been used as a biomarker for hepatocellular carcinoma, by a microfluidic reflectometric interference spectroscopy (RIfS) system adopting a simple halogen light source and an inexpensive silicon-based sensor chip. Introduction of carboxy groups on a silicon nitride sensor chip to immobilize anti-AFP monoclonal antibody (anti-AFP) was carried out simply by immersion in aqueous solution containing triethoxysilylpropylmaleamic acid bearing a carboxy group and a silanol group. The RIfS system with the anti-AFP-immobilized sensor chip was found to give a reversible response through 100 on/off cycles using a regeneration buffer with high reproducibility (coefficient of variation (CV) = 5.7%). The limit of detection (LOD) of AFP was 100 ng mL(-1), and the measurement range spanned 3 orders of magnitude. Furthermore, the sensor chip showed no cross-reactivity with human serum albumin, Immunoglobulin G, transferrin, or fibrinogen at 100 mu g mL(-1) without the use of blocking reagents such as bovine serum albumin. Consequently, the proposed RIfS system is a potentially effective tool for biomarker detection and in vitro diagnostics.

  AMER CHEMICAL SOC, Sep. 2012, LANGMUIR, 28(38) (38), 13609 - 13615, English

  [Refereed]

  Scientific journal


• Generation-Dependent Host-Guest Interactions: Solution States of Polyglycerol Dendrimers of Generations 3 and 4 Modulate the Localization of a Guest Molecule

  Haejoo Lee, Tooru Ooya

  Hostguest interactions between polyglycerol dendrimers of generations 3 and 4 (PGD-G3 and G4) and 4-amino-3-hydroxynapthalene-2-sulphonic acid (AHSA) were investigated by fluorescence spectroscopy, isothermal titration calorimetry (ITC), and dynamic light scattering (DLS). PGD-G3 molecules were found to form an associated state with an average diameter of 82.7 nm in aqueous solution, in which PGD-G3 provided a much more polar microenvironment than glycerol. PGD-G3 and AHSA interacted attractively, showing a binding constant of 5.3 x 105 M-1 with a 2:1 stoichiometry. On the other hand, AHSA interacted with the periphery of PGD-G4, the majority of which existed as a unimer, forming a less polar microenvironment. The driving force of the interactions for PGD-G3 and -G4 were mainly enthalpically and entropically driven, respectively. The generation-dependent hostguest interactions were described in conjunction with thermodynamic parameters.

  WILEY-V C H VERLAG GMBH, Aug. 2012, CHEMISTRY-A EUROPEAN JOURNAL, 18(34) (34), 10624 - 10629, English

  [Refereed]

  Scientific journal


• Molecularly Imprinted Microspheres for Bisphenol A Prepared Using a Microfluidic Device

  Eri Takano, Fujimaru Tanaka, Tooru Ooya, Toshifumi Takeuchi

  Spherical molecularly imprinted polymer particles for bisphenol A (BPA-MIP) were easily prepared by using a Y-junction microfluidic device. The sizes of the obtained BPA-MIP particles were found to be 86 mu m with a narrow size distribution. The binding characteristics were investigated by drawing a binding isotherm to estimate the binding constant and by switching the polarity of solvents to examine the feasibility of use as a medium for affinity chromatography. When dichloromethane was used as a solvent, BPA was strongly bound to the spherical BPA-MIP particles based on hydrogen bond formation; after switching the solvent to methanol, BPA was eluted quantitatively due to the weakening of the hydrogen bonding, suggesting that the spherical BPA-MIP particles can be applied to affinity-type solid-phase extraction for BPA. As the present method can provide a diverse range of spherical MIPs without tedious procedures, MIP-based affinity media will be able to be more readily used as pretreatment and/or purification for various fields.

  JAPAN SOC ANALYTICAL CHEMISTRY, May 2012, ANALYTICAL SCIENCES, 28(5) (5), 457 - 461, English

  [Refereed]

  Scientific journal


• Label-free detection of C-reactive protein using reflectometric interference spectroscopy-based sensing system

  Hyung Woo Choi, Yasuhiko Sakata, Yoshikazu Kurihara, Tooru Ooya, Toshifumi Takeuchi

  Reflectometric interference spectroscopy (RIfS) is a label-free, time-resolved technique, and suitable for detecting antibody-antigen interaction. This work describes a continuous flow biosensor for C-reactive protein (CRP), involving an effective immobilization method of a monoclonal antibody against CRP (anti-CRP) to achieve highly sensitive RIfS-based detection of CRP. The silicon nitride-coated silicon chip (SiN chip) for the RIfS sensing was first treated with trimethylsilylchloride (TMS), followed by UV-light irradiation to in situ generation of homogeneous silanols on the surface. Following amination by 3-aminopropyltriethoxysilane, carboxymethyldextran (CMD) was grafted, and subsequently, protein A was immobilized to create the oriented anti-CRP surface. The immobilization process of protein A and anti-CRP was monitored with the RIfS system by consecutive injections of an amine coupling reagent, protein A and anti-CRP, respectively, to confirm the progress of each step in real time. The sensitivity was enhanced when all of the processes were adopted, suggesting that the oriented immobilization of anti-CRP via protein A that was coupled with the grafted CMD on the aminated surface of TMS-treated SiN chip. The feasibility of the present sensing system was demonstrated on the detection of CRP, where the silicon-based inexpensive chips and the simple optical setup were employed. It can be applied to other target molecules in various fields of life science as a substitute of surface plasmon resonance-based expensive sensors. (C) 2012 Elsevier B.V. All rights reserved.

  ELSEVIER SCIENCE BV, May 2012, ANALYTICA CHIMICA ACTA, 728, 64 - 68, English

  [Refereed]

  Scientific journal


• Dendritic nanospace constructed by only glycerol units enhanced uptake of a fluorescent molecule in aqueous solution

  Haejoo Lee, Tooru Ooya

  A polyglycerol dendrimer (PGD) of generation 2, which consists of only glycerol units, constructed nanospace capable of uptake of a fluorescent molecule with a 1: 1 stoichiometry. On the other hand, a PGD of generation 1 trapped the molecule at the outer part.

  ROYAL SOC CHEMISTRY, Jan. 2012, CHEMICAL COMMUNICATIONS, 48(4) (4), 546 - 548, English

  [Refereed]

  Scientific journal


• DUMMY TEMPLATE-IMPRINTED POLYMERS FOR BISPHENOL A PREPARED USING A SCHIFF BASE-TYPE TEMPLATE MOLECULE WITH POST-IMPRINTING OXIDATION

  Eri Takano, Yuki Taguchi, Tooru Ooya, Toshifumi Takeuchi

  A new dummy template molecule, N,N'-bis(3-vinylbenzylidene)-4,4'-diaminodiphenylmethane (VB-DADPM) was designed to synthesize dummy template-imprinted polymer (DIP) for Bisphenol A (BPA). Since the Schiff-base part of VB-DADPM is easily cleaved by a weak acid treatment, the DADPM moiety can be removed after the co-polymerization with cross-linkers. After the post-imprinting oxidation was carried out to transform the residual aldehyde to carboxylic acid, binding sites toward BPA were generated only inside the binding cavity, which had an estimated binding constant of 1.3 x 10(6) M-1, and could recognize the difference between similar molecules BPA and BPB, the latter of which has an ethyl group instead of a methyl group at the central part of BPA.

  TAYLOR & FRANCIS INC, 2012, ANALYTICAL LETTERS, 45(10) (10), 1204 - 1213, English

  [Refereed]

  Scientific journal


• Label-free detection of glycoproteins using reflectometric interference spectroscopy-based sensing system with upright episcopic illumination

  Hyung Woo Choi, Hiroaki Takahashi, Tooru Ooya, Toshifumi Takeuchi

  A reflectometric interference spectroscopy (RIfS)-based sensing was demonstrated on the detection of glycoproteins using concanavalin A (Con A)-immobilized silicon nitride sensing chips. When ovalbumin (OVA), a model glycoprotein, was injected, the sensor response increased due to the spectral change in interference reflectance caused by the increase in optical thickness on the sensor chip after the binding of OVA. In contrast, such response was not observed when bovine serum albumin was injected, suggesting that the molecular recognition events such as specific binding of OVA toward the immobilized Con A can be detected by the present sensing system. An apparent dissociation constant was estimated to be 5.4 x 10(-6) M from Scatchard analysis, which was a similar order of magnitude to previously reported values. Consequently, the RIfS system appeared to be a tool for the label-free detection of protein recognition events in real time and could provide quantitative information on the binding.

  ROYAL SOC CHEMISTRY, Jun. 2011, ANALYTICAL METHODS, 3(6) (6), 1366 - 1370, English

  [Refereed]

  Scientific journal


• Protein imprinted TiO2-coated quantum dots for fluorescent protein sensing prepared by liquid phase deposition

  Junji Inoue, Tooru Ooya, Toshifumi Takeuchi

  Protein-imprinted TiO2 layers were prepared on carboxylated quantum dots (QDots) by liquid phase deposition (LPD) using ribonuclease A (RNase) as a template protein that was non-covalently or covalently immobilized on the QDots during the molecular imprinting process. Fluorescence spectra of the RNase-imprinted TiO2/QDots nanoparticles at pH 7.0 were measured with various concentrations of RNase, and fluorescence intensity at 530 nm (ex: 350 nm) was found to decrease with increasing the concentration of RNase added. The degree of quenching depended on proteins, and RNase showed the strongest quenching compared to other tested proteins including insulin, lysozyme, cytochrome c, albumin, and IgG. In contrast, the fluorescence change of the non-imprinted TiO2/QDots was only little. These results suggest that the RNase binding cavities are constructed by the proposed LPD-based molecular imprinting process, and the readout of specific RNase binding events can be achieved by measuring the fluorescence change.

  ROYAL SOC CHEMISTRY, 2011, SOFT MATTER, 7(20) (20), 9681 - 9684, English

  [Refereed]

  Scientific journal


• Fluorescent protein recognition polymer thin films capable of selective signal transduction of target binding events prepared by molecular imprinting with a post-imprinting treatment

  Hirobumi Sunayama, Tooru Ooya, Toshifumi Takeuchi

  The functional monomer bearing three functional groups for protein imprinting was designed, which has a structure consisting of a polymerizable methacryloyl group, a secondary amine group for fluorescent dye conjugation by a post-imprinting treatment, and a benzoic acid moiety capable of interacting with a target protein. Lysozyme-imprinted polymer thin films were prepared on the initiator-immobilized glass substrates by radical polymerization in the presence of lysozyme, the designed functional monomer, a comonomer(s) and a crosslinker. After the removal of lysozyme, fluorescein isothiocyanate was introduced into the secondary amine group of the functional monomer residues in the imprinted thin film as a fluorescent reporter dye (post-imprinting treatment). Lysozyme was selectively bound to the thin film with a binding constant of ca. 10(6) M-1. Since the reporter dye can be only introduced into the binding cavity, the fluorescent response can be detected only when the guest is bound to the cavity, namely only specific binding events can be transduced as fluorescence spectral change. Compared with the SPR measurement, selective binding to the imprinted cavity can be more precisely detected by the proposed method, enabling us to prepare a new class of protein recognizable materials with the ability of the specific signal transduction of protein binding events. (C) 2010 Elsevier B.V. All rights reserved.

  ELSEVIER ADVANCED TECHNOLOGY, Oct. 2010, BIOSENSORS & BIOELECTRONICS, 26(2) (2), 458 - 462, English

  [Refereed]

  Scientific journal


• Highly selective bisphenol A-imprinted polymers prepared by atom transfer radical polymerization

  Shogo Sasaki, Tooru Ooya, Toshifumi Takeuchi

  Polymers molecularly imprinted toward bisphenol A (BPA-MIPs) were prepared by reverse atom transfer radical polymerization (reverse ATRP). For covalent bond-based BPA imprinting, a new template molecule, BPA di(4-vinyl benzoate), was synthesized and co-polymerized with divinylbenzene and styrene. Compared with conventional radical polymerization-based BPA-MIPs, the selectivities of the ATRP-based BPA-MIPs appear to be enhanced, suggesting that reverse ATRP could provide homogeneously cross-linked polymers and elaborate BPA recognition cavities in MIPs with size-and shape-selectivity.

  ROYAL SOC CHEMISTRY, 2010, POLYMER CHEMISTRY, 1(10) (10), 1684 - 1688, English

  [Refereed]

  Scientific journal


• Synthesis of Structurally Well-Defined Triglyceryl Di-, Tri-, and Tetra-Fatty Acid Esters as New Oil Gelators

  Masahiro Hamada, Megumi Terayama, Kei-ichi Kaneko, Tohru Ooya, Takao Kishimoto, Noriyuki Nakajima

  We are interested in developing chemically modified linear and cyclic polyglycerols and their esters that have a single polymerization degree and fine structure. Triglyceryl di-, tri-, and tetrafatty acid esters were synthesized from common substrate as new prominent gelators. The triglyceryl esters were capable of gelling up cooking oils. A comparison of the gelation ability of structurally related compounds clarified that the introduction of alkyl chains of Suitable length is required for effective gelation.

  GEORG THIEME VERLAG KG, Nov. 2008, SYNTHESIS-STUTTGART, Vol. 22, pp. 3663-3669(22) (22), 3663 - 3669, English

  [Refereed]

  Scientific journal


• Supramolecular control of polyplex dissociation and cell transfection: efficacy of amino groups and threading cyclodextrins in biocleavable polyrotaxanes.

  Atsushi Yamashita, Daizo Kanda, Ryo Katoono, Nobuhiko Yui, Tooru Ooya, Atsushi Maruyama, Hidetaka Akita, Kentaro Kogure, Hideyoshi Harashima

  A novel strategy for gene delivery using biocleavable polyrotaxanes, in which dimethylaminoethyl-modified alpha-cyclodextrins (DMAE-alpha-CDs) are threaded onto a poly(ethylene glycol) (PEG) chain capped with benzyloxycarbonyl-L-tyrosine via disulfide linkages (DMAE-SS-PRX), involves the formation of a stable polyion complex (polyplex) against a counter polyanion and the intracellular plasmid DNA (pDNA) release from the polyplex accompanied by the supramolecular dissociation of DMAE-SS-PRXs. In this study, we prepared biocleavable polyrotaxanes with different numbers of threading alpha-CD and amino (DMAE) groups to enhance the transfection activity of DMAE-SS-PRXs. 29DMAE-alpha18-SS-PRX, in which the numbers of alpha-CD molecules and amino groups were 18 and 29 respectively, exhibited a high transfection activity compared with other PRXs. The transfection activity of DMAE-SS-PRXs seems to be related to the efficacy of pDNA release from those polyplexes, which was controlled by the number of alpha-CD and/or amino groups in the polyrotaxane carrier. Most of the DMAE-SS-PRX polyplexes released the pDNA only in the presence of both 10 mM DTT and of the counter-polyanion, as expected, e

  Oct. 2008, J Control Release, 131(2) (2), 137 - 144, English

  [Refereed]

  Scientific journal


• 学会印象記「第24回日本DDS学会」

  OOYA Tooru

  May 2008, Drug Delivery Systems, Vol. 23, pp. 583, Japanese

  International conference proceedings


• 学会印象記「35th Annual Meeting & Exposition of the Controlled Release Society」

  OOYA Tooru

  May 2008, Drug Delivery Systems, Vol. 23, pp. 585-587, Japanese

  International conference proceedings


• Supramolecular polyrotaxanes exploit new paradigm of biomaterials

  Nobuhiko Yui, Ryo Katoono, Tooru Ooya

  2008, 8th World Biomaterials Congress 2008, 4, 1833, English

  International conference proceedings


• Supramolecular control of polyplex dissociation and cell transfection: Efficacy of amine and threading cyclodextrin in biocleavable polyrotaxanes

  Yamashita A, Kanda D, Katoono R, Yui N, Ooya T, Maruyama A, Akita H, Kogure K, Harashima H

  2008, 8th World Biomaterials Congress 2008, 4

  [Refereed]


• Successful low-energy cardioversion using a novel biodegradable gel pad: Feasibility of treating postoperative atrial fibrillation in animals

  Kenji Iino, Nobuhiko Yui, Tooru Ooya, Ryouji Kawabata, Shigeyuki Tomita, Go Watanabe

  Objective: Postoperative atrial fibrillation is one of the most frequent complications of cardiac surgery. We developed a novel biodegradable gel pad consisting of biopolymers that directly attach to the myocardium by electrostatic interaction. The present study examines the feasibility and effectiveness of low-energy internal cardioversion using these pads. Methods: The hearts of 6 pigs were exposed through a median sternotomy under general anesthesia, and 2 monopolar pacing wires were placed on the left pulmonary veins (chest open group). Two biodegradable cardioversion gel pads were placed on the right appendage and the left atria without suturing. All wires were extruded through the skin and secured with a suture. Sustained atrial fibrillation was induced by burst-pacing from the pulmonary veins in continuous 20-ms cycles. Shock intensity started at 0.5 J, and the energy level was increased in 0.5-J increments until cardioversion occurred. This protocol was repeated 5 times per pig. In a second group of 6 pigs (chest closed group), the epicardial cardioversion electrode gel pads and pacing wire electrodes were positioned as described above. Shock intensity was started at 0.5 J. If the shock was unsuccessful, the energy level was increased in 0.5-J increments until 2 consecutive cardioversions were achieved at a single energy level. At postoperative days 1, 3, 5, and 7, the defibrillation threshold was determined with the chest closed. At postoperative day 10, the cardioversion wires were removed. At predetermined time intervals, the heart was reexposed and the extent of degradation in vivo was visually evaluated and histologically assessed after sacrifice. Results: All pigs with induced atrial fibrillation were cardioverted to sinus rhythm on the determined postoperative day. The mean energy and lead impedance in the chest open group were 0.65 +/- 0.23 J and 97.6 +/- 5.52 Omega, respectively, and the overall values of mean energy and lead impedance in the chest closed group were 1.67 +/- 1.00 J and 75.9 +/- 13.3 Omega, respectively. No complications were observed after wire removal. The gel pads became degraded and decreased in thickness, and signs of mild inflammation were evident on the gel pad. However, the gel pads did not elicit significant severe inflammatory reactions according to both gross and histologic assessments at 1 month after the surgery. Conclusion: Atrial cardioversion using novel biodegradable gel pads that are easily affixed may afford a straightforward and effective treatment for atrial fibrillation after cardiac surgery.

  MOSBY-ELSEVIER, Dec. 2007, JOURNAL OF THORACIC AND CARDIOVASCULAR SURGERY, 134(6) (6), 1519 - 1525, English

  [Refereed]

  Scientific journal


• Effect of polymer adsorption on the water structure at the quartz/water interface studied by optical sum frequency generation

  H. Sano, H. Yoshida, T. Oosugi, T. Murakami, Y. Takagawa, G. Mizutani, T. Ooya, N. Yui

  The effect of polymers weakly adsorbed on a quartz surface on the structure of the interfacial water molecules was investigated by optical sum frequency (SF) spectroscopy. As polymers, poly(ethylene glycol) (PEG), poly(propylene glycol) (PPG), and two types of tri-block copolymer of Pluronic L64 and 17R-4 were used. SF intensity spectra of OH stretching mode of water molecules at the interface between a quartz substrate and aqueous solutions of the polymers were measured. The total SF intensity of the interfacial water of the L64 aqueous solution was smaller than those of other solutions. This result indicates that the L64 aqueous solution has smaller number of oriented interfacial water molecules. It is suggested that the rapid motion of hydrophilic parts of the adsorbed L64 disturbs the average orientation of the interfacial water molecules. On the other hand, the SF intensity from the interfacial water molecules of aqueous solutions with high ion strength did not depend on the species of the polymers in the solutions. The latter result suggests that the hydration of ions determines the structure of the interfacial water molecules. (C) 2007 Elsevier B.V. All rights reserved.

  ELSEVIER SCIENCE BV, Nov. 2007, SURFACE SCIENCE, 601(22) (22), 5173 - 5179, English

  [Refereed]

  Scientific journal


• Cationic hydrogels of PEG crosslinked by a hydrolyzable polyrotaxane for cartilage regeneration

  Tooru Ooya, Takahiro Ichi, Tomoyuki Furubayashi, Masakazu Katoh, Nobuhiko Yui

  Microporous hydrogels of poly(ethylene glycol) crosslinked by a hydrolyzable polyrotaxane, in which many primary amino group-introduced alpha-cyclodextrins (alpha-CDs) are threaded onto another PEG chain having ester linkages at the terminals, were prepared and evaluated in terms of chondrocyte attachment on the hydrogels and the following cellular growth. In addition to the modulated erosion of the hydrogels by inclusion and dissociation of alpha-CDs with the terminal ester linkages in highly water friendly condition [T. Ichi, J. Watanabe, T. Ooya, N. Yui, Biomacromolecules 2 (2001) 204], the introduction of primary amino group into alpha-CDs significantly enhanced the initial chondocyte attachment on the microporous hydrogels. Introducing the primary amino group did not cause the mutagenicity and cytotoxicity. The chondrocyte proliferation was affected by the erosion behavior of the hydrogels rather than the introduction of primary amino group. The introduction of primary amino group and the appropriate erosion time enhanced glycoaminoglycan production due to population of chondrocytes on the cationic hydrogels. (c) 2007 Elsevier Ltd. All rights reserved.

  ELSEVIER SCIENCE BV, Nov. 2007, REACTIVE & FUNCTIONAL POLYMERS, 67(11) (11), 1408 - 1417, English

  [Refereed]

  Scientific journal


• Molecular "Screw and Nut": alpha-cyclodextrin recognizes polylactide chirality

  Yuichi Ohya, Seigo Takamido, Koji Nagahama, Tatsuro Ouchi, Tooru Ooya, Ryo Katoono, Nobuhiko Yui

  AMER CHEMICAL SOC, Sep. 2007, MACROMOLECULES, 40(18) (18), 6441 - 6444, English

  [Refereed]

  Scientific journal


• 1H NMR titration study of stimuli-responsive supramolecular assemblies: Inclusion complexes between PEG-b-PEI copolymer-grafted dextran and naphthalene-appended γ-cyclodextrin via double-strand inclusion

  Yoon-Ki Joung, Hak Soo Choi, Tooru Ooya, Nobuhiko Yui

  We have previously prepared a stimuli-responsive inclusion complex between PEG-b-PEI-g-dextran graft copolymer (PEG-PEI-dex) and γ-cyclodextrin (γ-CD) in order to investigate unique inclusion phenomena, double-axle inclusion. For further study, a γ-CD derivative, mono-6-O-(2-sulfonato-6- naphthyl)-γ-CD (SN-γ-CD) was additionally synthesized for 1H NMR titration study, which is expected to induce the competition of pendant naphthyl group with external polymer guests. Consequently, 1H NMR titration results of the inclusion complex of PEG-PEI-dex with SN-γ-CD showed stoichiometric changes, temperature-dependence, and reversibly pH-responsive properties of the inclusion complexes in terms of chemical shift variation. © 2007 Springer Science+Business Media, Inc.

  Apr. 2007, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 57(1-4) (1-4), 323 - 328, English

  [Refereed]

  International conference proceedings


• Preparation of polypseudorotaxane consisting of fluorescent molecule-modified β-cyclodextrins and biotin-terminated poly(propylene glycol) with high yield

  Akihiro Ito, Tooru Ooya, Nobuhiko Yui

  A polypseudorotaxane was prepared using 4-(N,N-dimethylamino) benzoyl modified β-cyclodextrin (DMAB-β-CD) and biotin-terminated poly(propylene glycol) (biotin-terminated PPG) in water for 7 days. When the biotin-terminated PPG was added to a saturated solution of DMAB-β-CD at room temperature, the polypseudorotaxane was not obtained. However, with increasing temperature to 60°C, precipitation was observed. The1H-NMR spectrum indicated that the obtained precipitate was the polypseudorotaxane. The final yield was 54%, which was higher than that previously reported for polypseudorotaxane formation using chemically modified β-CD. The polypseudorotaxane can be useful to make a polyrotaxane via avidin-biotin molecular recognition using the terminal biotin group. © 2007 Springer Science+Business Media, Inc.

  Apr. 2007, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 57(1-4) (1-4), 233 - 236, English

  [Refereed]

  International conference proceedings


• Preparation of polypseudorotaxane consisting of fluorescent molecule-modified beta-cyclodextrins and biotin-terminated poly(propylene glycol) with high yield

  Akihiro Ito, Tooru Ooya, Nobuhiko Yui

  A polypseudorotaxane was prepared using 4-(N,N-dimethylamino) benzoyl modified beta-cyclodextrin (DMAB-beta-CD) and biotin-terminated poly(propylene glycol) (biotin-terminated PPG) in water for 7 days. When the biotin-terminated PPG was added to a saturated solution of DMAB-beta-CD at room temperature, the polypseudorotaxane was not obtained. However, with increasing temperature to 60 degrees C, precipitation was observed. The H-1-NMR spectrum indicated that the obtained precipitate was the polypseudorotaxane. The final yield was 54%, which was higher than that previously reported for polypseudorotaxane formation using chemically modified beta-CD. The polypseudorotaxane can be useful to make a polyrotaxane via avidin-biotin molecular recognition using the terminal biotin group.

  SPRINGER, Apr. 2007, JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 57(1-4) (1-4), 233 - 236, English

  [Refereed]

  Scientific journal


• Modulating rheological properties of supramolecular networks by pH-responsive double-axle intrusion into gamma-cyclodextrin

  Yoon-Ki Joung, Tooru Ooya, Masayuki Yamaguchi, Nobuhiko Yui

  A pH-responsive supramolecular network formed from gamma-cyclodextrin and linear poly(ethylene glycol)-blockpoly(ethyleneimine) (PEG-b-PEI) copolymers (see figure) by double-axle intrusion (DI) can modulate its rheological properties in response to pH changes. The formation of the DI system induces a drastic increase in the rheological properties even under very diluted conditions. The DI system shows significantly reduced viscoelastic properties at low pH.

  WILEY-V C H VERLAG GMBH, Feb. 2007, ADVANCED MATERIALS, 19(3) (3), 396 - +, English

  [Refereed]

  Scientific journal


• Multivalent cellular surface recognition based on molecularmotion of cyclodextrins in polyrotaxanes

  Tooru Ooya, Nobuhiko Yui

  Multivalent protein recognition is important event to inform cellular signals. In order to recognize specific proteins on cellular surface using artificial multivalent ligands, optimum molecular design of polymeric architecture is needed. In this paper, role of polyrotaxanes in which ?-cyclodextrins are threaded onto a poly(ethylene glycol) chain is summarized with some examples.

  PHOENIX PUBL & MEDIA NETWORK, 2007, PROGRESS ON POST-GENOME TECHNOLOGIES, 58 - 59, English

  [Refereed]

  International conference proceedings


• COLL 53-Synthesis and dethreading kinetics of pH-sensitive alpha-cyclodextrin - polyethylene glycol polyrotaxanes bearing cleavable endcaps

  David H. Thompson, Scott Loethen, Tooru Ooya, Nobuhiko Yui

  AMER CHEMICAL SOC, Sep. 2006, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 232, English

  [Refereed]


• Synthesis, characterization, and pH-triggered dethreading of alpha-cyclodextrin-poly(ethylene glycol) polyrotaxanes bearing cleavable endcaps

  Scott Loethen, Tooru Ooya, Hak Soo Choi, Nobuhiko Yui, David H. Thompson

  The synthesis, characterization, and degradation kinetics of three alpha-cyclodextrin (alpha-CD)-poly(ethylene glycol) (PEG) polyrotaxanes with endcaps that were installed using Cu(I)-catalyzed Huisgen cyclization is reported. PEG1500, azidated with azidoacetic acid, was threaded with alpha-CD to form a pseudopolyrotaxane that was then capped in up to 82% yield with three different substituents to provide polyrotaxanes that were either acid-, base-, or fluoride-sensitive. NMR, GPC, XRD, and AFM methods were used to characterize the polyrotaxanes. Dethreading rates upon exposure to mild deprotection conditions were monitored by turbidity analysis. The vinyl ether-endcapped polyrotaxane is stable at pH 7 for 16 h but is solubilized at approximately 0.0211 min(-1) at pH 4. The ester-endcapped polyrotaxane is solubilized at 0.0122 min(-1) at pH 12.1. Our results show that pH-triggerable polyrotaxanes can be readily and efficiently prepared from pseudopolyrotaxanes in high yield by Huisgen cyclization of azido-and alkynyl-modified precursors in the presence of Cu(I).

  AMER CHEMICAL SOC, Sep. 2006, BIOMACROMOLECULES, 7(9) (9), 2501 - 2506, English

  [Refereed]

  Scientific journal


• Molecular mobility of interlocked structures exploiting new functions of advanced biomaterials

  Nobuhiko Yui, Tooru Ooya

  Cyclic compounds can rotate and/or slide along a polymeric chain in a polyrotaxane structure, and the mobility of the ligands linked by the cyclic compounds is closely related to enhancing the multivalent interaction with binding sites on the receptor proteins. This concept is being exploited in more practical applications in the biomedical and pharmaceutical fields, such as a non-viral gene carriers.

  WILEY-V C H VERLAG GMBH, Sep. 2006, CHEMISTRY-A EUROPEAN JOURNAL, 12(26) (26), 6730 - 6737, English

  [Refereed]

  Scientific journal


• pH-Sensitive locomotion of cycloclextrins in a block-selective mobile polyrotaxane

  Hak Soo Choi, Ayaka Hirasawa, Tooru Ooya, Daisuke Kajihara, Takahiro Hohsaka, Nobuhiko Yui

  WILEY-V C H VERLAG GMBH, Aug. 2006, CHEMPHYSCHEM, 7(8) (8), 1671 - 1673, English

  [Refereed]

  Scientific journal


• Molecular-recognition and binding properties of cycloclextrin-conjugated polyrotaxanes

  Hak Soo Choi, Akihiro Takahashi, Tooru Ooya, Nobuhiko Yui

  WILEY-V C H VERLAG GMBH, Aug. 2006, CHEMPHYSCHEM, 7(8) (8), 1668 - 1670, English

  [Refereed]

  Scientific journal


• PH-responsive movement of cucurbit[7]uril in a diblock polypseudorotaxane containing dimethyl beta-cyclodextrin and cucurbit[7]uril

  Tooru Ooya, Daisuke Inoue, Hak Soo Choi, Yuichiro Kobayashi, Scott Loethen, David H. Thompson, Young Ho Ko, Kimoon Kim, Nobuhiko Yui

  A polypseudorotaxane consisting of cucurbit[7]uril (CB[7])/N,N'-(3-phenylenebis(methylene) dipropargylamine (PMPA), [2] pseudorotaxane, and 2,6-O-dimethyl, beta-cyclodextrin (DM-beta-CD)/alpha,omega-bisazidopropylene glycol 400 [2]pseudorotaxane was synthesized using the "click" reaction. The polypseudorotaxane structure was maintained in aqueous solution over a wide range of pH values with the DM-beta-CD units contributing to increased solubilization of the polypseudorotaxane without dethreading. The pH-responsive movement of the CB[7] units in the polypseudorotaxane was also observed.

  AMER CHEMICAL SOC, Jul. 2006, ORGANIC LETTERS, 8(15) (15), 3159 - 3162, English

  [Refereed]

  Scientific journal


• One-pot synthesis of a polyrotaxane via selective threading of a PEI-b-PEG-b-PEI copolymer

  HS Choi, T Ooya, N Yui

  A functional polyrotaxane of a PEI-b-PEG-b-PEI copolymer is synthesized in aqueous solution in a one-pot sequence. To obtain a polyrotaxane with PEG-block-selective inclusion complexes, the solution pH of the polypseudorotaxane is lowered to 4,4 in the presence of 9-anthraldehyde (AN), which triggers the expulsion of the alpha-cyclodextrins (alpha-CDs) from the flank PEI chains.

  WILEY-V C H VERLAG GMBH, Jun. 2006, MACROMOLECULAR BIOSCIENCE, 6(6) (6), 420 - 424, English

  [Refereed]

  Scientific journal


• Biocleavable polyrotaxane - Plasmid DNA polyplex for enhanced gene delivery

  T Ooya, HS Choi, A Yamashita, N Yui, Y Sugaya, A Kano, A Maruyama, H Akita, R Ito, K Kogure, H Harashima

  AMER CHEMICAL SOC, Mar. 2006, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 128(12) (12), 3852 - 3853, English

  [Refereed]

  Scientific journal


• Surface modification of polyurethane using sulfonated PEG grafted polyrotaxane for improved biocompatibility

  HD Park, JW Bae, KD Park, T Ooya, N Yui, JH Jang, DK Han, JW Shin

  Sulfonated poly(ethylene glycol) (PEG-SO3) grafted polyrotaxanes (PRx-PEG-SO3) were prepared in order to utilize the unique properties of PEG-SO3 and the supramolecular structure of PRx, in which PEG-SO3 grafted alpha-cyclodextrins (alpha-CDs) were threaded onto PEG segments in a PEG-b-poly(propylene glycol) (PPG)-b-PEG triblock copolymer (Pluronic) chain capped with bulky end groups. Some of the PRx-PEG-SO3 demonstrated a higher anticoagulant activity in case of PRx-PEG-SO3 (P105), and compared with the control they showed a lower fibrinogen adsorption in PRx-PEG-SO3 (F68) and a higher binding affinity with fibroblast growth factor. The obtained results suggested that polyrotaxane incorporated with PEG-SO3 may be applicable to the surface modification of clinically used polymers, especially for blood/cell compatible medical devices.

  POLYMER SOC KOREA, Feb. 2006, MACROMOLECULAR RESEARCH, 14(1) (1), 73 - 80, English

  [Refereed]

  Scientific journal


• Improved cell viability of linear polyethylenimine through gamma-cyclodextrin inclusion for effective gene delivery

  A Yamashita, HS Choi, T Ooya, N Yui, H Akita, K Kogure, H Harashima

  A polypseudorotaxone consisting of a linear polyethylenimine with M-n of 22000 (LPEl22k) and gamma-cyclodextrins (gamma-CDs; LPEl22k/gamma-CD) has been examined as a gene carrier. The polyplex formation with luciferase-encoding plasmid DNA (pDNA), introcellular trafficking of polyplex, cytotoxicity, and transfection efficiency were evaluated by various characteristic methods. LPEl22k/gamma-CD formed a pDNA polyplex at higher NIP ratios than LPEl22k; this suggests that the gamma-CD threading sterically interfered with the polyplex formation. In addition, the zeta potentials of the polyplex significantly decreased due to the reduction in charge density of LPEI22k caused by gamma-CD, threading. The cellular uptake of pDNA in the LPEl22k/gamma-CD polyplex was enhanced by free gamma-CDs released from the polyplex that might accelerate the cellular uptake through enhanced membrane affinity. LPEl22k/gamma-CD significantly increased cell viability even at high N/P ratios, and the polyplex showed high tronsfection efficacy. The low cytotoxicity and high gene expression of LPEl22k/gamma-CD are advantageous to polyplex administration in vivo.

  WILEY-V C H VERLAG GMBH, Feb. 2006, CHEMBIOCHEM, 7(2) (2), 297 - 302, English

  [Refereed]

  Scientific journal


• Stimuli-responsive supramolecular networks formed by double-axle intrusion of peg-b-pei copolymer-grafted dextran into γ-cyclodextrin

  Yoon-Ki Joung, Tooru Ooya, Ryo Katoono, Nobuhiko Yui

  We report on a new concept for supramolecular networks, named double-axle intrusion (DI) system by our group, using gamma-cyclodextrin and the linear PEG-b-PEI block copolymers grafted onto dextran, which can modulate rheological properties in response to pH changes. The formation of the DI system at high pH induces a drastic increase in the rheological properties (about three orders in the magnitudes) in spite of semi-diluted fluids (3 wt.-%). Furthermore, the DI system shows the significantly reduced properties at low pH. From viscoelastic results and other data, we demonstrate that such macroscopically rheological changes are results of molecularly mechanical actuations of the DI system in supramolecular networks.

  2006, Polymer Preprints, Japan, 55(2) (2), 5247 - 5248, English

  International conference proceedings


• Synthesis of biodegradable polyrotaxane composed of poly (lactic acid) and cyclodextrin by vacuum melting method and evaluation of its physicochemical property

  Seigo Takamido, Koji Nagahama, Yuichi Ohya, Tatsuro Ouchi, Tooru Ooya, Ryo Katoono, Nobuhiko Yui

  Novel biodegradable pseudo-polyrotaxane (pPRX) composed of amino-terminated polylactide and cyclodextrin was prepared by vacuum melting method. It was found that the 40% of PLLA segment was covered with 24 α-CDs from 1H-NMR spectrum of the obtained PRX. In this study, we investigated the specific physicochemical property of the PRX based on its supramolecular structure.

  2006, Polymer Preprints, Japan, 55(2) (2), 5237 - 5238, Japanese

  International conference proceedings


• PH-responsive sliding motion of CDs and CBs in pseudopolyrotaxane

  Yuichiro Kobayashi, Daisuke Inoue, Ryo Katoono, Nobuhiko Yui, Tooru Ooya, David H. Thompson, Kimoon Kim

  Here we report on the combination of 2,6-O-demethyl β-cyclodextrin (DM-β-CD) and cucurbit[7]uril (CB[7]) inclusion complexes (ICs) for a heterogeneous supramolecular assembly. For this necklace structure, we synthesized two guest molecules, azide- and acetylene-terminated guests, for the ICs with DM-β-CD and CB[7], respectively. These two ICs are connected by click chemistry in aqueous solution to form a supramolecular necklace showing pH-responsive mobility, which was confirmed by 1H NMR, MALDI-TOF mass, and 2D-ROESY NMR measurements.

  2006, Polymer Preprints, Japan, 55(2) (2), 5342 - 5343, Japanese

  International conference proceedings


• Influence of polyrotaxane structure to biomolecular interactions

  Tooru Ooya, Atsushi Yamashita, Akihiro Ito, Nobuhiko Yui

  We have studied some ligand-polyrotaxane conjugates and found that the non-covalent bonds between cyclodextrins and poly(ethylene glycol) chain in the polyrotaxane contributed to enhanced multivalent interactions. Here, the role of polyrotaxane structure was discussed using maltose-polyrotaxane conjugates (Mal-PRXs) and a dimethylaminoethyl polyrotaxane (DMAE-PRX) for binding with a lectin (concanavalin A, Con A) and plasmid DNA, respectively. Binding and dissociation kinetics of multivalent interaction between Mal-PRX and Con A were analyzed by a surface plasmon resonance (SPR) method. It was found that a Mal-PRX showing the highest mobility of maltose bound with Con A-immobilized sensor surface. The rapid binding property could contribute to recognition of mannose-binding protein located on E-coli cellular surface within several minutes. These results suggest that the polyrotaxane structure, especially high mobility of ligands, enhanced the recognition of maltose on the binding site of maltose-binding proteins on the surfaces.

  2006, Polymer Preprints, Japan, 55(2) (2), 5270 - 5271, Japanese

  International conference proceedings


• Polypseudorotaxane formation and dissociation monitored by QCM-D

  Ayaka Hirasawa, Hak Soo, Choi, Tooru Ooya, Nobuhiko Yui

  Polypseudorotaxane formation between α-cyclodextrin (α-CD) and poly(ethylene glycol) (PEG) in aqueous solution has been extensively studied in the field of supramolecular chemistry. Monitoring the formation by turbidity analysis is a well known method to understand the α-CD threading onto the PEG chain and the following crystallization. However, it is unclear that turbidity change represents real α-CD threading process. In this study, we tried to monitor the polypseudorotaxane formation by QCM-D measurements. α-Methoxy-ω-thionyl PEG (Mn = 2,000, CH3O-PEG 2000-SH) was prepared and then immobilized onto a gold sensor chip in 0. l M PBS (pH 6.0). After exchanging the buffer to a saturated aqueous s solution of α-CD, the changes of mass (ΔF) and dissipation (ΔD) were monitored. The - ΔF and ΔD values increased with the amount of immobilized PEG on the gold surface. This result suggests that the monitored ΔF and ΔD values show the polypseudorotaxane formation including α-CD threading and the following crystallization processes. Therefore, the QCM-D measurement can directly monitor and analyzed the α-CD threading process.

  2006, Polymer Preprints, Japan, 55(1) (1), 2149, Japanese

  International conference proceedings


• Fluorescence sensor based on polyrotaxanes; stimuli-triggered fluorescent red shifts

  Akihiro Ito, Tooru Ooya, Nobuhiko Yui

  We have studied hydrolyzable polyrotaxanes based on β-cyclodextrins (β-CDs) and polypropylene glycol (PPG). Hydrophobic cavity of β-CDs could be exposed when the terminals of polyrotaxanes were hydrolyzed. If we can prepare polyrotaxanes consisting of PPG and fluorescent molecule-modified β-CDs that enhance the fluorescent intensity via self-inclusion complexes, the intensity is controlled by competitive inclusions between PPG and fluorescent molecule. The objective of this study is to prepare polyrotaxanes consisting of 4-(N,N-dimethylamino) benzoyl (DMAB)-modified β-CDs and PPG. Both biotin terminals of PPG threading DMAB-modified β-CDs were capped with avidin. Avidin-biotin complexes were dissociated with hydrogen peroxide and the release of DMAB-modified β-CDs from the polyrotaxane was evaluated by fluorescence measurement. With the addition of hydrogen peroxide, fluorescent red shifts were observed. This fluorescent spectra change indicates that DMAB-modified β-CDs were released from the polyrotaxanes.

  2006, Polymer Preprints, Japan, 55(1) (1), 1899, Japanese

  International conference proceedings


• Synthesis of biodegradable polyrotaxane composed of amino-terminated poly(lactic acid) and cyclodextrin

  Yuichi Ohya, Seigo Takamid, Koji Nagahama, Tatsuro Ouchi, Tooru Ooya, Yui Nobuhiko

  In order to construct a novel biodegradable biomaterial, poly-psuedorotaxane (pPRX) composed of poly(L-lactide) (PLLA) and cyclodextrin (CD) was prepared. It was found that 50 % of PLLA chain was covered with CDs from 1H-NMR spectrum of the pPRX. The crystal structure of the pPRX was evaluated by X-ray diffraction analysis. The crystalline peaks assigned to PLLA were not observed in the X-ray diffraction spectrum of the pPRX. The formation of the PLLA crystal domains was strongly suppressed in the pPRX.

  2006, Polymer Preprints, Japan, 55(1) (1), 1936, Japanese

  International conference proceedings


• Effects of supramolecular structure of cationic-polyrotaxanes on pDNA compaction

  Yamashita A, Ooya T, Kanda D, Choi H.S, Yui N, Maruyama A, Akita H, Kogure K, Harashima H

  2006, Polymer Preprints, Japan, 55(1) (1)

  [Refereed]


• In vitro evaluation of cationic polyrotaxanes as gene carrier

  Kanda D, Yamashita A, Katoono R, Ooya T, Yui N, Maruyama A, Akita H, Kogure K, Harashima H

  2006, Polymer Preprints, Japan, 55(2) (2), 5367 - 5368

  [Refereed]


• Hydrotropic nanocarriers for poorly soluble drugs

  Tooru Ooya, Sang Cheon Lee, Kang Moo Huh, Kinam Park

  Delivery of poorly water-soluble drugs remains as one of the most difficult challenges in the pharmaceutics and drug delivery areas. One of the recent approaches of increasing the water-solubility of poorly soluble drugs has been to utilize polymeric hydrotropic agents. Hydrotropic agents in nanocarrier forms, such as dendrimers and polymer micelles, increase the water solubility by orders of magnitude. The hydrotropic nanocarriers have advantages over other carriers for their high drug loading efficiency and long-term stability.

  Springer Netherlands, 2006, Nanocarrier Technologies: Frontiers of Nanotherapy, 51 - 73, English

  [Refereed]

  In book


• Biochemical and Physical Stimuli-Triggered Cyclodextrin Release from Biodegradable Polyrotaxanes and those Hydrogels

  Tooru Ooya

  In this chapter, the stimuli-response CD release from polyrotaxanes is described based on the preparation of polyrotaxanes. The principle of cyclodextrin release, and its recent research and development are also outlined. The biological processes are taken into account in the design of supramolecular architecture formed via noncovalent interactions. In the past, CD has been studied as a host molecule inclusion in aqueous media. Inclusion complexation between cyclic hosts and lower-molecular-weight guests are provided with equations. The design and chemistry of biodegradable polyrotaxanes and those of hydrogels are described for the types of linkages. The principle behind CD release from polyrotaxanes is discussed, and illustrations are provided. The process of introducing linkages at both the ends of the polymer chain in polyrotaxanes leads to CD release in response to aqueous medium in various stimuli, including hydrolysis, pH change, and reductive conditions, and light source that are explained with schematic illustrations. The supramolecular approach to dynamic cyclodextrin diffusion from polyrotaxane molecules is used in the formation of new biomaterials used in drug/gene delivery. © 2006 Elsevier B.V. All rights reserved.

  Elsevier, 2006, Cyclodextrin Materials Photochemistry, Photophysics and Photobiology, 303 - 316, English

  [Refereed]

  In book


• Self-assembled polyglycerol dendrimer for bottom-up typed nano-fabrication

  Tooru Ooya, Hidetaka Akita

  A polyglycerol dendrimer of generation 4 (PGD - G4) has been studied as a "hydrotropic dendrimer"([1, 2]). Here, PGD - G4 was conjugated with some hydrophobic moieties, and self-assembled structure of the conjugate in water was analyzed by H-1 - NMR, dynamic light scattering (DLS) and atomic force microscopy (AFM). One cholesterol or stearic acid (C18) molecule was conjugated to PGD - G4, which was confirmed by MALDI - TOF mass spectroscopy. The DLS analysis showed that the conjugate formed self-assembly. The AFM image suggests that the self-assembly is a micelle-like sphere. When stearic acid was conjugated with PGD - G4, self-assembled structure of stearyl PGD - G4 is dependent on the concentration. The concentration-dependent association of the stearyl group led to formation of micelles, with either particle-like or rod-like structure. Therefore, the PGD-based self-assemblies are good candidate of nano-biomaterials to achieve bottom-up typed nano-fabrication.

  SOUTHEAST UNIV PRESS, 2006, Progress on Post-Genome Technologies, 274 - 276, English

  [Refereed]

  International conference proceedings


• Synthesis of a biocleavable polyrotaxane-plasmid DNA (pDNA) polyplex and its use for the rapid nonviral delivery of pDNA to cell nuclei

  Atsushi Yamashita, Nobuhiko Yui, Tooru Ooya, Arihiro Kano, Atsushi Maruyama, Hidetaka Akita, Kentaro Kogure, Hideyoshi Harashima

  This protocol provides a method for synthesizing a biocleavable polyrotaxane/plasmid DNA (pDNA) polyplex and for using it to deliver pDNA into cell nuclei. The biocleavable polyrotaxane is synthesized in four steps: (i) introduction of disulfide linkages at both terminals of PEG, (ii) preparation of an inclusion complex between disulfide-containing PEG and alpha-cyclodextrins (alpha-CDs), (iii) synthesis of polyrotaxane and (iv) modification of alpha-CDs in the polyrotaxane with dimethylethylenediamine. A polyplex of pDNA with the polyrotaxane is formed when the two compounds are dissolved together in a phosphate buffer. Subcellular localization of rhodamine-labeled pDNA in fluorescently labeled organelles is quantified by Z-series of confocal images captured by confocal laser scanning microscopy. Significant amounts of pDNA delivered to the nucleus can be expected as well as high transfection activity of the polyplex. This protocol can be completed in 23-32 d.

  NATURE PUBLISHING GROUP, 2006, NATURE PROTOCOLS, 1(6) (6), 2861 - 2869, English

  [Refereed]

  Scientific journal


• Providing natural water structure surrounding highly mobile maltose groups conjugated with polyrotaxanes

  Hiroaki Hirose, Haruyuki Sano, Gorc Mizutani, Masaru Eguchi, Tooru Ooya, Nobuhiko Yui

  SOC POLYMER SCIENCE JAPAN, 2006, POLYMER JOURNAL, 38(10) (10), 1093 - 1097, English

  [Refereed]

  Scientific journal


• Sunflower-shaped cyclodextrin-conjugated poly(epsilon-lysine) polyplex as a controlled intracellular trafficking device

  HS Choi, A Yamashita, T Ooya, N Yui, H Akita, K Kogure, R Ito, H Harashima

  WILEY-V C H VERLAG GMBH, Nov. 2005, CHEMBIOCHEM, 6(11) (11), 1986 - 1990, English

  [Refereed]

  Scientific journal


• Temperature-controlled erosion of poly(N-isopropylacrylamide)-based hydrogels crosslinked by methacrylate-introduced hydrolyzable polyrotaxane

  T Ooya, M Akutsu, Y Kumashiro, N Yui

  Biodegradable hydrogets for temperature-controlled erosion were prepared by co-crosslinking N-isopropylacrylamide (NIPAAm) and methacrylate (MA)-introduced polyrotaxane (PRX) in which many alpha-cyclodextrins (alpha-CDs) are threaded onto a poly(ethylene glycol) chain capped with bulky end-groups via ester linkages. The amount of MA attached to hydroxyl group of alpha-CDs in PRX could be varied by the feed ratio of GMA and PRX. The prepared hydrogels were transparent below lower critical solution temperature (LCST) of PNIPAAm matrix (32 degrees C). By elevating temperature above the LCST, water contents were slightly decreased, and the hydrogels became opaque. Elevating temperature in an aqueous condition above the LCST led to dehydration of the PNIPAAm matrix, which accompanies alpha-CD sliding to expose the ester linkage to the medium and enhances erosion of the hydrogels. (c) 2004 Elsevier Ltd. All rights reserved.

  NATL INST MATERIALS SCIENCE, Jul. 2005, SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 6(5) (5), 447 - 451, English

  [Refereed]

  Scientific journal


• Self-assembly of cholesterol-hydrotropic dendrimer conjugates into micelle-like structure: Preparation and hydrotropic solubilization of paclitaxel

  T Ooya, KM Huh, M Saitoh, E Tamiya, K Park

  A hydrotropic dendrimer, made of polyglycerol dendrimer of generation 4 (PGD-G4), was conjugated with cholesterol. The self-assembled structure of the conjugate in water was characterized by H-1-NMR, dynamic light scattering (DLS) and atomic force microscopy (AFM). One cholesterol molecule was conjugated to PGD-G4, which was confirmed by MALDI-TOF mass spectroscopy. The DLS analysis showed that the conjugate formed self-assembly with a diameter of 49.9-59.9 nm. The AFM image suggests that the self-assembly is a micelle-like sphere. The level of paclitaxel solubilization by the conjugate in water was similar to that of PGD-G4 itself, and this suggests that the PGD-G4 is located on the outer part of the self-assembly to function as a hydrotrope. (c) 2005 Elsevier Ltd. All rights reserved.

  NATL INST MATERIALS SCIENCE, Jul. 2005, SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 6(5) (5), 452 - 456, English

  [Refereed]

  Scientific journal


• Anticoagulant supramolecular-structured polymers: Synthesis and anti coagulant activity of taurine-conjugated carboxyethylester-polyrotaxanes

  YK Joung, Y Sengoku, T Ooya, KD Park, N Yui

  Polyrotaxanes with both sulfonyl and carboxyl groups were synthesized and characterized for mimicking the anticoagulant activity of heparin. A polyrotaxane consisting of alpha-cyclodextrins (alpha-CDs) and poly(ethylene glycol) (PEG) was synthesized, and carboxyethylester (CEE) groups and taurine were successively conjugated with the polyrotaxane to obtain taurine-conjugated carboxyethylester-polyrotaxanes (TAU-CEE-PRxs). The number of alpha-CDs and the anionic groups could be varied by synthetic conditions. The structural factors of TAU-CEE-PRxs affecting anticoagulant activity were suggested as following: (i) relatively lower threading percentage of alpha-CDs, (ii) the ratio of anionic groups similar to heparin, and (iii) lower molecular weight of PEG. The TAU-CEE-PRx that sufficiently meet the mentioned requirements showed enhanced antithrombin III (AT III) activity, indicating that the TAU-CEE-PRx interacts with AT III and/or thrombin. From these results, it is suggested that the sliding and rotation of free alpha-CDs with anionic groups are related with enhancing anticoagulant activity. (c) 2005 Elsevier Ltd. All rights reserved.

  NATL INST MATERIALS SCIENCE, Jul. 2005, SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 6(5) (5), 484 - 490, English

  [Refereed]

  Scientific journal


• Synthesis of poly(epsilon-lysine)-grafted dextrans and their pH- and thermosensitive hydrogelation with cyclodextrins

  HS Choi, K Yamamoto, T Ooya, N Yui

  To give pH sensitivity to a thermoreversible supramolecular-structured hydrogel system, poly(E-lysine) (PL), as a cationic polymer, was grafted to dextran and used for inclusion complexation with alpha-cyclodextrins (alpha-CDs). The synthesized graft copolymer was characterized by H-1 NMR spectroscopy, and the hydrogel formation was confirmed by X-ray diffraction and solid-state C-13 NMR analysis. The hydrogelation was induced from a phase-separated structure of hydrated dextrans and hydrophobically aggregated inclusion complexes in buffer solution at pH 10.0. The prepared hydrogels showed thermoreversible gel-sol transitions as well as pH-sensitive phase transitions, which were recorded by the changes in UV/Vis transmittance. A rapid phase transition from gel to sol was observed upon decreasing the pH value to 4.0, which resulted from the dissociation process between the protonated guest polymer and a-CDs. The stimuli-responsive physical properties of the hydrogels were improved by modulating the degree of substitution of the grafted PL and the combination with a-CDs.

  WILEY-V C H VERLAG GMBH, Jun. 2005, CHEMPHYSCHEM, 6(6) (6), 1081 - 1086, English

  [Refereed]

  Scientific journal


• pH-triggered changes in assembling properties of beta-cyclodextrin-conjugated poly(epsilon-lysine) complexes

  HS Choi, T Ooya, KM Huh, N Yui

  AMER CHEMICAL SOC, May 2005, BIOMACROMOLECULES, 6(3) (3), 1200 - 1204, English

  [Refereed]

  Scientific journal


• Preparation of alpha-cyclodextrin-terminated polyrotaxane consisting of beta-cyclodextrins and pluronic as a building block of a biodegradable network

  T Ooya, A Ito, N Yui

  A beta-CD-based biodegradable polyrotaxane was prepared by capping both terminals of polypseudorotaxane consisting of hydrazide-terminated PEG-block-PPG-block-PEG (Pluronic P-105((R))) and beta-CD-succinates with monoaldehyde alpha-CDs. By decreasing pH, the fluorescent intensity of TNS was increased with time, indicating cleavage of the terminal hydrazone bonds followed by beta-CD-succinate release. The terminal alpha-CD moieties of the polyrotaxane are useful for self-assembled formation with some guest molecules.

  WILEY-V C H VERLAG GMBH, May 2005, MACROMOLECULAR BIOSCIENCE, 5(5) (5), 379 - 383, English

  [Refereed]

  Scientific journal


• Formation of polypseudorotaxanes consisting of fluorescent molecule-modified β-cyclodextrins and Pluronic

  Akihiro Ito, Tooru Ooya, Nobuhiko Yui

  We have studied hydrolyzable polyrotaxanes, in which many β-cyclodextrins (β-CDs) are threaded onto a Pluronic capped with aldehyde α-CDs via hydrazone bonds. Hydrophobie cavity of α-CDs could be exposed in aqueous medium when terminals of polyrotaxanes were hydrolyzed. If we can prepare polypseudorotaxanes consisting of Pluronic and fluorescent molecule-modified β-CDs that enhance the fluorescent intensity via self-inclusion, the intensity is controlled by competitive inclusions between Pluronic and the fluorescent molecule. The objective of this study is to form polypseudorotaxanes consisting of p-(dimethy lamino) benzoyl (DMAB) modified β-CDs (DMAB-β-CDs) and Pluronic. Both amino terminals of Pluronic threading DMAB-β-CDs were formed under various conditions (solvent, temperature, and concentration). Polypseudorotaxanes formation was evaluated by 2D-ROESY NMR.

  2005, Polymer Preprints, Japan, 54(1) (1), 2362, Japanese

  International conference proceedings


• PH-Driven contractile supramolecular structures: Assemblies of cyclodextrins and poly(ethylene glycol)-b-poly(ethylenimine) copolymer-grafted dextran

  Yoon-Ki Joung, Hak Soo Choi, Tooru Ooya, Nobuhiko Yui

  Novel heterobifunctional and linear poly(ethylene glycol)-b- poly(ethylenimine) (PEG-b-PEI) copolymers were synthesized through cationic ring-opening polymerization of EtOz using PEG monotosylate as a macroinitiator and then grafted onto dextran. The resulting polymers were capable of forming an inclusion complex with α- or γ-CDs, in which the inclusion complexation depends on the kind of CDs and pH variation. It is expected that PEG-b-PEI copolymer-grafted dextran will be a good candidate as pH-responsive supramolecular assemblies in aqueous solution.

  2005, Polymer Preprints, Japan, 54(2) (2), 5237, English

  International conference proceedings


• Analysis of pH-dependent complex formation for β-cyclodextrin conjugated poly(ε-lysine) with pDNA

  Atsushi Yamashita, Hak Soo Choi, Tooru Ooya, Nobuhiko Yui

  In this study, β-cyclodextrin-conjugated poly(ε-lysine) (β-CDPL) was prepared and evaluated as a pH sensitive nonviral vector. The primary amines in the poly(s-lysine) was used for the complexation with pDNA, while the secondary amine (pKa 6.35) was introduced via the CD conjugation. The complex formation and polyplexes property were evaluatedd by electrophoresis and ζ-potential measurement, respectively. At pH 6.0, the complexation with β-CDPL and pDNA were confirmed at N/P = 1. However, the complexation was depressed by the number of β-CDs in the conjugates at pH 7.0 and 7.4. Furthermore, the increment of ζ-potential on polyplexes was dependent on increment of pH and degree of substitution. These results suggested that the complexation with β-CDPL and pDNA affected by mainly protonation of secondary amines and the number of primary amine. Therefore, the degree of CD substitution onto PL is the main factor for controlling to the pH-sensitive complexation.

  2005, Polymer Preprints, Japan, 54(1) (1), 2360, Japanese

  International conference proceedings


• Synthesis and physicochemical characteristics of novel polyrotaxanes

  Daisuke Inque, Hak Soo Choi, Tooru Ooya, Nobuhiko Yui

  Here we report on the combination of ß-cyclodextrin (ß-CD) and cucurbit[7]uril (CB[7]) inclusion complexes (ICs) for a heterogeneous supramolecular assembly. For this necklace structure, we synthesized two guest molecules, azide- and acetylene-terminated guests, for the ICs with ß-CD and CB[7], respectively (Fig. 1). These two ICs are connected by click chemistry in aqueous solution to form a supramolecular necklace showing stimuli-responsive mobility, which was confirmed by 1H NMR, GPC, and 2D-ROESY NMR measurements.

  2005, Polymer Preprints, Japan, 54(2) (2), 5236, Japanese

  International conference proceedings


• PH-responsive contractile motion of supramolecular structures: Polyrotaxanes of poly(ethylene glycol)-b-poly(ethylenimine) copolymer-grafted dextran with cyclodextrins

  Yoon Ki Joung, Hak Soo Choi, Tooru Ooya, Nobuhiko Yui

  Novel supramolecular structure, poly(ethylene glycol)-b-poly(ethylenimine) (PEG-b-PEI) copolymer-grafted dextran, was synthesized through cationic ring-opening polymerization of oxazoline (EtOz) was polymerized using PEG monotosylate as a macroinitiator, followed by acid hydrolysis of poly(oxazoline) chain to obtain a linear PEI block. As a result, the resulting polymer was capable of forming an inclusion complex with cyclodextrins and showing the contractile motion of cyclodextrins on block copolymer against pH variation. It is expected that PEG-b-PEI copolymer-grafted dextran will be a good candidate as a pH-responsive supramolecular assembly in aqueous solution.

  2005, Polymer Preprints, Japan, 54(1) (1), 2361, English

  International conference proceedings


• Control of the cyclodextrin mobility in polyrotaxanes with pH changes

  Avaka Hirasawa, Hak Soo Choi, Tooru Ooya, Nobuhiko Yui

  A functional polyrotaxane was synthesized in a one-pot sequence using anthracene as a capping molecule to examine the pH-responsive movement of α-cyclodextrins (α-CDs) along a PEI-b-PEG-b-PEI copolymer. Since the components of the polyrotaxane are held together by noncovalent bonds, the mobility of the cyclic compounds could be controlled at the molecular level in aqueous solutions. By labeling the mobile α-CDs with FITC for fluorescence resonance energy transfer (FRET), the intramolecular block-selective movement of α-CDs was characterized quantitatively due to the considerable alteration of the physicochemical properties in response to pH.

  2005, Polymer Preprints, Japan, 54(2) (2), 5235, Japanese

  International conference proceedings


• Design of multivalent ligands based on polyrotaxanes and monitoring multivalent interaction

  Tooru Ooya, Akihiro Ito, Atsushi Yamashita, Nobuhiko Yui

  We have studied ligand-polyrotaxane conjugates that showed mulitivalent interaction with complementary binding proteins. Although the mulitivalent interactions were proved by some biochemical analyses, advanced fluorescent analysis methods have not been examined so far. In this study, multivalent interaction between maltose-polyrotaxane conjugates (Mal-PRxs) and a lectin (concanavalin A, Con A) was analyzed by using quantum dot (QD)-labeled Con A and by fluorescent correlation spectroscopy (FCS) in nanoscale. The QD-labeled Con A was mixed with Mal-PRx-immobilized polystyrene beads, and fluorescent image was observed. It was easy to detect the multivalent binding by using the QD-labeled Con A. In addition to the analytical method, FCS analysis provided real molecular size that indicates how many Con A molecules binds to Mal-PRxs. It is suggested that the high mobility of hands limited the number of bound Con A, and high mobility of the ligands did not allowed to further binding of Con A toward the network structure.

  2005, Polymer Preprints, Japan, 54(2) (2), 5159 - 5160, Japanese

  International conference proceedings


• Analysis of molecular mobility and inclusion behavior of cyclodextrin-conjugated polyrotaxane

  Akihiro Takahashi, Hak Soo Choi, Tooru Ooya, Nobuhiko Yui

  A series of β-cyclodextrin (β-CD)-conjugated polyrotaxane was synthesized by introducing β-CDs to a polyrotaxane backbone via peptide bonds. The conjugated β-CDs can slide and rotate along the polymer mainchain in the polyrotaxane, which was confirmed by spin-lattice/spin-spin relaxation time (T1/T2) measurements using a 750MHz NMR spectrometer. From a result, we found that the β-CD conjugation to the polyrotaxane might facilitate the mobility of the threaded α-CD to have more enhanced mobility in aqueous solution. This molecular mobility in a polyrotaxane structure significantly increased the binding ability and molecular recognition of guest molecules as to easily and quickly adjust the position of β-CDs for fitting the binding sites via multifaceted inclusion complexation.

  2005, Polymer Preprints, Japan, 54(2) (2), 5161 - 5162, Japanese

  International conference proceedings


• Rapid binding of concanavalin A and maltose-polyrotaxane conjugates due to mobile motion of alpha-cyclodextrins threaded onto a poly(ethylene glycol)

  T Ooya, H Utsunomiya, M Eguchi, N Yui

  Maltose-polyrotaxane conjugates (Mal-PRXs), in which maltose-conjugated alpha-cyclodextrins (alpha-CDs) are threaded onto a poly(ethylene glycol) (PEG) chain capped with benzyloxycarbonyl-L-tyrosine, were characterized in terms of their molecular motion and the relation to multivalent interactions between the maltose moiety and concanavalin A from Canavalia ensiformis (Con A). Spin-lattice relaxation time (T-1) and spin-spin relaxation time (T-2) of alpha-CD C(1), maltosyl C(1), and PEG methylene protons in the Mal-PRXs revealed that the mobile motion of alpha-CDs in the polyrotaxane governed the molecular motion of maltosyl groups in alpha-CDs and threading PEG chain. The association constant (K-a) of the Mal-PRXs with 22, 38 and 53% of alpha-CD threading was 5.7 x 10(4), 1.1 x 10(6), and 5.3 x 10(5) (M-1-maltose), respectively. The largest K. value of the Mal-PRX with 38% of alpha-CD threading was well correlated with the T-1 and T-2 values of maltosyl groups and alpha-CD, suggesting that the mobile motion of maltose-conjugated alpha-CDs in the Mal-PRX contributes to the highest affinity with Con A. Initial rate of binding with Con A was also governed by the mobile motion of maltose-conjugated alpha-CDs. Therefore, we concluded that both highly molecular motion due to the mobile motion of maltose-conjugated alpha-CDs and multivalency of the Mal-PRXs contributes to inducing rapid Con A binding.

  AMER CHEMICAL SOC, Jan. 2005, BIOCONJUGATE CHEMISTRY, 16(1) (1), 62 - 69, English

  [Refereed]

  Scientific journal


• Poly(ethylene glycol) hydrogels cross-linked by hydrolyzable polyrotaxane containing hydroxyapatite particles as scaffolds for bone regeneration

  M Fujimoto, M Isobe, S Yamaguchi, T Amagasa, A Watanabe, T Ooya, N Yui

  Poly(ethylene glycol) (PEG) hydrogels cross-linked by a hydrolyzable polyrotaxane containing hydroxyapatite particles (PRX-HAp) were developed as scaffolds for bone regeneration. Five scaffolds with various composition of the polyrotaxane, PEG and HAp particles were prepared to examine cell adhesion in vitro using rat primary cultured osteoblast. Cells were observed to attach well on a PRX-HAp that have the same weight ratio of the polyrotaxane and HAp particles at 7 days after seeding. These results indicate that HAp particles are necessary for cell adhesion and survival, but a higher ratio of the particles is not suitable for cell adhesion. The composites of rat osteoblast and the PRX-HAp were implanted subcutaneously in syngeneic rats and harvested at 5 weeks after implantation. In histological analysis, osteoblast-like cells became arrayed along the surface of the PRX-HAp, and osteoid-like tissues were observed in the region between a queue of osteoblast-like cells and PRX-HAp. These images are similar to intramembranous ossification, and it is expected that bone regeneration occurs on the surface of the PRX-HAp. This study strongly suggests the great potential of the PRX-HAp as scaffolds for bone regeneration.

  VSP BV, 2005, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 16(12) (12), 1611 - 1621, English

  [Refereed]

  Scientific journal


• Structural role of guest molecules in rapid and sensitive supramolecular assembling system based on beta-cyclodextrin-conjugated poly(epsilon-lysine)

  HS Choi, A Takahashi, T Ooya, N Yui

  Supramolecular assembling systems governed by intermolecular cooperative host-guest complexation and ionic interactions were investigated based on beta-cyclodextrin-conjugated poly(E-lysine) as a supramolecular host and several hydrophobic guest moieties. The geometric conformations for the inclusion complexation were characterized by 2D-ROESY NMR, and the pH- and thermoreversible properties were investigated by UV-vis measurements. In addition, systematic kinetics and thermodynamics of the supramolecular formation were studied by stopped-flow spectrophotometry and isothermal titration calorimetry, respectively. The trajectories of the binding site, the penetration depth of the guest moiety inside the beta-cyclodextrin, ionic function groups, and other geometrical features gave detailed information on the rapidly stimuli-responsive supramolecular assembly formation.

  AMER CHEMICAL SOC, Dec. 2004, MACROMOLECULES, 37(26) (26), 10036 - 10041, English

  [Refereed]

  Scientific journal


• Hydrotropic dendrimers of generations 4 and 5: Synthesis, characterization, and hydrotropic solubilization of paclitaxel

  T Ooya, J Lee, K Park

  Polyglycerol dendrimers (PGDs) with 4-5 generations were synthesized and used to investigate the effect of dendritic architecture and its generation on aqueous solubilization of paclitaxel (PTX), a poorly water-soluble drug. Chemical and physical properties of the PGDs were characterized by NMR, MALDI-TOF mass, GPC, viscosity, and dynamic light scattering measurements. The PTX solubility in all the solutions of PGDs, even below 10 wt %, was much higher than that in PEG400 that is commonly used as a cosolvent or a hydrotropic agent. Increase in the PTX solubility by PGDs was dependent on the dendrimer generation. The dendritic structure was the reason for the enhanced solubility of PTX even at low concentrations. H-1 NAIR spectra of PTX before and after mixing with PGDs in D2O suggested that the aromatic rings and some methyne groups of PTX were surrounded by PGDs. PGDs, which do not require hydrophobic segment as in polymeric micelles, provide an alternative method of hydrotropic solubilization of poorly soluble drugs.

  AMER CHEMICAL SOC, Nov. 2004, BIOCONJUGATE CHEMISTRY, 15(6) (6), 1221 - 1229, English

  [Refereed]

  Scientific journal


• Block-selective polypseudorotaxane formation in PEI-b-PEG-b-PEI copolymers via pH variation

  SC Lee, HS Choi, T Ooya, N Yui

  An ABA triblock copolymer, consisting of linear polyethylenimine (PEI) and poly(ethylene glycol) (PEG) (PEI-b-PEG-b-PEI), was examined for pH-dependent polypseudorotaxane formation with a-cyclodextrins (alpha-CDs). Although no complexation was observed for the mixture of alpha-CDs and PEI homopolymers, the polypseudorotaxane of PEI-b-PEG-b-PEI copolymer was prepared at pH below 8.0. H-1 NMR analysis showed that the stoichiometry for the polypseudorotaxane was about 2:1 ([EG + EI]: [alpha-CD]) at pH 11.0. Interestingly, the stoichiometry of [EG + EI] to [alpha-CD] below pH 8.0 was found to be about 4:1, which matched well with the assumption that the complex formation is ascribed only to the PEG block. X-ray diffraction and C-13 CP/MAS measurements verified that the control of pH affected the polypseudorotaxane formation, and the ionization state of the PEI block was the key factor to determine the threading and dethreading process of alpha-CDs onto polymer chains. Each block in the copolymer acted as a guest for alpha-CDs at pH 11.0, whereas alpha-CDs on the PEI block were dethreaded exclusively to result in block-selective polypseudorotaxane formation based on the PEG middle block at pH below 8.0, where the secondary amines in the PEI block was protonated (pK(a) 8.9). The threading/dethreading process of CDs along the PEI chains could be reversibly controlled by adjusting pH. Such unique pH-controllable polypseudorotaxane formation may be useful in designing many building blocks for stimuli-responsive polyrotaxanes.

  AMER CHEMICAL SOC, Oct. 2004, MACROMOLECULES, 37(20) (20), 7464 - 7468, English

  [Refereed]

  Scientific journal


• Spontaneous change of physical state from hydrogels to crystalline precipitates during poly-pseudorotaxane formation

  HS Choi, T Ooya, S Sasaki, N Yui, M Kurisawa, H Uyama, S Kobayashi

  WILEY-V C H VERLAG GMBH, Sep. 2004, CHEMPHYSCHEM, 5(9) (9), 1431 - 1434, English

  [Refereed]

  Scientific journal


• Dependence of polypseudorotaxane formation between cationic linear polyethylenimine and cyclodextrins

  HS Choi, T Ooya, SC Lee, S Sasaki, M Kurisawa, H Uyama, N Yui

  A series of linear polyethylenimines (LPEIs) with various molecular weights were synthesized and used for pH-dependent polypseudorotaxane formation with alpha- or gamma-cyclodextrins (alpha-, gamma-CDs). The polypseudorotaxane formation was significantly dependent on the pH of the aqueous media. The maximum yield of the recovered polypseudorotaxane precipitates was observed at pH 11.0, whereas no complexation was observed in the pH range below 8.0 due to the protonation of secondary amine groups in LPEI backbones. This suggests that the ionization of the secondary amine groups leads to dethreading of CD molecules because PEI chains with cationic nature disfavor the hydrophobic cavities of CDs. The solid-state C-13 CP/MAS NMR and X-ray diffraction measurements verified the successful formation of crystalline polypseudorotaxanes through the inclusion complexation. In addition, H-1 NMR analysis showed that LPEI formed a 2:1 inclusion complex with alpha-CD ([EI]:[alpha-CD] = 2:1) and a 4:1 complex with gamma-CD ([EI]: [gamma-CD] = 4: 1) as reported in the poly(ethylene glycol)-based polypseudorotaxane system. Such unique pH-controllable polypseudorotaxane formation may be useful in designing many building blocks for stimuli-responsive polyrotaxanes.

  AMER CHEMICAL SOC, Sep. 2004, MACROMOLECULES, 37(18) (18), 6705 - 6710, English

  [Refereed]

  Scientific journal


• pH-triggered assembling system using cooperative binding between cyclodextrin-conjugated poly(epsilon-lysine)s and anionic guest in aqueous media

  HS Choi, KM Huh, T Ooya, N Yui

  Various types of cyclodextrin-conjugated poly(epsilon-lysine)s (CDPLs) were prepared as polymeric hosts, and the inclusion properties with 6-(p-toluidino)-2-naphthalenesulfonate (TNS) were investigated at a low concentration under various environmental stimuli. Fluorescence studies revealed that the ability of CDPLs for inclusion complexation was much stronger than that of the corresponding CDs due to their cooperative binding. This property can be controlled by the chemical composition of polymeric hosts such as changing the ring size and varying the degree of substitution of CDs. In addition, the inclusion property of the polymeric host can be modulated by environmental stimuli such as temperature, pH, and ionic strength of aqueous media. Such an interesting functionality results from the combination of the cooperative host-guest interactions and the ionic interaction between the negatively charged TNS moieties and the positive amino groups of poly(epsilon-lysine).

  AMER CHEMICAL SOC, Jun. 2004, JOURNAL OF PHYSICAL CHEMISTRY B, 108(23) (23), 7646 - 7650, English

  [Refereed]

  Scientific journal


• 学会印象記: World Polymer Congress MACRO 2004, 43rd Microsymposium Polymer Biomaterials: Biomimetic and Bioanalogous System

  OOYA Tooru

  Jun. 2004, バイオマテリアル, Vol. 22, p. 432, Japanese

  International conference proceedings


• Effects of polyrotaxane structure on polyion complexation with DNA

  T Ooya, A Yamashita, M Kurisawa, Y Sugaya, A Maruyama, N Yui

  Aminoethylcarbamoyl-polyrotaxanes (AEC-alpha/E35-TYR-Zs) were synthesized as a novel cationic polymer for DNA complexation and characterized in terms of physicochemical properties of polyion complex. Here, AEC groups were introduced to hydroxyl groups of alpha-cyclodextrins (alpha-CDs) that are threaded onto a poly(ethylene glycol) (PEG) chain capped with bulky end-groups (polyrotaxane). We examined the ability of DNA complexation of the AEC-alpha/E35-TYR-Zs compared with polyethylenimine (PEI). Agarose gel shift assay and ethydium bromide (EB) displacement analysis showed that the number of threading alpha-CDs was one of the dominant factors to enhance the ability of DNA complexation. In addition, increasing the number of AEC groups in the AEC-alpha/E35-TYR-Zs led to tighter complexation. (C) 2004 Elsevier Ltd. All rights reserved.

  NATL INST MATERIALS SCIENCE, May 2004, SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 5(3) (3), 363 - 369, English

  [Refereed]

  Scientific journal


• Controlling the mechanism of trypsin inhibition by the numbers of alpha-cyclodextrins and carboxyl groups in carboxyethylester-polyrotaxanes

  M Eguchi, T Ooya, N Yui

  Carboxyethylester-polyrotaxanes (CEE-polyrotaxanes) with the various number of CEE-modified alpha-cyclodextrins (CEE-alpha-CDs) were synthesized, and the effects of the number of CEE-alpha-CDs on calcium binding and trypsin inhibition were investigated. Calcium binding affinity was dependent on the density of the CEE groups accompanied with the number of alpha-CD threading in the CEE-polyrotaxanes. The high number of CEE-alpha-CDs leads to greater inhibition of trypsin activity than poly(acrylic acid), which is mainly due to the good calcium binding affinity. The CEE-polyrotaxane with the smallest number of CEE-alpha-CDs temporally interacted with trypsin, which was well correlated with the inhibition and recovery of trypsin activity. Therefore, the number of CEE-alpha-CDs in the CEE-polyrotaxanes can control the inhibition mechanism of trypsin activity. (C) 2004 Elsevier B.V. All rights reserved.

  ELSEVIER SCIENCE BV, Apr. 2004, JOURNAL OF CONTROLLED RELEASE, 96(2) (2), 301 - 307, English

  [Refereed]

  Scientific journal


• Sulfonated poly(ethylene glycol) containing methacrylate copolymer surfaces; preparation, characterization and in vitro biocompatibility

  Ki, D.P., Hyung, D.P., Hee, J.L., Young, H.K., Ooya, T., Yui, N.

  Apr. 2004, Macromolecular Research, 12(4) (4), English

  [Refereed]

  Scientific journal


• Dextran hydrogels containing poly(N-isopropylacrylamide) as grafts and cross-linkers exhibiting enzymatic regulation in a specific temperature range

  Y Kumashiro, T Ooya, N Yui

  Specific temperature-responsive biodegradable hydrogels were synthesized and characterized in terms of their regulation of enzymatic accessibility based on the physical properties of the temperature-responsive polymers. The hydrogels consist of glycidyl methacrylate-modified dextran grafted with the poly(N-isopropylacrylamide) (PNIPAAm) homopolymer, and cross-linked by co-polymerization with NIPAAm and N,N-dimethylacrylamide (DMAAm). The coil-globule change in the grafted poly (NIPAAm) chains and only a slight dehydration of the poly(NIPAAm-co-DMAAm) cross-liners are effective in controlling the enzymatic degradation over a specific temperature range.

  WILEY-V C H VERLAG GMBH, Apr. 2004, MACROMOLECULAR RAPID COMMUNICATIONS, 25(8) (8), 867 - 872, English

  [Refereed]

  Scientific journal


• Gelation rate modulation of an alpha-cyclodextrin and poly(ethylene glycol)-grafted hyaluronic acid solution system by inclusion complexation of a microphase-separated structure

  T Nakama, T Ooya, N Yui

  The gelation rate of a poly(ethylene glycol)-grafted hyaluronic acid (PEG-graft-HA) solution with adding alpha-CD was investigated in term of the microphase separation between the grafted PEG and HA. The gelation rate of PEG-graft-HA exhibiting the microphase-separated structure was two times higher than that of PEG-graft-HA showing a homogeneous miscible state.

  WILEY-V C H VERLAG GMBH, Mar. 2004, MACROMOLECULAR RAPID COMMUNICATIONS, 25(6) (6), 739 - 742, English

  [Refereed]

  Scientific journal


• Effect of the mobility of ligands in polyrotaxanes on order structure of water clusters

  H Hirose, H Sano, G Mizutani, M Eguchi, T Ooya, N Yui

  The effect of the mobility of ligands (maltose groups) in the polyrotaxanes (pRXs) on the structure of the surrounding water molecules was investigated. Raman spectra of collective OH stretching vibration of water molecules in aqueous solutions of maltose-pRX conjugates with different alpha-cyclodextrin (alpha-CD) threading on a poly(ethylene glycol) (PEG) chain was measured. The mobility of maltose groups was estimated by measuring the relaxation time T-2 of the C 1 protons in maltose groups bound on alpha-CD by NMR experiment. A positive correlation between the Raman intensity of the collective band and the relaxation time T-2 was obtained. This result indicates that the degree of order of the water clusters is higher as the mobility of maltose groups increases in these conjugate solutions. It is suggested that rapid motion of maltose groups in the pRX conjugate can contribute to preserving ordered structure of the bulk water clusters.

  AMER CHEMICAL SOC, Mar. 2004, LANGMUIR, 20(7) (7), 2852 - 2854, English

  [Refereed]

  Scientific journal


• Supramolecular hydrogel formation based on inclusion complexation between poly(ethylene glycol)-modified chitosan and alpha-cyclodextrin

  KM Huh, YW Cho, H Chung, IC Kwon, SY Jeong, T Ooya, WK Lee, S Sasaki, N Yui

  Supramolecular hydrogels have been prepared on the basis of polymer inclusion complex (PIC) formation between poly(ethylene glycol) (PEG)-modified chitosans and alpha-cyclodextrin (alpha-CD). A series of PEG-modified chitosans were synthesized by coupling reactions between chitosan and monocarboxylated PEG using water-soluble carbodiimide (EDC) as coupling agent. With simple mixing, the resultant supramolecular assembly of the polymers and alpha-CD molecules led to hydrogel formation in aqueous media. The supramolecular structure of the PIC hydrogels was confirmed by differential scanning calorimetry (DSC), X-ray diffraction, and C-13 cross-polarized/magic-angle spinning (CP/MAS) NMR characterization. The PEG side-chains on the chitosan backbones were found to form inclusion complexes (ICs) with alpha-CD molecules, resulting in the formation of channel-type crystalline micro-domains. The IC domains play an important role in holding together hydrated chitosan chains as physical junctions. The gelation property was affected by several factors including the PEG content in the polymers, the solution concentration, the mixing ratio of host and guest molecules, temperature, pH, etc. All the hydrogels in acidic conditions exhibited thermo-reversible gel-sol transitions under appropriate conditions of mixing ratio and PEG content in the mixing process. The transitions were induced by supramolecular ass ociation and dissociation. These supramolecular hydrogels were found to have phase-separated structures that consist of hydrophobic crystalline PIC domains, which were formed by the host-guest interaction between alpha-CD and PEG, and hydrated chitosan matrices below the pK(a). The formation of inclusion complexes between alpha-cyclodextrin and PEG-modified chitosan leads to the formation of hydrogels that can undergo thermo-reversible supramolecular dissociation.

  WILEY-V C H VERLAG GMBH, Feb. 2004, MACROMOLECULAR BIOSCIENCE, 4(2) (2), 92 - 99, English

  [Refereed]

  Scientific journal


• Supramolecular approach to controlled degradation of biodegradable scaffolds

  T. Ooya, T. Furubayashi, W. Tachaboonyakiat, M. Katoh, T. Kurushima, N. Yui

  Studies on time-controlled erosion of the polyethylene glycol-polyrotaxane (PEG-PRX) gels, and feasibility of PEG-PRX gels as a scaffold of chondrocyte cultivation were presented. It was observed that the time to reach complete gel erosion was prolonged with increasing the PEG/α-CD ratio. It was also observed that the amino-modification increased the production of cartilage like matrices with glycosaminoglycans. The results show that PEG-PRX gels are promising as a scaffold of cartilage regeneration in terms of initial chondrocytes attachment in hydrogels, proliferation, producing cartilaginous extracellular matrix and complete erosion of scaffolds.

  2004, Transactions - 7th World Biomaterials Congress, 207, English

  International conference proceedings


• Polymer solution properties, micelles, dendrimers, and hydrogels

  Ooya, T., Park, K.

  2004, Biomaterials for Delivery and Targeting of Proteins and Nucleic Acids

  Scientific journal


• Fast sliding motions of supramolecular assemblies

  Yui, N., Ooya, T.

  2004, Reflexive Polymers and Hydrogels: Understanding and Designing Fast Responsive Polymeric Systems

  Scientific journal


• Molecular recognition system controlled by thermosensitive complexation using cyclodextrin-conjugated poly(epsilon-lysine)s

  A Takahashi, HS Choi, T Ooya, N Yui

  IEEE COMPUTER SOC, 2004, 2004 INTERNATIONAL CONFERENCE ON MEMS, NANO AND SMART SYSTEMS, PROCEEDINGS, 430 - 431, English

  [Refereed]

  International conference proceedings


• Hydrolyzable polyrotaxanes consisting of beta-cyclodextrins and Pluronic (R) for drug delivery

  A Ito, T Ooya, N Yui

  IEEE COMPUTER SOC, 2004, 2004 INTERNATIONAL CONFERENCE ON MEMS, NANO AND SMART SYSTEMS, PROCEEDINGS, 428 - 429, English

  [Refereed]

  International conference proceedings


• Temperature- and pH-controlled hydrogelation of poly(ethylene glycol)-grafted hyaluronic acid by inclusion complexation with alpha-cyclodextrin

  T Nakama, T Ooya, N Yui

  A series of poly(ethylene glycol) (PEG)-grafted hyaluronic acid (HA) was prepared by condensation reaction with hydrazide-terminated PEG using water soluble carbodiimide. PEG-grafted HA (PgH) solutions exhibited hydrogelation on adding alpha-cyclodextrin (alpha-CD). The solid-state C-13 CP/MAS NMR spectroscopic and powder X-Ray diffraction measurements revealed the formation of inclusion complex between the PEG grafts and alpha-CD. The gel-melting temperature increased with increasing the degree of substitution of the PEG grafts and decreasing pH of aqueous medium. These results indicate that PgH hydrogels were constructed by inclusion complexation between the PEG grafts and alpha-CD, and the gel-melting temperature could be controlled by both the degree of substitution of the PEG grafts and pH.

  SOC POLYMER SCIENCE JAPAN, 2004, POLYMER JOURNAL, 36(4) (4), 338 - 344, English

  [Refereed]

  Scientific journal


• Novel biodegradable cholesterol-modified polyrotaxane hydrogels for cartilage regeneration

  W Tachaboonyakiat, T Furubayashi, M Katoh, T Ooya, N Yui

  Cholesterol was introduced to a hydrolyzable polyrotaxane (PR-x). not only to improve cell proliferation and glycosaminoglycan (GAG) production, but also to control the degradation rate of the hydrogels. The cholesterol was introduced to hydrolyzable PRx species by threading many alpha-cyclodextrins (alpha-CDs) on a poly(ethylene glycol) (PEG) chain having hydrolyzable ester linkages at the terminals: the PRx species were then cross-linked with other PEGS to prepare cholesterol-modified PRx hydrogels. The degree of cholesterol substitution was,,varied in the range of 1-2.5%. These hydrogels were examined to clarify the effect of cholesterol groups on mechanical properties. erosion time and chondrocyte proliferation. Highly porous biodegradable cholesterol-modified PRx hydrogels were fabricated using a combination of potassium hydrogen carbonate (as an effervescent salt) and citric acid. This fabrication process enabled the homogeneous expansion of pores within the polymer matrices, leading to well-interconnected macroporous hydrogels with a mean pore size of around 200-4,00 mum, ideal for high-density chondrocyte seeding. Time to complete degradation of the hydrogels was shortened by increasing the degree of substitution due to the aggregation of alpha-through hydrophobic interaction of cholesterol groups. The presence of approx. 10%. cholesterol improved the chondrocyte proliferation and GAG production. The modification of cholesterols to PRx is a good approach for creating new biodegradable hydrogels in terms of chondrocyte culture and controlling degradation time of the hydrogels.

  VSP BV, 2004, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 15(11) (11), 1389 - 1404, English

  [Refereed]

  Scientific journal


• Effects of ethylene glycol-based graft, star-shaped, and dendritic polymers on solubilization and controlled release of paclitaxel

  T Ooya, J Lee, K Park

  New methods and pharmaceutical compositions were developed to increase the aqueous solubility of paclitaxel (PTX), a poorly water-soluble drug. Graft and star-shaped graft polymers consisting of poly(ethylene glycol) (PEG400) graft chains increased the PTX solubility in water by three orders of magnitude. Polyglycerol dendrimers (dendriPGs) dissolved in water at high concentrations without significantly increasing the viscosity and, at 80 wt.%, were found to increase the solubility of PTX 10,000-fold. The solubilized PTX was released from graft polymers, star-shaped graft polymers, and the dendriPGs into the surrounding aqueous solution. The release rate was a function of the star shape and the dendrimer generation. The availability of the new graft, star and dendritic polymers having ethylene glycol units should permit development of novel delivery systems for other poorly water-soluble drugs. (C) 2003 Elsevier B.V. All rights reserved.

  ELSEVIER SCIENCE BV, Dec. 2003, JOURNAL OF CONTROLLED RELEASE, 93(2) (2), 121 - 127, English

  [Refereed]

  Scientific journal


• Preparation and characterization of polypseudorotaxanes based on biodegradable poly(L-lactide)/poly(ethylene glycol) triblock copolymers

  HS Choi, T Ooya, S Sasaki, N Yui, Y Ohya, T Nakai, T Ouchi

  A variation of A-B-A-type triblock copolymers consisting Of poly(L-lactide) (PLLA) and poly(ethylene glycol) (PEG) was synthesized and examined for complexation with alpha-cyclodextrins (alpha-CDs). Although the PLLA block has bulky methyl groups as side chains, stable polypseudorotaxanes of PLLA-PEG-PLLA triblock copolymers as well as PLLA were obtained and confirmed by H-1 NMR, solid-state C-13 CP/MAS NMR, FT-IR, and X-ray spectroscopies. From the results, it was hypothesized that the guest molecules threaded into the hydrophobic CD cavities, and they form stable pseudorotaxanes in both PEG and PLLA blocks. The a-CDs slide over the flanking bulky PLLA blocks to form an inclusion complex with PEG block; in addition, they form very stick pseudorotaxanes with the end-blocks of PLLA parts. The copolymers confined to the CD channels lost their original crystalline properties but formed a channel-type hydrophobic crystalline structure with CDs due to long chain nature of the copolymers. Such a polymeric inclusion complex can have an important role for constructing supramolecular architectures such as polyrotaxanes and molecular tubes for the use of the bioactive agent delivery system.

  AMER CHEMICAL SOC, Dec. 2003, MACROMOLECULES, 36(25) (25), 9313 - 9318, English

  [Refereed]

  Scientific journal


• Supramolecular design for multivalent interaction: Maltose mobility along polyrotaxane enhanced binding with concanavalin A

  T Ooya, M Eguchi, N Yui

  AMER CHEMICAL SOC, Oct. 2003, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 125(43) (43), 13016 - 13017, English

  [Refereed]

  Scientific journal


• In vitro biocompatibility assessment of sulfonated polyrotaxane-immobilized polyurethane surfaces

  HD Parl, WK Lee, T Ooya, KD Park, YH Kim, N Yui

  Sulfonated polyrotaxanes (PRx-SO3's), in which sulfonated alpha-cyclodextrins (alpha-CDs) were threaded onto the poly(ethylene glycol) (PEG) segments in a PEG-b-poly(propyleneglycol) (PPG)-b-PEG triblock copolymer (Pluronic) capped with benzyloxycarbonyl (Z)-L-phenylalanine (Z-L-Phe), were prepared as a novel surface-modifying biomaterial. Surface modification of the polyurethane (PU) was carried out by blending the PRx-SO3's with a PU solution, followed by solution casting. The incorporated PRx-SO3's led to the enhanced hydrophilicity by changing the surface properties of the PU matrix. Modified PUs showed the stable entrapment of the PRx-SO3's with little extraction into water and enhanced mechanical properties after exposure to water compared to the PU control. The incorporated PRx-SO3's repelled the proteins and kept them from closely approaching the surface areas, prevented platelet activation by thrombin, and effectively repelled bacteria. These results suggest that both the supramolecular structure of the polyrotaxanes and exposure of the sulfonated groups onto the surfaces contribute to these phenomena. Thus, surface modification with PRx-SO3's is suggested to be useful for the fabrication of biocompatible medical devices.

  WILEY-LISS, Sep. 2003, JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A, 66A(3) (3), 596 - 604, English

  [Refereed]

  Scientific journal


• 学会印象記: Winter Symposium & 11th International Symposium on Recent Advances in Drug Delivery Systems

  OOYA Tooru

  Jul. 2003, Drug Delivery Systems, 18(4) (4), 400 - 405, Japanese


• Supramolecular control of ester hydrolysis in poly(ethylene glycol)-interlocked hydrogels

  T Ichi, T Ooya, N Yui

  Poly(ethylene glycol) (PEG)-interlocked hydrogels were prepared by linking the PEG with alpha-cyclodextrins (alpha-CDs) threaded onto a PEG chain having ester linkages at the terminals (hydrolyzable polyrotaxane). These hydrogels were examined to clarify the effect of ionic strength of phosphate buffers, pH, and the addition of ethanol on erosion time in relation to inclusion states of alpha CDs with the ester linkages. The most characteristic phenomenon of the hydrogel erosion was observed in an ethanol/PBS cosolvent system: the time to reach the complete erosion time was shortened with decreasing water content. NMR analysis revealed that the ester linkages were exposed to the aqueous environment due to the aggregation of alpha-CDs. These results suggest that the movement of alpha-CDs in the polyrotaxanes from the terminal ester region to the another region gives the ester linkages a chance to interact with water.

  WILEY-V C H VERLAG GMBH, Jul. 2003, MACROMOLECULAR BIOSCIENCE, 3(7) (7), 373 - 380, English

  [Refereed]

  Scientific journal


• Control of rapid phase transition induced by supramolecular complexation of beta-cyclodextrin-conjugated poly(epsilon-lysine) with a specific guest

  HS Choi, T Ooya, S Sasaki, N Yui

  beta-Cyclodextrin-conjugated poly(is an element of-lysine) (beta-CDPL) was synthesized and used as a polymeric host for inclusion complexation with 3-trimethylsilylpropionic acid (TPA). The specific host-guest interaction was analyzed by electrospray ionization mass and X-ray diffraction spectroscopies. In this system, TPA included into the hydrophobic cyclodextrin cavity acted as a physical cross-linker by cooperative hydrophobic and ionic interactions, which gave an important role in viscosity or transmittance changes near physiological conditions. The pronounced effect of pH on the change of viscosity was supported by rheological data. On the other hand, reversible phase transitions of the supramolecular assembling system occurred very rapidly in response to minute changes of temperature, which was verified by UV-vis measurements. The delicate control of critical aggregation temperature was accomplished by changing the degree of substitution as well as varying molar feed ratio or solution concentrations across their upper critical solution temperature. This rapid and elaborate supramolecular assembling system is promising as smart materials and can find a broad range of applications.

  AMER CHEMICAL SOC, Jul. 2003, MACROMOLECULES, 36(14) (14), 5342 - 5347, English

  [Refereed]

  Scientific journal


• A Symposium in honor of the 70^ birthday of Professor Allan S.Hoffman Gels, Genes, Grafts & Giants Transitioning Biomaterials in the 21^ Century(12.17-12.20,2002)

  OOYA Tooru

  May 2003, バイオマテリアル, 21(3) (3), 234 - 235, Japanese


• ペプチド吸収阻害を目指したバリルリジン-ポリロタキサン結合体の設計と機能解析

  江口 優, 町田 和也, 大谷 亨, 由井 伸彦, 崔 吉道, 加藤 将夫, 玉井 郁巳, 辻 彰

  日本DDS学会, May 2003, Drug Delivery System, 18(3) (3), 283 - 283, Japanese


• pH- and thermosensitive supramolecular assembling system: Rapidly responsive properties of beta-cyclodextrin-conjugated poly(epsilon-lysine)

  HS Choi, KM Huh, T Ooya, N Yui

  AMER CHEMICAL SOC, May 2003, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 125(21) (21), 6350 - 6351, English

  [Refereed]

  Scientific journal


• Novel poly(ethylene glycol) scaffolds crosslinked by hydrolyzable polyrotaxane for cartilage tissue engineering

  W. K. Lee, T. Ichi, OOYA Tooru, T. Yamamoto, M. Kato, N. Yui

  Apr. 2003, Journal of Biomedical Materials Research, 67(4) (4), 1087 - 1092, English

  [Refereed]

  Scientific journal


• Raman scattering study of water clusters around polyrotaxane and pseudopolyrotaxane supramolecular assemblies

  H. Sano, T. Ichi, Y. Kumashiro, K. Kontani, T. Kuze, G. Mizutani, T. Ooya, N. Yui

  We have measured Raman spectra of collective O-H stretching vibration of water clusters in polyrotaxane and pseudopolyrotaxane aqueous solutions and the aqueous solutions of their constituent molecules. The intensities of the collective bands of water clusters in the polyrotaxane and pseudopolyrotaxane solutions were approximately equal to that of their solvents. On the other hand, those in the solutions of linear polymeric chains and cyclic molecules were smaller. These results indicate that the water molecules in the solvents cannot approach to interact with the hydrophobic parts of the constituent molecules sterically when the constituent molecules form the inclusion complexes. Thus, the polyrotaxane and pseudopolyrotaxane molecules are observed as inert in terms of molecular interaction with water, although the constituent molecules have hydrophobic parts in their structure. © 2002 Elsevier Science B.V. All rights reserved.

  Jan. 2003, Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 59(2) (2), 285 - 289, English

  [Refereed]

  Scientific journal


• Thermodynamic analysis of inclusion complexation between alpha-cyclodextrin-based molecular tube and poly(ethylene oxide)-block-poly(tetrahydrofuran)-block-poly(ethylene oxide) triblock copolymer

  T Ikeda, WK Lee, T Ooya, N Yui

  Thermodynamic analysis of inclusion complexation between a-cyclodextrin-based molecular tube (MT) and poly(ethylene oxide)-block-poly(tetrahydrofuran)-block-poly(ethylene oxide) triblock copolymer (PEO-b-PTH-Fb-PEO) was carried out in terms of isothermal titration calorimetry. As for the titration of MT to PEO in aqueous solution, no strong exothermic peak was observed. On the contrary, strong exothermic peaks were observed for the titration of MT to PEO-b-PTHF-b-PEO in aqueous solution, which is attributable to inclusion complexation between MT and the triblock copolymer. Thermodynamic parameters were obtained for the process of inclusion complexation between MT and PEO-b-PTHF-b-PEO by changing the molecular weight of MT and the temperature. The stoichiometry of inclusion complexation changes in relation to the molecular weight of MT. Interestingly, it was found that MT with a large molecular weight behaves as the host molecule having multibinding sites. Thermodynamic parameters suggested that van der Waals interaction, hydrophobic interaction, and hydrogen bond play an important role to determine the magnitude of DeltaH. Some thermodynamic parameters clearly indicated that the dehydration of the triblock copolymer is a key factor in inclusion complexation between MT and PEO-b-PTHF-b-PEO. These results afford a deeper insight into the mechanism of the macromolecular recognition process.

  AMER CHEMICAL SOC, Jan. 2003, JOURNAL OF PHYSICAL CHEMISTRY B, 107(1) (1), 14 - 19, English

  [Refereed]

  Scientific journal


• Preparation and characterization of plasmid DNA network via both triple helix formation and photo-crosslinking

  Yosuke Kawabata, Tooru Ooya, Nobuhiko Yui

  New self-assembled network of plasmid DNA was prepared via both photo-crosslinking and triple helix formations, and evaluated the conformation of DNA network by electrophoresis. Two kinds of TFO sequences were designed to form the triple helix with pUC19 at different positions. In addition to the triple helix formation, a photo-crosslinking and lectin-molecular recognition were applied to form pUC19 network. Psoralen, photoreagent, and biotin were attached to 5'- and 3'-ends of the TFO, respectively. The biotin-TFO-psoralen conjugate, pUC19, and SA were mixed in a buffer and stand at 4 degrees C. The results of electrophoresis study indicated that both triple helix formation and photo-crosslinking with pUC19 were necessary for the network formation. Therefore, this method can provide stable plasmid DNA network that may be useful to manipulate nanostructure using typical plasmid DNA conformational changes: supercoiled circular and open circular forms. (C) 2003 Elsevier Science Ltd. All rights reserved.

  TAYLOR & FRANCIS LTD, 2003, SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 4(1) (1), 43 - 46, English

  [Refereed]

  Scientific journal


• Hydrogels having tubular alpha-cyclodextrin structure: effect of nano-tube structure on long alkyl chain partitions

  Tooru Ooya, Noritomo Kobayashi, Takahiro Ichi, Shintaro Sasaki, Nobuhiko Yui

  New hydrogels having the tubular structure of alpha-cyclodextrins (alpha-CDs) crosslinked by poly(ethylene glycol) (PEG) (MT-PEG hydrogels) were prepared by using a hydrolyzable polyrotaxane. The hydrolyzable polyrotaxane, in which many alpha-CDs are threaded onto a PEG chain capped by a hydrolyzable ester moiety, was used to form a tubular structure in the hydrogel. After crosslinking with another PEG chain, the ester linkage in the polyrotaxane was hydrolyzed in 1N NaOH. This led to exposing hydrophobic cavity of alpha-CDs. The tubular-structured hydrogel incorporated sodium dodecyl sulfate (SDS) much faster than normally crosslinked alpha-CDs hydrogel (alpha-CD-PEG hydrogel). Furthermore, partition coefficient (K) of SDS to the MT-PEG hydrogel was two times larger than the alpha-CD-PEG hydrogel. These results suggest that the tubular structure of alpha-CDs, made from a template of the polyrotaxane, is much more attractive to include SDS in the alpha-CD cavities. Unsaturated fatty acids (palmitoleic acid (C16:1) and oleic acid (C18:1)) were also effectively incorporated into the tubular-structured hydrogel during 6 days. The K value of C16:1 was as the same order in magnitude as C18:1. Thus, the tubular structure of alpha-CDs was advantageous to incorporate long alkyl chains into the hydrophobic cavity of alpha-CDs in aqueous conditions. (C) 2003 Elsevier Science Ltd. All rights reserved.

  TAYLOR & FRANCIS LTD, 2003, SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 4(1) (1), 39 - 42, English

  [Refereed]

  Scientific journal


• Polyrotaxanes: Challenge to multivalent binding with biological receptors on cell surfaces

  N Yui, T Ooya

  The challenge to multivalent binding between ligands and proteins or biological receptors on cell surfaces has been focused on using supramolecular-structured polymers, polyrotaxanes. Our designed polyrotaxanes consist of ligand-immobilized alpha-cyclodextrins (alpha-CDs) threaded onto a linear polymeric chain (polyethylene glycol) (PEG) capped both terminals with bulky end-groups via biodegradable linkages. Structural characteristics of these polyrotaxanes involve sliding and rotational motion of the ligands immobilized on a-CDs along a PEG chain as to easily face to binding sites on proteins, which can contribute much to enhanced multivalent binding with proteins.

  TRANS TECH PUBLICATIONS LTD, 2003, THERMEC'2003, PTS 1-5, 426-4, 3243 - 3248, English

  [Refereed]

  Scientific journal


• Preparation of porous hydrolyzable polyrotaxane hydrogels and their erosion behavior

  T Ichi, K Nitta, WK Lee, T Ooya, N Yui

  We have prepared porous polyrotaxane hydrogels by using the salt leaching technique. Porous hydrogels were found to have a uniform and highly porous structure. The size of pores in each hydrogel was directly proportional to the size of the sodium chloride particle used. Structural uniformity of the hydrogels is useful not only for uniform cell distribution, but also for well-controlled material properties. Uniform pore size and distribution may ensure the diffusion of nutrients throughout of the gel and the removal of metabolic wastes from the system. The results of an erosion study in phosphate-buffered saline showed that the erosion time of porous polyrotaxane hydrogels,,vas controlled by the poly(ethylene glycol) (PEG) content in the hydrogels. The erosion time of the porous polyrotaxane hydrogel was observed to be almost the same with the non-porous polyrotaxane hydrogel with the same PEG content. From the erosion study, the erosion time of the polyrotaxane hydrogel may be independent of its morphology. Easy control of the erosion time in the polyrotaxane hydrogels is useful in the preparation of scaffolds for tissue engineering.

  VSP BV, 2003, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 14(6) (6), 567 - 579, English

  [Refereed]

  Scientific journal


• Design of Biodegradable Polyrotaxanes for Multivalent Interaction with Biological Systems

  OOYA Tooru, EGUCHI Masaru, YUI Nobuhiko

  高分子学会, Dec. 2002, 高分子論文集, 59(12) (12), 734 - 741, Japanese


• Fibroblast adhesion and proliferation on poly(ethylene glycol) hydrogels crosslinked by hydrolyzable polyrotaxane

  J Watanabe, T Ooya, KH Nitta, KD Park, YH Kim, N Yui

  Fibroblast culture was performed to evaluate cell adhesion and proliferation on poly(ethylene glycol) (PEG) hydrogels crosslinked by a hydrolyzable polyrotaxane. The polyrotaxane consisting of alpha-cyclodextrins (alpha-CDs) and PEG terminated by benzyloxycarbonyl (Z)-L-phenylalanine (L-Phe) via ester linkage was used as a multi-functional crosslinker in the PEG hydrogels. From the results of contact angle and small angle light scattering measurements, it was suggested that the surface and bulk structure of the PEG hydrogels were heterogeneous. Fibroblast adhesion and proliferation on the hydrogels was observed. The number of fibroblast adhesion on the hydrogels crosslinked by the polyrotaxane was proportional to contact angle values and correlation length, and was significantly higher than those crosslinked by alpha-CDs in spite of similar contact angle and correlation length. These findings suggest that the cells recognize the surface heterogeneity due to the polyrotaxane structure, and the number of cell adhesion and proliferation is controllable by the polyrotaxane content in feed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  ELSEVIER SCI LTD, Oct. 2002, BIOMATERIALS, 23(20) (20), 4041 - 4048, English

  [Refereed]

  Scientific journal


• Rapid induction of thermoreversible hydrogel formation based on poly(propylene glycol)-grafted dextran inclusion complexes

  Hak Soo Choi, Kazuo Kontani, Kang Moo Huh, Shintaro Sasaki, Tooru Ooya, Won Kyu Lee, Nobuhiko Yui

  Poly(propylene glycol) (PPG)-grafted dextran was synthesized by conjugating amino-terminated PPG with hydroxyl groups of dextran, and its inclusion complexation property was investigated. The average number of grafted PPG per dextran was changeable in the range of 1.1 to 38.5. The formation of inclusion complexes between the PPG grafts and β-cyclodextrins (β-CDs) and their crystalline structures were characterized by 13C CP/MAS NMR and X-ray spectroscopies. These hydrogel systems showed a thermally reversible sol-gel transition based on supramolecular assembly and dissociation between host and guest moieties. The results of rheological measurements and solgel transition temperature of the hydrogels suggested that the aggregated channel-type crystalline domain was critical to control the transition temperature in terms of initial feed molar ratio of PPG and β-CD and the graft number of PPG constituents. These thermoreversible hydrogel systems showed rapid gelation properties, which may be useful for biomedical application, especially injectable drug delivery systems.

  Aug. 2002, Macromolecular Chemistry and Physics, 203(12) (12), 298 - 303, English

  Scientific journal


• Carboxyethylester-polyrotaxanes as a new calcium chelating polymer: Synthesis, calcium binding and mechanism of trypsin inhibition

  Tooru Ooya, Masaru Eguchi, Atsushi Ozaki, Nobuhiko Yui

  A carboxyethylester-polyrotaxane was synthesized as a novel calcium chelating polymer in the field of oral drug delivery and characterized in terms of mechanism of trypsin inhibition. Here, carboxyethylester (CEE) groups are introduced to all the primary hydroxyl groups in α-cyclodextrins (α-CDs), which are threaded onto a poly(ethylene glycol) chain capped with bulky end-groups (polyrotaxane). The solubility of the CEE-polyrotaxane in physiological conditions increased with pH, indicating ionization-related solubility similar to conventional polyacrylates. The ability of calcium (Ca2+) chelation was found to increase in the order of poly(acrylic acid) (PAA)> CEE-polyrotaxane≫CEE-α-CD, suggesting that the increased density of carboxyl groups enhances the Ca2+ chelating ability. The activity of trypsin was inhibited by these compounds in the same order of the calcium chelation. However, the inhibitory effect of CEE-polyrotaxane was reduced by adding excess Ca2+ without precipitation that was observed in the presence of PAA. Such the reduced inhibition and precipitation by CEE-α-CD was not observed. Therefore, the inhibitory effect of CEE-polyrotaxane is due to Ca2+ chelation from trypsin without non-specific interaction. © 2002 Elsevier Science B.V. All rights reserved.

  Aug. 2002, International Journal of Pharmaceutics, 242(1-2) (1-2), 47 - 54, English

  [Refereed]

  Scientific journal


• Self-assembled plasmid DNA network prepared through both triple-helix formation and streptavidin-biotin interaction

  Yosuke Kawabata, Tooru Ooya, Won Kyu Lee, Nobuhiko Yui

  Plasmid DNA responds to external stimuli to change the degree of supercoiling. As a result of its unique topological change, plasmid DNA is considered to be a new functional material. In addition to its stimuli-responsiveness, plasmid DNA has the capability of forming a triple helix with a triple-helix-forming oligonucleotide (TFO). The triple helix is formed in aqueous conditions and arises through recognition of specific sequences, and may lead to the formation of supramolecular architectures. With this in mind, we analyze the self-assembly of recombinant plasmid DNA with two sequences for triple helix formation and TFO by means of surface plasmon resonance. In addition, the network formed by self-assembly of the recombinant plasmid DNA with biotinated-TFO and streptavidin is prepared and evaluated by atomic force microscopy (AFM).

  Jun. 2002, Macromolecular Chemistry and Physics, 203(9) (9), 195 - 198, English

  Scientific journal


• Enzymatic degradation of semi-IPN hydrogels based on N-isopropylacrylamide and dextran at a specific temperature range

  Yoshikazu Kumashiro, Won Kyu Lee, Tooru Ooya, Nobuhiko Yui

  The temperature dependent enzymatic degradation of semi-IPN hydrogels consisting of dextran grafted with thermo-responsive chains (lower cloud point) and a thermo-responsive crosslinked matrix (higher cloud point) was examined. Enzymatic degradation of the semi-IPN hydrogel was significantly inhibited below the lower and above the higher cloud point. Only between both cloud points, enzymatic degradation proceeded. The designed semi-IPN hydrogel is therefore advantageous to achieve enzymatic degradation as a specific temperature range.

  May 2002, Macromolecular Rapid Communications, 23(7) (7), 407 - 410, English

  [Refereed]

  Scientific journal


• Inhibitory effect of supramolecular polyrotaxane-dipeptide conjugates on digested peptide uptake via intestinal human peptide transporter

  N Yui, T Ooya, T Kawashima, Y Saito, Tamai, I, Y Sai, A Tsuji

  The effect of polyrotaxane-dipeptide (Val-Lys) conjugates on the uptake of a model dipeptide (Gly-Sar) was examined via human peptide transporter (hPEPT1) on HeLa cells. Here, Val-Lys groups are introduced to alpha-CDs, which are threaded onto a poly(ethylene oxide) chain capped with bulky end-groups (polyrotaxane). The Gly-Sar uptake via hPEPT1 was significantly inhibited in the polyrotaxane conjugates, and this inhibitory effect was not explained by the sum of interaction between hPEPT1 and alpha-CD-Val-Lys conjugates. Further, the inhibition was significantly greater than those observed in dextran-Val-Lys conjugates. Therefore, our data clearly suggests that supramolecular structure in the polyrotaxane conjugates contributes considerably to the inhibitory effect via multivalent binding of Val-Lys groups with hPEPT1.

  AMER CHEMICAL SOC, May 2002, BIOCONJUGATE CHEMISTRY, 13(3) (3), 582 - 587, English

  [Refereed]

  Scientific journal


• Multivalent interactions between biotin-polyrotaxane conjugates and streptavidin as a model of new targeting for transporters

  Tooru Ooya, Nobuhiko Yui

  Kinetic analysis of interactions between biotin-polyrotaxane or biotin-α-cyclodextrin (biotin-α-CD) conjugates and streptavidin was carried out as a model of new targeting to transporters using the surface plasmon resonance (SPR) technique. The biotin-polyrotaxane conjugates, in which biotin-introduced α-CDs are threaded onto a poly(ethylene oxide) chain capped with bulky end-groups, are expected to increase the valency of biotin from monovalent to multivalent binding. The number of biotins conjugated with one polyrotaxane molecule varied from 11 to 78, and apparently increased the association equilibrium constant (Ka), assuming pseudo-first-order kinetics. A detailed dissociation kinetics was analyzed and the re-binding of the biotin-polyrotaxane conjugates was observed on the streptavidin-deposited SPR surface. The magnitude of the re-binding is likely to become larger with increasing the number of biotins, suggesting multivalent interaction on the SPR surface. To quantify the effect of valency, competitive inhibition assay was performed in terms of the supramolecular structure of the polyrotaxane. The inhibitory potency of the biotin-polyrotaxane conjugate was found to be 4-5 times greater than that of the biotin-α-CD conjugate. Therefore, the biotin-polyrotaxane conjugates by supramolecular formation of the biotin-α-CD conjugate significantly switches from monovalent to multivalent bindings to the model binding protein, streptavidin. © 2002 Elsevier Science B.V. All rights reserved.

  Apr. 2002, Journal of Controlled Release, 80(1-3) (1-3), 219 - 228, English

  [Refereed]

  Scientific journal


• pH dependence of inclusion complexation between cationic poly(epsilon-lysine) and alpha-cyclodextrin

  KM Huh, H Tomita, T Ooya, WK Lee, S Sasaki, N Yui

  AMER CHEMICAL SOC, Apr. 2002, MACROMOLECULES, 35(9) (9), 3775 - 3777, English

  [Refereed]

  Scientific journal


• Synthesis of α-cyclodextrin-conjugated poly(ε-lysine)s and their inclusion complexation behavior

  Kang Moo Huh, Hajime Tomita, Won Kyu Lee, Tooru Ooya, Nobuhiko Yui

  Novel functional polymers utilizing specific host/guest interactions were designed by introducing α-CD host molecules into poly(ε-lysine) chains as side groups. An interesting phase separation was observed as a result of the inclusion complexation between the polymeric host and 3-(trimethylsilyl)propionic acid as a model guest in aqueous media. This water-soluble polymeric host would be useful for various applications, particularly drug delivery, due to its biodegradability, low toxicity, and unique functionality represented as a complexation-induced phase separation.

  Feb. 2002, Macromolecular Rapid Communications, 23(3) (3), 179 - 182, English

  [Refereed]

  Scientific journal


• Star-shaped poly(ethylene glycol monomethacrylate) and polyglycerol dendrimers as new drug delivery systems

  Tooru Ooya, Jaehwi Lee, Kinam Park

  Polymer Preprints ACS, 2002, American Chemical Society, Polymer Preprints, Division of Polymer Chemistry, 43(2) (2), 717 - 718, English

  International conference proceedings


• Biodegradable polymers

  Yui, N., Ooya, T.

  2002, Supramolecular Design for Biological Applications

  Scientific journal


• Anticoagulant activity of sulfonated polyrotaxanes as blood-compatible materials

  Hyung Dal Park, Won Kyu Lee, Tooru Ooya, Ki Dong Park, Young Ha Kim, Nobuhiko Yui

  Polyrotaxanes, in which α-cyclodextrins (α-CDs) are threaded onto poly(ethylene glycol)-b-poly(propylene glycol)-b-poly(ethylene glycol) triblock copolymers (Pluronic) capped with benzyloxycarbonyl(Z)-L-phenylalanine (Z-L-Phe), were prepared, and sulfopropyl groups were introduced to hydroxyl groups of α-CDs in the polyrotaxanes. The supramolecular structure and the chemical composition of the polyrotaxanes after the sulfonation were confirmed by 1H-NMR, 13C-NMR, and elemental analysis. Anticoagulant activity of the polyrotaxanes and sulfonated polyrotaxanes was measured by activated partial thromboplastin time (APTT). It was found that the polyrotaxanes and the sulfonated polyrotaxanes showed greater anticoagulant activity than Pluronic itself, suggesting that both the supramolecular structure of the polyrotaxanes and the sulfonated groups contribute to the inhibition of intrinsic coagulation factors. Finally, our designed polyrotaxanes are suggested to be a promising candidate when fabricating blood-compatible medical devices by blending with or coating on clinically used polymers. © 2002 John Wiley & Sons, Inc.

  2002, Journal of Biomedical Materials Research, 60(1) (1), 186 - 190, English

  [Refereed]

  Scientific journal


• Self-assembled plasmid DNA network prepared through both triple-helix formation and streptavidin-biotin interaction

  Yosuke Kawabata, Tooru Ooya, Won Kyu Lee, Nobuhiko Yui

  Plasmid DNA responds to external stimuli to change the degree of supercoiling. As a result of its unique topological change, plasmid DNA is considered to be a new functional material. In addition to its stimuli-responsiveness, plasmid DNA has the capability of forming a triple helix with a triple-helix-forming oligonucleotide (TFO). The triple helix is formed in aqueous conditions and arises through recognition of specific sequences, and may lead to the formation of supramolecular architectures. With this in mind, we analyze the self-assembly of recombinant plasmid DNA with two sequences for triple-helix formation and TFO by means of surface plasmon resonance. In addition, the network formed by self-assembly of the recombinant plasmid DNA with biotinated-TFO and streptavidin is prepared and evaluated by atomic force microscopy (AFM). © Wiley-VCH Verlag GmbH, 69451 Weinheim 2002.

  2002, Macromolecular Bioscience, 2(5) (5), 195 - 198, English

  [Refereed]

  Scientific journal


• Rapid induction of thermoreversible hydrogel formation based on poly(propylene glycol)-grafted dextran inclusion complexes

  Hak Soo Choi, Kazuo Kontani, Kang Moo Huh, Shintaro Sasaki, Tooru Ooya, Won Kyu Lee, Nobuhiko Yui

  Poly(propylene glycol) (PPG)-grafted dextran was synthesized by conjugating amino-terminated PPG with hydroxyl groups of dextran, and its inclusion complexation property was investigated. The average number of grafted PPG per dextran was changeable in the range of 1.1 to 38.5. The formation of inclusion complexes between the PPG grafts and β-cyclodextrins (β-CDs) and their crystalline structures were characterized by 13C CP/MAS NMR and X-ray spectroscopies. These hydrogel systems showed a thermally reversible sol-gel transition based on supramolecular assembly and dissociation between host and guest moieties. The results of rheological measurements and solgel transition temperature of the hydrogels suggested that the aggregated channel-type crystalline domain was critical to control the transition temperature in terms of initial feed molar ratio of PPG and β-CD and the graft number of PPG constituents. These thermoreversible hydrogel systems showed rapid gelation properties, which may be useful for biomedical application, especially injectable drug delivery systems. © WILEY-VCH Verlag GmbH & Co. KGaA.

  2002, Macromolecular Bioscience, 2(6) (6), 298 - 303, English

  [Refereed]

  Scientific journal


• Synthesis and characterization of nitric oxide generative polyrotaxane

  WK Lee, J Kobayashi, T Ooya, KD Park, N Yui

  L-Arginine was immobilized into a supramolecular-structured polyrotaxane to examine the generation of nitric oxide, with a view to improving antithrombosis and the blood compatibility of polymeric biomaterials. L-Arginine was immobilized to the hydroxyl groups of a-cyclodextrins in the polyrotaxane via an ester linkage, and the nitric oxide generation and L-arginine release behavior were characterized. L-Arginine-immobilized polyrotaxane was insoluble in water, but was found to generate nitric oxide when placed in Tris-HCl buffer supplemented with activators. L-Arginine-immobilized polyrotaxane exhibited sustained nitric oxide generation for a period of 250 h. L-Arginine was completely released by non-enzymatic hydrolysis from 200 h to 700 h, with a lag-time for the first 200 h. Consequently, after the generation of nitric oxide and the release of L-arginine from the L-arginine-immobilized polyrotaxane, the residual component will be a polyrotaxane with superior biocompatibility and mechanical properties. These results suggest that L-arginine-immobilized polyrotaxane can be useful in a wide range of medical applications, including use as a nitric oxide generative system for antithrombosis, coating and blending materials of hydrophobic extracorporeal circuits, and implantable catheters.

  VSP BV, 2002, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 13(10) (10), 1153 - 1161, English

  [Refereed]

  Scientific journal


• Supramolecular-structured hydrogels showing a reversible phase transition by inclusion complexation between poly(ethylene glycol) grafted dextran and alpha-cyclodextrin

  KM Huh, T Ooya, WK Lee, S Sasaki, IC Kwon, SY Jeong, N Yui

  Supramolecular-structured hydrogels were prepared on basis of the inclusion complexation between poly(ethylene glycol) grafted dextrans and alpha-cyclodextrins (alpha -CDs) in aqueous media. The inclusion complexes from the PEG grafted dextrans showed a unique gel-sol phase transition which cannot be obtained from usual polymer inclusion complexes that form crystalline precipitates. The gel-sol transition was based on the supramolecular assembly and dissociation, and the transition was reversible with hysteresis. The transition temperature was controllable by variation in the polymer concentration and the PEG content in the graft copolymers as well as the stoichiometric ratio between the guest and host molecules. The properties of the hydrogel were characterized by DSC, X-ray diffraction, and C-13 CP/MAS NMR. The X-ray diffraction data indicated that the gel contains a channel-type crystalline structure, demonstrated by a strong reflection at 2 theta = 20 degrees (d = 4.44 Angstrom). It was confirmed from the DSC and C-13 CP/MAS NMR measurements that all the PEG grafts participate in the complexation. A phase-separated structure consisting of hydrophobic and channel-type crystalline PEG inclusion complex domains and hydrated dextran matrices was suggested as the internal structure, which comprises the supramolecular-structured hydrogel.

  AMER CHEMICAL SOC, Dec. 2001, MACROMOLECULES, 34(25) (25), 8657 - 8662, English

  [Refereed]

  Scientific journal


• 超分子PEPT1トランスポーター阻害剤を用いた慢性腎不全患者のQOL改善

  斉藤 義正, 玉井 郁巳, 崔 吉道, 川島 友勝, 大谷 亨, 由井 伸彦, 辻 彰

  日本DDS学会, Jul. 2001, Drug Delivery System, 16(4) (4), 335 - 335, Japanese


• Study on the solution properties of thermo-responsive polyrotaxanes with different numbers of cyclic molecules

  Taichi Ikeda, Nobuyuki Watabe, Tooru Ooya, Nobuhiko Yui

  Polyrotaxanes, in which different numbers of β-cyclodextrins (β-CDs) were threaded on the triblock copolymer of poly(ethylene glycol) (PEG) and poly(propylene glycol) (PPG) capped with fluorescein-4-isothiocyanate (FITC), were prepared, and their solution properties under alkaline conditions were characterized in terms of the localization of β-CDs on the triblock copolymer and intermolecular association. Below the critical association concentration (CAC), the location of the β-CDs on the triblock copolymer was analyzed by 1H NMR. It was confirmed that the majority of the β-CDs moved towards the PPG segment with increasing temperature, regardless of the number of threading β-CDs. Above CAC, intermolecular association of the polyrotaxanes was characterized by static light scattering measurements. The association number of the polyrotaxanes decreased with increasing the number of the threading β-CDs, and the temperature dependence on the association number was reduced with increasing the number of the threading β-CDs. It is considered that the threading of β-CDs on the triblock copolymer eliminates the intermolecular interaction. These findings suggest that the number of β-CDs in the polyrotaxanes is a key parameter for the solution properties of the thermo-responsive polyrotaxanes.

  Jun. 2001, Macromolecular Chemistry and Physics, 202(8) (8), 1338 - 1344, English

  [Refereed]

  Scientific journal


• Polymer inclusion complex consisting of Poly(epsilon-lysine) and alpha-cyclodextrin

  KM Huh, T Ooya, S Sasaki, N Yui

  AMER CHEMICAL SOC, Apr. 2001, MACROMOLECULES, 34(8) (8), 2402 - 2404, English

  [Refereed]

  Scientific journal


• Biodegradable polyrotaxanes aiming at biomedical and pharmaceutical applications

  T Ooya, N Yui

  KLUWER ACADEMIC/PLENUM PUBL, 2001, BIOMEDICAL POLYMERS AND POLYMER THERAPEUTICS, 75 - 90, English

  [Refereed]

  International conference proceedings


• Thermodynamic analysis of inclusion complexation between alpha-cyclodextrin-based molecular tube and sodium alkyl sulfonate

  T Ikeda, E Hirota, T Qoya, N Yui

  Thermodynamics on inclusion complexation of a-cyclodextrin-based molecular tube (MT) with sodium octyl-, decyl-, and dodecylsulfonates (C-8-, C-10-, and C12SO3Na) were measured by isothermal titration calorimetry (ITC) to evaluate the effects of alkyl chain length of CnSO3Na and temperature. It was found that CnSO3Na with a longer alkyl chain formed more stable inclusion complex with MT. The association constant of inclusion complexation between MT and C12SO3Na at 298 K was found to be on the order of 10(5). The stoichiometric number ([host]/[guest] ratio) was found to be 0.50 +/- 0.05. This result indicates that one MT forms an inclusion complex with two CnSO3Na molecules, regardless of the alkyl chain length of CnSO3Na. Enthalpy-entropy compensation was also observed in MT/CnSO3Na systems, and it was confirmed that the free energy change was not affected by the change in temperature (288-308 K). From the thermodynamic parameters, it was considered that both hydrophobic interaction and van der Waals interaction were mainly contributed to inclusion complexation of MT with CnSO3Na. The large and negative entropy change (T DeltaS) attributed to the strong binding of MT was observed. The strong T DeltaS dependence on the alkyl chain length of CnSO3Na was found to be a characteristic for inclusion complexation of MT.

  AMER CHEMICAL SOC, Jan. 2001, LANGMUIR, 17(1) (1), 234 - 238, English

  [Refereed]

  Scientific journal


• Synthesis of polyrotaxane-biotin conjugates and surface plasmon resonance analysis of streptavidin recognition

  Tooru Ooya, Tomokatsu Kawashima, Nobuhiko Yui

  A polyrotaxane-biotin conjugate was synthesized and its interaction with streptavidin measured using surface plasmon resonance (SPR) detection. A biodegradable polyrotaxane in which ca. 22 molecules of α-cyclodextrins (α-CDs) were threaded onto a poly(ethylene oxide) chain (Mn: 4,000) capped with benzyloxycarbonyl-L-phenylalanine was conjugated with a biotin hydorazide and 2-aminoethanol after activating the hydroxyl groups of α-CDs in the polyrotaxane using N,N′-carbonyldiimidazole. The results of the high-resolution 1H-nuclear magnetic resonance ( 1H-NMR) spectra and gel permeation chromatography of the conjugate showed that ca. 11 biotin molecules were actually introduced to the polyrotaxane scaffold. An SPR analysis showed that the binding curves of the biotin molecules in the conjugate on the streptavidin-deposited surface changed in a concentration dependent manner, indicating that the biotin in the conjugate was actually recognized by streptavidin. The association equilibrium constant (Ka) of the interaction between the conjugate and streptavidin tetramer was of the order 107. These results suggest that polyrotaxane is useful for scaffolds as a polymeric ligand in biomedical fields.

  Korean Society for Biotechnology and Bioengineering, 2001, Biotechnology and Bioprocess Engineering, 6(4) (4), 293 - 300, English

  [Refereed]

  Scientific journal


• Enhanced accessibility of peptide substrate toward membrane-bound metalloexopeptidase by supramolecular structure of polyrotaxane

  T. Ooya, M. Eguchi, N. Yui

  A L-phenylalanlylglycylglycine- (H-L-PheGlyGly-) terminated polyrotaxane in which many α-cyclodextrins (α-CDs) are threaded onto poly(ethylene oxide) (PEO) was synthesized to evaluate the effect of α-CD threading on the degradation of the terminal H-L-PheGlyGly by a membrane-bound metalloexopeptidase (aminopeptidase M). The threading of α-CDs and introducing H-L-PheGlyGly to the terminals were confirmed by gel permeation chromatography and 1H NMR spectroscopies. In vitro degradation and kinetic studies revealed that the supramolecular structure of the polyrotaxane enhanced the accessibility toward aminopeptidase M despite the higher molecular weight of the polyrotaxane (Mn: ∼16 000). This finding provides a new design of biodegradable polymers for biomedical applications with controlled degradation profile.

  2001, Biomacromolecules, 2(1) (1), 200 - 203, English

  [Refereed]

  Scientific journal


• Controllable erosion time and profile in poly(ethylene glycol) hydrogels by supramolecular structure of hydrolyzable polyrotaxane

  T. Ichi, J. Watanabe, T. Ooya, N. Yui

  A series of poly(ethylene glycol) (PEG) hydrogels cross-linked by a hydrolyzable polyrotaxane was prepared and the hydrolytic erosion behavior was characterized. The hydrolyzable polyrotaxane consisting of many α-cyclodextrins (α-CDs) and a PEG chain capped with bulky end groups via ester linkages was used as a cross-linker in the PEG hydrogels, where α-CDs in the polyrotaxane were linked with another PEG chains to form hydrophilic PEG networks. From the result of the erosion study, the time to reach complete gel erosion was found to be prolonged by decreasing the polyrotaxane content and increasing the PEG/α-CD ratio. The PEG/α-CD ratio, indicating the number of PEG chains linked with one α-CD molecule, is considered to make the environment of the polyrotaxane more aqueous and lead to the hydrolysis of ester linkages in the polyrotaxane. However, the higher PEG/α-CD ratio prolonged the time of the hydrogel erosion. These results indicate the enhanced stability of ester hydrolysis in the hydrogels with highly water swollen state. Such an anomalous phenomenon may be due to the structural characteristic of the polyrotaxane: ester linkages may be included within the cavity of α-CDs, resulting in their enhanced stability. The erosion profile of the hydrogels was changeable by the Mn of PEG-bisamine, independent of the polyrotaxane content. The hydrogels cross-linked by the polyrotaxane can be new candidates as long-term stable but actually hydrolyzable hydrogels for polymeric scaffolding in tissue engineering.

  2001, Biomacromolecules, 2(1) (1), 204 - 210, English

  [Refereed]

  Scientific journal


• New synthetic route for dextran graft copolymers containing thermo-responsive polymers

  KM Huh, Y Kumashiro, T Ooya, N Yui

  SOC POLYMER SCIENCE JAPAN, 2001, POLYMER JOURNAL, 33(1) (1), 108 - 111, English

  [Refereed]

  Scientific journal


• Modulatory factors on temperature-synchronized degradation of dextran grafted with thermoresponsive polymers and their hydrogels

  Y. Kumashiro, K. M. Huh, T. Ooya, N. Yui

  Several types of dextran grafted with poly(N-isopropylacrylamide-co-N,N-dimethylacrylamide [dextran-g-poly(NIPAAm-co-DMAAm)] with different graft lengths and numbers were synthesized in a preciously controlled fashion, and their enzymatic degradation was examined by viscosity measurement and gel permeation chromatography as a function of temperature. Degradation of dextran-g-poly(NIPAAm-co-DMAAm)s decreased with increasing the graft length below their lower critical solution temperatures (LCSTs). Above the LCST, enzymatic degradation was independent of the graft length. A larger amount of the graft chain with increasing the graft length rather than the graft number was effective to modulate the temperature-synchronized degradation. Hydrogels were prepared by cross-linking the graft copolymers using 1,6-hexamethylenediamine. While all the hydrogels have water content of about 93-96% in a wide range of temperatures, their degradation behaviors show a significant dependence on a temperature change. Such a unique property is closely related to the structure of graft copolymers such as graft lengths. Consequently, introducing thermoresponsive grafts with longer length to dextran and its hydrogels is suggested to be an important factor for modulating enzymatic degradation of dextran in synchronization with temperature.

  2001, Biomacromolecules, 2(3) (3), 874 - 879, English

  [Refereed]

  Scientific journal


• Transience in polyion complexation between nicotinamide-modified dextran and carboxymethyl dextran during enzymatic degradation of dextran

  W Kamimura, T Ooya, N Yui

  A self-regulated degradation system using polyion complexation through oxidation reaction from degradation products was preliminarily studied. 1,4-Dihydronicotinamide-modified dextran (NAH-Dex) with different molecular weights was prepared, and NAH moiety in NAH-Dex was oxidized by 14 1 02 to the dehydrated form (NA(+)-Dex). The dependence of stoichiometry, concentration, and molecular weight on polyion complexation with carboxymethyl dextran (CMD) were examined. NA(+)-Dex with a molecular weight above 40 000 formed an insoluble complex with CMD, and the complexation was found to proceed stoichiometrically. The extent of polyion complexation was dependent on the concentration of NA(+)-Dex and CMD, whereas the time to reach complexation was dependent on H2O2 concentration. When H2O2 and dextranase were added to the solution containing NAH-Dex, CMD, and dextran, transmittance dropped and then increased again, From these results, the addition of dextran into the System Of H2O2, NAH-Dex, CMD, and dextranase can regulate formation and dissociation of the polyion complex between NA(+)-Dex and CMD. The antagonistical inhibition of the degradation of the polyion complex is a key parameter of the self-regulated degradation system.

  VSP BV, 2001, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 12(10) (10), 1109 - 1122, English

  [Refereed]

  Scientific journal


• Preparation and characterization of poly(ethylene glycol) hydrogels cross-linked by hydrolyzable polyrotaxane

  Junji Watanabe, Tooru Ooya, Ki Dong Park, Young Ha Kim, Nobuhiko Yui

  Dec. 2000, Journal of Biomaterials Science, Polymer Edition, 11(12) (12), 1333 - 1345, English

  [Refereed]

  Scientific journal


• Synthesis and characterization of an oligopeptide-terminated polyrotaxane as a drug carrier

  T Ooya, K Arizono, N Yui

  A polyrotaxane consisting of alpha -cyclodextrins (alpha -CDs) and alpha,omega -di(glycylglycyne) polyoxyethylene (alpha,omega -di(Gly-Gly)-PEG) capped with tyrosine was synthesized as a drug carrier and its in vitro degradation by aminopeptidase M was demonstrated alpha,omega -Di(Gly-Gly)-PEG was prepared by condensation reaction between terminal amino-groups in alpha-(3-aminopropyl)-omega-(3-aminopropyl) polyoxyethylene and succinimide ester of N-tert-butyloxycarbonyl (Boc)-Gly-Gly,followed by the deprotect ion of Boc group via acidic hydrolysis. A polypseudorotaxane consisting of alpha -CDs and alpha,omega -di(Gly-Gly)-PEG was prepared in the mixture of water and dimethylsulfoxide, The polyrotaxane was successfully synthesized by condensation reaction between the amino-groups in the pseudopolyrotaxane and p-nitrophenyl ester of carbobenzoxy L-tyrosine. The addition of 1-hydroxy-1H-benzotriazole on the reaction was found to Increase the yield and the number of alpha -CDs in the polyrotaxane. Hydroxypropylation of the polyrotaxane improved the solubility in aqueous solutions and many kinds of organic solvents. In vitro degradation of the hydroxypropylated (HP-)polyrotaxane revealed that HP-alpha -CDs in the HP-polyrotaxane were released in the presence of aminopeptidase M. These results suggest that the supramolecular dissociation will be triggered by the action of extracellular enzymes and lead to a new mechanism of drug release from polymeric drug carriers. Copyright (C) 2000 John Wiley & Sons, Ltd.

  JOHN WILEY & SONS LTD, Aug. 2000, POLYMERS FOR ADVANCED TECHNOLOGIES, 11(8-12) (8-12), 642 - 651, English

  [Refereed]

  Scientific journal


• Inclusion complexation of fractionated alpha-cyclodextrin molecular tube with sodium dodecyl sulfate

  T Ikeda, T Ooya, N Yui

  Molecular tube (MT) consisting of alpha -cyclodextrins (alpha -CDs) was prepared fractionated and characterized in terms of MALDI-TOF mass spectroscopy, isothermal titration calorimetry (ITC), and H-NMR titration. MT with various molecular weight (2400-23,000) was separated into seven fractions by gel permeation chromatography and the molecular weight of each MT tons determined by MALDI-TOF mass spectroscopy. Furthermore, association constant, stoichiometry and thermodynamic parameters for inclusion complexation of MT with sodium dodecyl sulfate (SDS) were determined by ITC. From the ITC analysis, if was found that inclusion complexation between MT and SDS was enthalpy driven. Further, the association constant was calculated to be ale order of 10(5) M-I. ITC and H-1-NMR titration measurement revealed that one MT molecule (M-n = 7,600, M-w/M-n = 1.42) formed an inclusion complex with two SDS molecules. These results suggest that MT acts as a host molecule with two binding sites at both ends. Therefore MT is considered to be feasible for constructing various kinds of molecular assemblies. Copyright (C) 2000 John Wiley & Sons, Ltd.

  JOHN WILEY & SONS LTD, Aug. 2000, POLYMERS FOR ADVANCED TECHNOLOGIES, 11(8-12) (8-12), 830 - 836, English

  [Refereed]

  Scientific journal


• Synthesis and characterization of dextran grafted with poly(N-isopropylacrylamide-co-N,N-dimethylacrylamide)

  Kang Moo Huh, Junko Hashi, Tooru Ooya, Nobuhiko Yui

  Graft copolymers consisting of dextran as a main chain and poly(N-isopropylacrylamide-co-N,N-dimethylacrylamide) (poly(NIPAAm-co-DMAAm)) as graft chains were synthesized. For the synthesis of the graft copolymers, a semitelechelic poly(NIPAAm-co-DMAAm) with an amino end-group was obtained by radical copolymerization with ethanethiol as a chain transfer agent, followed by a coupling reaction of its hydroxyl end-group with ethylenediamine. Graft copolymers with various length of the grafts were obtained from coupling reactions between carboxymethyl dextran and poly-(NIPAAm-co-DMAAm) in the presence of a water-soluble carbodiimide. The graft copolymers in phosphate buffer exhibit lower critical solution temperatures due to thermosensitivity of their grafts. There is no significant change in the hydration-dehydration behavior of the poly(NIPAAm-co-DMAAm) chain after the grafting reaction. The existence of such grafts in dextran may play an important role for modulated degradation in synchronization with temperature. © Wiley-VCH Verlag GmbH, 2000.

  Wiley-VCH Verlag, Mar. 2000, Macromolecular Chemistry and Physics, 201(5) (5), 613 - 619, English

  [Refereed]

  Scientific journal


• Supramolecular-structured polymers for drug delivery

  Tooru Ooya, Nobuhiko Yui

  Polyrotaxanes as a supramolecular-structured polymer were characterized aiming at a drug carrier, a drug permeation enhancer, an implantable material, and a stimuli-responsive material. Biodegradable polyrotaxanes exhibit their supramolecular architectures: many α-cyclodextrins (α-CDs) are threaded onto a single poly(ethylene glycol) (PEG) chain capped with biodegradable bulky end-groups. Further, a stimuli-responsive polyrotaxane, in which many β-CDs are threaded onto a triblock-copolymer of PEG and poly(propylene glycol) (PPG) capped with fluorescein-4-isothiocyanate, was designed as a novel smart material.

  Oxford University Press, 2000, ACS Symposium Series, 752, 375 - 384, English

  Scientific journal


• Feasibility study of hydrolyzable polyrotaxanes aiming at implantable materials

  J. Watanabe, T. Ooya, N. Yui

  Hydrolyzable polyrotaxanes, in which many α-cyclodextrins (α-CD) are threaded onto a poly(ethylene glycol) (PEG) chain capped with L-phenylalanine via ester linkages, were synthesized to estimate the supramolecular dissociation via terminal ester hydrolysis. The polyrotaxane showed unique thermoresistant properties due to the supramolecular structure. The supramolecular structure was completely dissociated by terminal ester hydrolysis. PEG hydrogels cross-linked with the polyrotaxane were prepared as new candidate implantable materials for tissue engineering. It is suggested that controlling the rate of terminal ester hydrolysis and the following supramolecular dissociation may dominate the disappearance of the hydrogel. These findings will be of great importance for designing a scaffold based on the primary structure of the polyrotaxane that shows dual characteristics of excellent mechanical properties and perfect disappearance from an implanted site.

  Springer Japan, 2000, Journal of Artificial Organs, 3(2) (2), 136 - 142, English

  [Refereed]

  Scientific journal


• Self-complex formation of nicotinamide-modified dextran with carboxymethyl dextran using their degradation products

  W Kamimura, T Ooya, N Yui

  A pseudo-metabolic cycle as a self-degradation system was designed: enzymatic degradation products from a polysaccharide generate oxidants which introduce a cationic charge into the polysaccharide chains, and can form a polyion complex with an anionic polysaccharide. As a component of such a system, dextran, with various degrees of nicotinamide substitution, was prepared. Its degradation by dextranase, redox reaction via glucose oxidase-catalysis, and polyion complex formation with carboxymetyl dextran (CMD) were examined. Nicotinamide-modified dextran (NA-Dex) with nine nicotinamide moieties per 100 glucose units was soluble in PBS and completely oxidized by >100 mM H2O2 The oxidized type of NA-Dex was found to form a 1 : 1 complex with CMD. By the addition of dextranase, isomaltase, and glucose oxidase (GOD) to phosphate buffer solution of the reduced type of NA-Dex and CMD, the transmittance of the solution dropped, suggesting polyion complex formation via the oxidation of 1,4-dihydronicotinamide in NA-Dex by H2O2 generated from GOD-catalytic reaction. These findings are of great importance for designing a self-complex formation system aimed at biodegradable and osillative drug release.

  VSP BV, 2000, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 11(7) (7), 747 - 765, English

  [Refereed]

  Scientific journal


• Preparation and characterization of poly(ethylene glycol) hydrogels cross-linked by hydrolyzable polyrotaxane

  J Watanabe, T Ooya, KD Park, YH Kim, N Yui

  PEG hydrogels cross-linked by a hydrolyzable polyrotaxane were prepared and their hydrolytic erosion characterized in terms of supramolecular dissociation of the polyrotaxane. The hydrolyzable polyrotaxane, in which many alpha -cyclodextrins (alpha -CDs) are threaded onto a poly(ethylene glycol) (PEG) chain capped with L-phenylalanine via ester linkages, was used as a multifunctonal cross-linker: the PEG network was covalently bound to hydroxyl groups of alpha -CDs in the polyrotaxane. The contact angle and water content of the hydrogels were varied with the polyrotaxane content in the feed. In vitro hydrolysis study revealed that the time to reach complete gel erosion was shortened by increasing the polyrotaxane content in the feed in relation to the decreased number of chemical crosslinks between PEG and alpha -CDs in the polyrotaxane. The hydrogel degradation in a physiological condition was found to be followed by bulk mechanism. These findings suggest that changing the preparative conditions such as polyrotaxane content will make it possible to control programmed gel erosion for tissue engineering.

  VSP BV, 2000, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 11(12) (12), 1333 - 1345, English

  [Refereed]

  Scientific journal


• Supramolecular network formation through inclusion complexation of an α-cyclodextrin-based molecular tube

  Taichi Ikeda, Tooru Ooya, Nobuhiko Yui

  Communication: The supramolecular network formation through inclusion complexation between α-cyclodextrin-based molecular tube (MT) and poly(ethylene oxide) monocetylether-graft-dextran (5C16PEO-g-Dex40) was demonstrated. From isothermal titrarion calorimetric (ITC) measurement, it was confirmed that MT formed an inclusion complex with two C16PEO side chains in 5C16PEO-g-Dex40. From viscosity measurements, the specific viscosity of the solution containing MT and 5C16PEO-g-Dex40 was much larger than that containing 5C16PEO-g-Dex40. It is considered that MT participates in the supramolecular network formation of 5C16PEO-g-Dex40 through inclusion complexation with two C16PEOs grafted to independent Dex40s. © WILEY-VCH Verlag GmbH, 2000.

  Wiley-VCH Verlag, 2000, Macromolecular Rapid Communications, 21(17) (17), 1257 - 1262, English

  [Refereed]

  Scientific journal


• Hyaluronic acid grafted with poly(ethylene glycol) as a novel peptide formulation

  Kazuteru Moriyama, Tooru Ooya, Nobuhiko Yui

  Hyaluronic acids (HA) grafted with poly(ethylene glycol) (PEG) (PEG-g-HA) were synthesized. The materials characterization, enzymatic degradability and peptide (insulin) release from solutions of the copolymers were examined. Distribution of bioactive peptides within the polymer chain is well-known for combinations of PEG and polysaccharides as aqueous polymer two-phase systems. Insulin was preferentially partitioned into the PEG phase in a PEG/HA solution system. Enzymatic degradation of the copolymers was strongly dependent on the PEG content. Thermal analysis revealed that PEG-g-HA exhibited a variation in phase-separated structures depending on the PEG content. The solution of PEG-g-HA enabled insulin to remain in the PEG moieties dispersed in the HA matrix. Leakage of insulin from the copolymers was dependent upon the PEG content. Leakage rate of insulin from copolymer containing between 7 and 39% by weight of PEG were similar. A dramatic increase in leakage rate occurred when the PEG content was increased to greater than 39% by weight. It is considered that the loaded insulin was partitioned into the PEG moieties and became entangled with the PEG chains. The conformational change of insulin was effectively prevented in PEG-g-HA solutions, although insulin was denatured in storage of both phosphate buffered solution and HA solution. Such a heterogeneous-structured polymeric solution may be advantageous as an injectable therapeutic formulation for ophthalmic or arthritis treatment. Copyright (C) 1999 Elsevier Science B.V.

  May 1999, Journal of Controlled Release, 59(1) (1), 77 - 86, English

  [Refereed]

  Scientific journal


• Thermally Induced Localization of Cyclodextrins in a Polyrotaxane Consisting of β-Cyclodextrins and Poly(ethylene glycol)-Poly(propylene glycol) Triblock Copolymer

  Hiroaki Fujita, Tooru Ooya, Nobuhiko Yui

  A polyrotaxane, in which many β-cyclodextrins (β-CDs) are threaded onto a triblock copolymer of poly(ethylene glycol) (PEG) and poly(propylene glycol) (PPG) capped with fluorescein-4-isothiocyanate (FITC), was synthesized as a model of stimuli-responsive molecular assemblies for nanoscale devices. Coupling of FITC with the terminal amino groups in the polypseudorotaxane was performed in DMF at 5°C. Under these conditions, a side reaction between the hydroxyl groups of β-CD and FITC was prevented. The interaction of the β-CDs with terminal FITC moieties in the polyrotaxane was significantly observed at low temperature. However, the interaction of the β-CDs with the PPG segment was observed with increasing temperature. On the basis of these results, it is concluded that the majority of the β-CDs move toward the PPG segment with increasing temperature although some β-CDs may reside on the PEG segments.

  American Chemical Society, Apr. 1999, Macromolecules, 32(8) (8), 2534 - 2541, English

  [Refereed]

  Scientific journal


• Synthesis of theophylline-polyrotaxane conjugates and their drug release via supramolecular dissociation

  Tooru Ooya, Nobuhiko Yui

  Theophylline-polyrotaxane conjugates were synthesized by coupling theophylline with α-cyclodextrins (α-CDs) in the polyrotaxane. The polyrotaxane is a molecular assembly in which many α-CDs are threaded onto a poly(ethylene glycol) (PEG) chain capped with L-phenylalanine (L-Phe). Theophylline-7-acetic acid was activated by coupling with 4-nitrophenol, and then ethylenediamine was allowed to react with the active ester in order to obtain N-aminoethyl-theophylline-7-acetoamide. This derivative was coupled with a 4-nitrophenyl chloroformate-activated polyrotaxane to obtain the theophylline-polyrotaxane conjugates. The conjugates formed a specific association under physiological conditions, depending upon interactions between the theophylline molecules and/or the terminal L-Phe moiety in the conjugates. In vitro degradation of the conjugates revealed that theophylline-immobilized α-CDs were completely released by hydrolysis of the terminal peptide linkage in the polyrotaxane. This result indicates that the association of the conjugates does not induce the steric hindrance but rather enhances the accessibility of enzymes to the terminal peptide linkages. It is suggested that our designed drug-polyrotaxane conjugates can release the drugs via the dissociation of the supramolecular structure without steric hindrance of enzymatic accessibility to the terminal peptide linkages. Copyright (C) 1999 Elsevier Science B.V.

  Apr. 1999, Journal of Controlled Release, 58(3) (3), 251 - 269, English

  [Refereed]

  Scientific journal


• 刺激応答型ポリロタキサン設計 ―超分子の新展開

  OOYA Tooru, FUJITA Hiroaki, YUI Nobuhiko

  広信社, Apr. 1999, 表面, Vol. 4, pp. 232-239(4) (4), 232 - 239, Japanese

  Scientific journal


• Synthesis and characterization of a polyrotaxane consisting of beta-cyclodextrins and a poly(ethylene glycol) poly(propylene glycol) triblock copolymer

  H Fujita, T Ooya, N Yui

  A polyrotaxane in which many beta-cyclodextrins (beta-CyDs) are threaded onto a triblock copolymer of poly(ethylene glycol) (PEG) and poly(propylene glycol) (PPG) capped with fluorescein-4-isothiocyanate (FITC) was synthesized as a model of stimuli-responsive molecular assemblies for nanoscale devices. beta-CyDs threaded onto the triblock copolymer enhance the solubility of the polyrotaxane and presumably contribute to the prevention of aggregation between PPG segments. The interaction of beta-CyDs with a terminal FITC moiety was observed to be significant at 10 degrees C, however, with increasing temperature, the interaction of beta-CyDs with a PPG segment becomes prominent. From these results, it is concluded that the majority of beta-CyDs move toward the PPG segment with increasing temperature although some beta-CyDs may reside on PEG segments.

  WILEY-V C H VERLAG GMBH, Apr. 1999, MACROMOLECULAR CHEMISTRY AND PHYSICS, 200(4) (4), 706 - 713, English

  [Refereed]

  Scientific journal


• Supramolecular-structured polymers for drug delivery

  Nobuhiko Yui, Tooru Ooya

  The structural characteristics of supramolecular polyrotaxanes and their feasibility for drug delivery systems were studied. The polyrotaxanes are biodegradable and are potential drug carriers, a temporally controlled bioactivator, a drug adsorption enhancer, and an implantable material for tissue engineering. The stimuli-responsive polyrotaxanes provide new fields of intelligent materials which are constructed by mimicking natural supramolecula assemblies. The supramolecular dissociation of these polymers by their terminal hydrolysis is their most unique characteristic when considering biomedical and pharmaceutical applications.

  American Chemical Society, Mar. 1999, American Chemical Society, Polymer Preprints, Division of Polymer Chemistry, 40(1) (1), 308 - 309, English

  International conference proceedings


• Temperature-dependent localization of cyclodextrins threaded onto a poly(ethylene glycol)-poly(propylene glycol) triblock-copolymer in a polyrotaxane

  Tooru Ooya, Hiroaki Fujita, Nobuhiko Yui

  A polyrotaxane consisting of β-cyclodextrins (CD) and a triblock-copolymer of polyethylene glycol (PEG) and poly(propylene glycol) (PPG) capped with fluorescein-4-isothiocyanate (FTIC) was synthesized, and the change in the location of the β-CDs in response to temperature in 0.01 N NaOH was analyzed. The majority of the β-CDs moved toward the PPG segment with increasing temperature, although some β-CDs resided on the PEG segment. This phenomenon was supported by the enhanced inclusion complexation at elevated temperature. The decreased association number at higher temperature was due to the change in the location of β-CDs.

  American Chemical Society, Mar. 1999, American Chemical Society, Polymer Preprints, Division of Polymer Chemistry, 40(1) (1), 480 - 481, English

  International conference proceedings


• Effect of acetylation of biodegradable polyrotaxanes on its supramolecular dissociation via terminal ester hydrolysis

  Junji Watanabe, Tooru Ooya, Nobuhiko Yui

  Acetylation of biodegradable polyrotaxanes was examined to estimate the effect on its supramolecular dissociation via terminal ester hydrolysis. The biodegradable polyrotaxanes, in which many α-cyclodextrins (α-CD) are threaded onto a poly(ethylene glycol) chain capped with L-phenylalanine via ester linkages, were acetylated using acetic anhydride α-CD release behavior was then characterized by in vitro hydrolysis. The degree of acetylation was changed by the concentration of acetic anhydride and the reaction time. The results of the in vitro hydrolysis indicate that the critical degree of acetylation to prolong supramolecular dissociation lies at around 30%. The terminal hydrolysis proceeded completely even with 100% of acetylation. These findings suggest that the hydrophobization of α-CDs in the polyrotaxane makes it possible to delay the time to complete the supramolecular dissociation. The hydrophobization of the polyrotaxane is of great importance for designing implantable materials that maintain their supramolecular structure until tissue regeneration with complete terminal hydrolysis. © 1999 VSP.

  Jan. 1999, Journal of Biomaterials Science, Polymer Edition, 10(12) (12), 1275 - 1288, English

  [Refereed]

  Scientific journal


• Biodegradable polyrotaxanes as a drug carrier

  T Ooya, N Yui

  This article reviews our concept of drug delivery system using drug/polyrotaxane conjugates ns a drug carrier. The biodegradable polyrotaxanes exhibit their supramolecular architectures: many cyclodextrins are threaded onto a single poly(ethylene glycol) chain capped with biodegradable bulky endgroups. The synthetic method of the polyrotaxanes, the conjugation with drugs, and their association nature in a physiological condition are described. The supramolecular dissociation of the drug/polyrotaxane conjugates via terminal peptide cleavage by a hydrolytic enzyme is discussed in relation to their association nature. Through these studies, advantages of drug/polyrotaxane conjugates as a drug carrier are suggested in comparison with conventional drug/polymer conjugates.

  EDITIONS SANTE, Jan. 1999, STP PHARMA SCIENCES, 9(1) (1), 129 - 138, English

  [Refereed]

  Scientific journal


• Polyrotaxanes: Synthesis, structure, and potential in drug delivery

  T Ooya, N Yui

  This article reviews the potential of polyrotaxanes in drug delivery with the historical background of polyrotaxane syntheses. Pseudopolyrotaxanes and polyrotaxanes, including classifications, synthetic methods, structures and physical properties are discussed in the first section. The second section provides our concept of drug carriers using drug-polyrotaxane conjugates in comparison with conventional drug-polymer conjugates. The third and fourth sections describe the synthetic method for biodegradable polyrotaxanes, the conjugation with drugs, and their association under physiological conditions. The fifth section discusses other possibilities for the polyrotaxanes such as drug penetration enhancers. These studies suggest the potential of polyrotaxanes in pharmaceutical applications.

  BEGELL HOUSE INC, 1999, CRITICAL REVIEWS IN THERAPEUTIC DRUG CARRIER SYSTEMS, 16(3) (3), 289 - 330, English

  [Refereed]

  Scientific journal


• Regulation of pseudo-polyrotaxane formation between alpha-cyclodextrins and azobenzene-terminated poly(ethylene glycol)

  T Ikeda, T Ooya, N Yui

  Regulation of pseudo-polyrotaxane formation between alpha-cyclodextrins (alpha-CDs) and azobenzene(Az)-terminated poly(ethylene glycol) (PEG) was studied in terms of the photoisomerization of the terminal Az groups. pseudo-Polyrotaxane formation was analyzed by a change in the transmittance at 550 nm in water. It was found that the rate of transmittance change was decreased with an increase in the cis isomer content in Az-PEG. The cis-isomerization effect was quantitatively evaluated, assuming that Az-PEG having two cis-isomerized Az groups does not participate in the pseudo-polyrotaxane formation. From this analysis, it is suggested that pseudo-polyrotaxane formation between alpha-CDs and PEG was hindered when the both terminal Az groups were isomerized to cis isomer. The content of Az-PEG in the pseudo-polyrotaxane aggregate and the content of cis-isomerized Az-PEG in the supernatant were measured by H-1 NMR and UV-Vis absorption spectrum, respectively, and the obtained results supported our suggestion. It is concluded that the terminal Az groups act as a gate to regulate the pseudo-polyrotaxane formation.

  SOC POLYMER SCIENCE JAPAN, 1999, POLYMER JOURNAL, 31(8) (8), 658 - 663, English

  [Refereed]

  Scientific journal


• Thermally-responsive properties of a polyrotaxane consisting of beta-cyclodextrins and a poly(ethylene glycol)-poly(propylene glycol) triblock-copolymer

  H Fujita, T Ooya, N Yui

  A polyrotaxane, in which many beta-cyclodextrin molecules (beta-CDs) are threaded onto a triblock-copolymer of poly(ethylene glycol) (PEG) and poly(propylene glycol) (PPG) capped with fluorescein-4-isothiocyanate (FITC), was synthesized as a model of stimuli-responsive molecular assemblies for nano-scale devices. The interaction between the beta-CDs and the terminal FITC moieties was significantly observed at low temperature in the diluted condition. However, the interaction of the beta-CDs with the PPG segment was observed with increasing temperature. From these results, it is considered that the majority of the beta-CDs move toward the PPG segment with increasing temperature. Intermolecular association behavior of the polyrotaxane was characterized by static and dynamic light scattering measurements above critical association concentration. The polyrotaxane associated at lower temperature showed dissociation behavior above a specific temperature. Based on these results, it is suggested that the dissociation of the associated polyrotaxane molecules is closely related to the thermally-induced localization of beta-CDs onto the PPG segment.

  SOC POLYMER SCIENCE JAPAN, 1999, POLYMER JOURNAL, 31(11) (11), 1099 - 1104, English

  [Refereed]

  Scientific journal


• Pulsatile peptide release from multi-layered hydrogel formulations consisting of poly(ethylene glycol)-grafted and ungrafted dextrans

  K Moriyama, T Ooya, N Yui

  Multi-layered hydrogel formulations consisting of poly(ethylene glycol)-grafted dextran (PEG-g-Dex) and ungrafted Dex were investigated as a model of pulsatile drug. release. In these formulations, it is considered that the grafted PEC domains act as a drug reservoir dispersed in the Dex matrix based on aqueous polymer two-phase systems. The formulations exhibited surface-controlled degradation by dextranase, and insulin release was observed in a pulsatile manner because of the multi-layered structure; PEG-g-Dex hydrogel layers containing insulin and Insulin-free Dex hydrogel layers. Thus, it is suggested that the multi-layered hydrogel formulations using PEG-g-Dex and Dex are feasible for chronopharmacological drug delivery systems.

  VSP BV, 1999, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 10(12) (12), 1251 - 1264, English

  [Refereed]

  Scientific journal


• Preparation and characterization of a polyrotaxane with non-enzymatically hydrolyzable stoppers

  Watanabe, J., Ooya, T., Yui, N.

  Oct. 1998, Chemistry Letters, 27(10) (10), 1031 - 1032, English

  [Refereed]

  Scientific journal


• Supramolecular dissociation of biodegradable polyrotaxanes by enzymatic terminal hydrolysis

  T Ooya, N Yui

  Supramolecular dissociation of biodegradable polyrotaxanes via terminal hydrolysis by an enzyme (papain) in vitro was investigated in relation to their solution properties. The polyrotaxanes were synthesized by the introduction of L-phenylalanine (L-Phe) at both ends of an inclusion complex consisting of alpha-cyclodextrins (alpha-CDs) and amino-terminated poly(ethylene glycol) (PEG) via peptide linkages, followed by the hydroxypropylation of alpha-CDs. From static and dynamic light scattering studies, it was clarified that the polyrotaxanes form a loosely packed association but L-Phe-terminated PEGs form a tightly packed association. Further, the polyrotaxanes were found to maintain their rod-like structures in physiological conditions. In vitro degradation experiments using papain revealed that the terminal hydrolysis of the polyrotaxanes is completed and accompanied by the release of hydroxypropylated alpha-CDs, and this behavior is not affected by the association number of the polyrotaxanes. On the other hand, the terminal hydrolysis of L-Phe-terminated PEG is limited under similar conditions. From these results, the complete dissociation of the polyrotaxanes by hydrolysis is considered to be due to the loosely packed association, presumably related to the rod-like structure.

  WILEY-V C H VERLAG GMBH, Oct. 1998, MACROMOLECULAR CHEMISTRY AND PHYSICS, 199(10) (10), 2311 - 2320, English

  [Refereed]

  Scientific journal


• New approach to drug targeting using a drug-polyrotaxane conjugate

  Ooya, T., Yui, N.

  1998, Proceedings of the Controlled Release Society, (25) (25)

  Scientific journal


• Computer simulation of responsive degradation in regard to IPN- structured hydrogels

  Ooya, T., Kurisawa, H., Kawata, K., Watanabe, K., Yui, N.

  1998, Proceedings of the Controlled Release Society, (25) (25), 731 - 731

  Scientific journal


• Effect of biodegradable polyrotaxanes on platelet activation

  N Yui, T Ooya, T Kumeno

  Cellular response to our designed biodegradable polyrotaxanes was evaluated in terms of physicochemical interaction with plasma membrane and intracellular metabolism of platelets. The polyrotaxanes, in which many hydroxypropylated (HP-) alpha-cyclodextrins are threaded onto a poly(ethylene glycol) chain capped with a L-phenylalanine moiety via a peptide linkage, were synthesized and characterized. The polyrotaxanes inhibited cytoplasmic calcium increase in platelets, increased plasma membrane fluidity of red blood cell ghosts, and elevated cytoplasmic cyclic-3',5'-AMP levels in platelets. Such cellular response to the polyrotaxanes was observed, which was more than that to constituent molecules. These results suggest that the supramolecular structure of the polyrotaxanes contributes to acceleration of the physicochemical interaction with plasma membrane and intracellular metabolism of platelets. Thus, biodegradable polyrotaxanes can be useful as new biomaterials for fabricating blood-contacting devices.

  AMER CHEMICAL SOC, Jan. 1998, BIOCONJUGATE CHEMISTRY, 9(1) (1), 118 - 125, English

  [Refereed]

  Scientific journal


• Regulation of intracellular metabolism by biodegradable polyrotaxanes

  T Ooya, T Kumeno, N Yui

  Cellular response to our designed biodegradable polyrotaxanes was investigated in terms of changes in cytoplasmic calcium levels in platelets. The polyrotaxanes regulated thrombin-induced calcium increase in platelets although constituent molecules of the polyrotaxanes showed fewer effects on the intracellular metabolism. Further, an increase in membrane fluidity of red blood cell ghosts was significantly observed by the addition of the polyrotaxanes. Static light scattering study revealed that the polyrotaxanes formed a supramolecular association state in relation to the molecular weight of PEG: a loosely packed association with a specific molecular shape. From these characteristics, it is suggested that supramolecular level interactions between the polyrotaxanes and cell membranes regulate the intracellular metabolism. It is concluded that these biodegradable polyrotaxanes can be feasible as temporarily-controlled bioactivator.

  VSP BV, 1998, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 9(4) (4), 313 - 326, English

  [Refereed]

  Scientific journal


• Interaction of supramolecular assembly with hairless rat stratum corneum

  Wataru Kamimura, Tooru Ooya, Nobuhiko Yui

  Polyrotaxanes are well known as a supramolecular assembly in which many cyclic compounds are threaded onto a linear polymeric chain capped with bulky end-groups. In this paper, a polyrotaxane consisting of α-CDs and PEG capped with biodegradable peptide moieties was synthesized, and the interaction with stratum corneum of hairless rat skin was examined by means of a differential scanning calorimetry. The hydroxypropylated polyrotaxane was found to interact with lipid components in the stratum corneum: bound water content was significantly decreased although ordered lipid bilayers were maintained. Thus, it is suggested that our designed polyrotaxane can be feasible as novel candidates for transdermal penetration enhancers.

  Feb. 1997, Journal of Controlled Release, 44(2-3) (2-3), 295 - 299, English

  [Refereed]

  Scientific journal


• Cellular response to biodegradable polyrotaxanes as a temporal bioactivator

  Yui, N., Ooya, T.

  1997, Proceedings of the Controlled Release Society, (24) (24)

  Scientific journal


• Degradation kinetics and supramolecular association of biodegradable polyrotaxanes

  Ooya, T., Yui, N.

  1997, Proceedings of the Controlled Release Society, (24) (24)

  Scientific journal


• Peptide - Biodegradable polyrotaxane conjugate as a peptide delivery system

  Ooya, T., Yui, N.

  1997, Proceedings of the Controlled Release Society, (24) (24)

  Scientific journal


• Interaction of supramolecular-structured polyrotaxanes with hairless rat stratum corneum and its effect on indomethacin permeation

  Tooru Ooya, Nobuhiko Yui, Hiroyuki Sugawara

  Interaction of a hydroxypropylated polyrotaxane with the stratum corneum of hairless rat skin and its increased permeation of indomethacin through the full-thickness skin were examined. Polyrotaxanes are well known as a supramolecular assembly in which many cyclic compounds are threaded onto a liner polymeric chain capped with bulky end-groups. The synthesis of biodegradable polyrotaxanes consists of three steps : the preparation of an inclusion complex consisting of α-cyclodextrins (αCDs) and amino-terminated poly(ethylene glycol) (PEG), the introduction of L-phenylalanine (L-Phe) at each complex terminal via peptide linkages, and the hydroxypropylation of αCDs in the polyrotaxanes. The hydroxypropylation of αCDs improved the solubility of the polyrotaxanes in PBS, pH 7.4. A decrease in the bound water content was observed at the stratum corneum treated by hydroxypropylated (HP-) polyrotaxanes. Further, enhanced permeation of indomethacin through the skin was observed by the treatment of HP-polyrotaxanes. These results suggest that a supramolecular structure of the polyrotaxane caused the exchange of water in polar lipids or some extraction of polar lipids from the stratum corneum to enhance indomethacin permeation. Further, such enhanced effect of the polyrotaxane on indomethacin permeation was also observed when the skin was treated from dermis side. This result suggests a possibility that the HP-polyrotaxane penetrates into the stratum corneum to enhance indomethacin permeation. The polyrotaxane can be dissociated into PEG and αCDs by degradation of the terminal moiety. Therefore, it is concluded that a feasible design of polyrotaxane terminals degradable at subcutaneous tissues provides excellent properties as an enhancer with a passive safety system. © 1997, THE JAPAN SOCIETY OF DRUG DELIVERY SYSTEM. All rights reserved.

  1997, Drug Delivery System, 12(2) (2), 89 - 94, English

  Scientific journal


• Synthesis and characterization of biodegradable polyrotaxane as a novel supramolecular-structured drug carrier

  T Ooya, N Yui

  Polyrotaxanes were synthesized as novel biodegradable polymers with supramolecular assembly and their properties evaluated in vitro. The synthesis of biodegradable polyrotaxanes consists of three steps: preparation of an inclusion complex consisting of alpha-cyclodextrins (alpha-CDs) and amino-terminated poly(ethylene glycol) (PEG); introduction of L-phenylalanine (L-Phe) at each complex terminal via peptide linkages; and hydroxypropylation of alpha-CDs in the polyrotaxanes. Succinimide ester of benzyloxycarbonyl-L-Phe was condensed with the terminal amino groups of the inclusion complex. H-1-NMR and GPC results showed that alpha-CDs were threaded onto a PEG chain and L-Phe moieties were introduced at each terminal of the PEG chain. Further, the amount of threaded alpha-CDs was found to be governed by the molecular weight of PEG. The hydroxypropylation of alpha-CDs improved the solubility of the polyrotaxanes in PBS (pH 7.4). The hydroxypropylated (HP-) polyrotaxanes were characterized by terminal peptide cleavage using papain. In vitro degradation of HP-polyrotaxanes revealed that HP-alpha-CDs threaded onto a PEG chain were released only when terminal peptide linkages were cleaved. Moreover, threaded HP-alpha-CDs onto a PEG chain was found to be completely released. Kinetics of terminal peptide cleavage were also evaluated by catalytic efficiency (k(cat)/K-m). The k(cat)/K-m values were found to be independent of the molecular weight of HP-polyrotaxanes but to be affected by terminal hydrophobic moieties. It is proposed that our designed polyrotaxanes are feasible as novel drug carriers.

  VSP BV, 1997, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 8(6) (6), 437 - 455, English

  [Refereed]

  Scientific journal


• Thermally switchable polyrotaxane as a model of stimuli-responsive supramolecules for nano-scale devices

  H Fujita, T Ooya, M Kurisawa, H Mori, M Terano, N Yui

  A polyrotaxane consisting of many P-cyclodextrins (beta-CDs) and a triblock copolymer of poly(ethylene glycol) (PEG) and poly(propylene glycol) (PPG) capped with bulky end-groups was synthesized as a model of stimuli-responsive supramolecules for nanoscale devices. The polyrotaxane was reversibly soluble-insoluble in water in response to temperature. This was achieved through the assembled and dispersed states of beta-CDs along the block copolymer. It is considered that intermolecular hydrogen bondings of beta-CDs, as well as the PEG segment length of the copoloymer, are predominant factors for regulating such thermally switchable behavior of the polyrotaxane.

  HUTHIG & WEPF VERLAG, Aug. 1996, MACROMOLECULAR RAPID COMMUNICATIONS, 17(8) (8), 509 - 515, English

  [Refereed]

  Scientific journal


• Novel design of biodegradable supramolecular assembly for drug delivery

  Tooru Ooya, Nobuhiko Yui

  The bioactivity of peptides is decreased during chemical modification since their surfaces are wrapped by polymers. To overcome this problem, polyrotaxane was used as a biodegradable supramolecular assembly for the study of chemical modification of drugs on polymer backbones. The most attractive character of this polymer is that drugs are introduced to biodegradable polymeric carrier and not covalently bound to a biodegradable moiety.

  Soc for Biomaterials, 1996, Transactions of the Annual Meeting of the Society for Biomaterials in conjunction with the International Biomaterials Symposium, 2, 470, English

  International conference proceedings


• Supramolecular-structured biodegradable polymer as a novel drug carrier

  T Ooya, N Yui

  CONTROLLED RELEASE SOCIETY INC, 1996, 23RD INTERNATIONAL SYMPOSIUM ON CONTROLLED RELEASE OF BIOACTIVE MATERIALS, 1996 PROCEEDINGS, 747 - 748, English

  [Refereed]

  International conference proceedings


• Novel design of supramolecular-structured biodegradable polymer for drug delivery

  N Yui, T Ooya

  SPRINGER-VERLAG, 1996, ADVANCED BIOMATERIALS IN BIOMEDICAL ENGINEERING AND DRUG DELIVERY SYSTEMS, 333 - 334, English

  [Refereed]

  International conference proceedings


• SYNTHESIS OF A BIODEGRADABLE POLYMERIC SUPRAMOLECULAR ASSEMBLY FOR DRUG-DELIVERY

  T OOYA, H MORI, M TERANO, N YUI

  A novel design of a biodegradable carrier for drug delivery was established by constructing a supramolecular assembly of drugs and polymer backbones without any covalent bonds. A biodegradable polyrotaxane was synthesized in which alpha-cyclodextrins (alpha-CDs) as drug carriers were threaded onto poly(ethylene glycol) chains which then were capped at each chain end by L-phenylalanine via peptide linkages. The release of alpha-CDs was observed only when the terminal peptide linkages were degraded.

  HUTHIG & WEPF VERLAG, Apr. 1995, MACROMOLECULAR RAPID COMMUNICATIONS, 16(4) (4), 259 - 263, English

  [Refereed]

  Scientific journal

• Biocompatible Metal Catalysts

  Tooru Ooya

  Lead, 18 Jun. 2020, Chemistry, 75(7) (7), 68 - 69, Japanese, 7507kagaku_ooya.pdf, No password

  Introduction scientific journal

  添付ファイルのURL


• Physicochemical Characteristics of Polyglycerol Dendrimers and Dendrons as Micro- and Nano-particles

  OOYA TOORU

  日本バイオマテリアル学会, Oct. 2015, バイオマテリアル－生体材料, 33(4) (4), 284 - 287, Japanese

  Introduction scientific journal


• Intermolecular Interaction Based on Branched Structure of Polyglycerols

  大谷 亨

  大阪工研協会, Jan. 2015, 科学と工業 = Science and industry, 89(1) (1), 2 - 8, Japanese


• ポリグリセロールデンドリマーの薬剤学的応用

  OOYA Tooru

  Jan. 2009, バイオマテリアル, Vol. 27, pp. 32-37, Japanese

  Introduction scientific journal


• Supramolecular control of polyplex dissociation and cell transfection: Efficacy of amino groups and threading cyclodextrins in biocleavable polyrotaxanes

  Atsushi Yamashita, Daizo Kanda, Ryo Katoono, Nobuhiko Yui, Tooru Ooya, Atsushi Maruyama, Hidetaka Akita, Kentaro Kogure, Hideyoshi Harashima

  A novel strategy for gene delivery using biocleavable polyrotaxanes, in which dimethylaminoethyl-modified alpha-cyclodextrins (DMAE-alpha-CDs) are threaded onto a poly(ethylene glycol) (PEG) chain capped with benzyloxycarbonyl-L-tyrosine via disulfide linkages (DMAE-SS-PRX), involves the formation of a stable polyion complex (polyplex) against a counter polyanion and the intracellular plasmid DNA (pDNA) release from the polyplex accompanied by the supramolecular dissociation of DMAE-SS-PRXs. In this study, we prepared biocleavable polyrotaxanes with different numbers of threading alpha-CD and amino (DMAE) groups to enhance the transfection activity of DMAE-SS-PRXs. 29DMAE-alpha 18-SS-PRX, in which the numbers of alpha-CD molecules and amino groups were 18 and 29 respectively, exhibited a high transfection activity compared with other PRXs. The transfection activity of DMAE-SS-PRXs seems to be related to the efficacy of pDNA release from those polyplexes, which was controlled by the number of alpha-CD and/or amino groups in the polyrotaxane carrier. Most of the DMAE-SS-PRX polyplexes released the pDNA only in the presence of both 10 mM DTT and of the counter-polyanion, as expected, except for 14DMAE-alpha 18-SS-PRX, which released pDNA in the absence of dextran sulfate once the DTT had been added to the polyplex solution. The transfection activity of 14DMAE-alpha 18-SS-PRX was significantly lower than that of 29DMAE-alpha 18-SS-PRX regardless of the above features. Confocal laser scanning microscopic (CLSM) observation suggested that the specific result for 14DMAE-alpha 18-SS-PRX might be due to a premature release of pDNA from the most dissociative 14DMAE-alpha 18-SS-PRX polyplex in the cytosol. Therefore, transfection activity seems to be related to an appropriate timing of pDNA release. (C) 2008 Elsevier B.V. All rights reserved.

  ELSEVIER SCIENCE BV, Oct. 2008, JOURNAL OF CONTROLLED RELEASE, 131(2) (2), 137 - 144, English

  [Refereed]


• 診断・治療に向けた標的指向性パーフルオロカーボンナノ微粒子

  OOYA Tooru

  Sep. 2008, 翻訳:ナノバイオテクノロジー ―未来を開く概念と応用―, pp.328-346, Japanese

  Others


• 細胞工学のためのマイクロ・ナノスケールでの細胞環境制御

  OOYA Tooru

  Sep. 2008, 翻訳:ナノバイオテクノロジー ―未来を開く概念と応用―, pp.311-327, Japanese

  Others


• Molecularly Imprinted Polymers: Covering from Molecular Level to Polymeric Material Level

  Tooru Ooya, Toshifumi Takeuchi

  Molecular imprinting has been extensively studied as a rational method of synthesizing artificial receptors that can specifically recognize target molecules. In this article, recent advances and development in molecular imprinting are described for creating the artificial receptors with functional features of polymeric materials, as well as the strategy of rational designs. © 2008, The Society of Polymer Science, Japan. All rights reserved.

  2008, Kobunshi, 57(11) (11), 903 - 906, English

  [Refereed]

  Introduction scientific journal


• シクロデキストリンと高分子の串刺し構造による標的指向性向上へのアプローチ

  OOYA Tooru, YUI Nobuhiko

  シーエムシー出版, Mar. 2007, バイオインダストリー, 24(3) (3), 28 - 34, Japanese

  Introduction scientific journal


• 人工臓器—最近の進歩・人工材料(有機)

  OOYA Tooru

  一般社団法人 日本人工臓器学会, 15 Dec. 2006, 人工臓器, 35(3) (3), 356 - 358, Japanese

  Introduction scientific journal


• Preparation of MPC-introduced polyrotaxanes and their solution properties

  Kunihiko Akita, Ryo Katoono, Nobuhiko Yui, Tooru Ooya, Tomohiro Konno, Kazuhiko Ishihara

  We prepared polyrotaxanes consisting of α-CDs and PEG to introduce MPC units into hydroxyl groups of α-CDs. The solution properties of their polyrotaxanes were investigated by NMR and DLS.

  01 Dec. 2006, Polymer Preprints, Japan, 55, 5340 - 5341


• Regulation of Biomolecular Interactions via Supramolecular Formation of Cyclodextrin Derivatives

  OOYA Tooru

  24 May 2006, 高分子学会予稿集, 55(1) (1), 115 - 117, Japanese


• Synthesis and applications of polyrotaxane-based biomaterials

  OOYA Tooru

  日本バイオマテリアル学会, 15 May 2006, Journal of Japanese Society for Biomaterials, 24(3) (3), 209 - 215, Japanese

  Introduction scientific journal


• 25pPSB-31 Study of hydration structure of water molecules adsorbed on a glass surface by optical sum-frequency generation (SFG)

  Sano H., Yoshida H., Oosugi T., Murakami T., Takagawa Y., Ooya T., Yui N., Mizutani G.

  The Physical Society of Japan, 2006, Meeting Abstracts of the Physical Society of Japan, 61(0) (0), 755 - 755, Japanese


• Molecular recognition of mobile cyclodextrin-linked pH-sensitive polyrotaxane

  HS Choi, A Takahashi, T Ooya, N Yui

  AMER CHEMICAL SOC, Aug. 2005, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 230, U1208 - U1209, English

  Summary international conference


• Synthesis of amphiphilic poly(ethylene glycol)-block-poly(ethylenimine) copolymers for supramolecular assembling system.

  YK Joung, HS Choi, T Ooya, N Yui

  AMER CHEMICAL SOC, Mar. 2005, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 229, U749 - U749, English

  Summary international conference


• Synthesis of poly(e-lysine)-grafted dextrans and their PH- and thermosensitive hydrogelation with cyclodextrins.

  HS Choi, K Yamamoto, T Ooya, N Yui

  AMER CHEMICAL SOC, Mar. 2005, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 229, U942 - U942, English

  Summary international conference


• Design of stimuli-responsive supramolecular assembly based on cooperative host-guest interactions.

  HS Choi, T Ooya, N Yui

  AMER CHEMICAL SOC, Mar. 2005, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 229, U987 - U987, English

  Summary international conference


• Cooperative effects caused by dual complexation in the supramolecular assembly containing a cationic host and an anionic guest

  HS Choi, T Ooya, N Yui

  AMER CHEMICAL SOC, Mar. 2004, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 227, U869 - U869, English

  Summary international conference


• Supramolecular design of biomaterials: Great mobility of ligands in polyrotaxanes contributes to enhanced multivalent interaction with binding proteins.

  M Eguchi, T Ooya, NH Yui

  AMER CHEMICAL SOC, Mar. 2004, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 227, U869 - U869, English

  Summary international conference


• Polypseudorotaxanes based on biodegradable poly(L-lactic acid)/poly(ethylene glycol) multiblock copolymers.

  HS Choi, T Ooya, S Sasaki, N Yui, Y Ohya, T Nakai, T Ouchi

  AMER CHEMICAL SOC, Mar. 2004, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 227, U834 - U834, English

  Summary international conference


• 27aWE-6 Hydration structure of sacchharide-polyrotaxane conjugates

  Hirose H., Sano H., Mizutani G., Eguchi S., Ooya T., Yui N.

  The Physical Society of Japan, 2004, Meeting Abstracts of the Physical Society of Japan, 59(0) (0), 347 - 347, Japanese


• Design of polyrotaxanes as supramolecular conjugates for cells and tissues

  Nobuhiko Yui, Tooru Ooya

  This research focuses on the supramolecular challenge of enhancing multivalent binding between ligands and proteins or biological receptors on cell surfaces. Our special interest is using supramolecular-structured polymers, namely, polyrotaxanes consisting of ligand-immobilized α-cyclodextrins (α-CDs) threaded onto a poly(ethylene glycol) (PEG) chain capped at both terminals with bulky end groups via biodegradable linkages. The structural characteristics of these polyrotaxanes involve sliding and rotational motion of the ligands immobilized on α-CDs along a PEG chain, thus facilitating access to binding sites on proteins. This approach provides a novel biomaterial design in the field of drug delivery and tissue engineering.

  Springer Japan, 2004, Journal of Artificial Organs, 7(2) (2), 62 - 68, English

  [Refereed]

  Book review


• Idea and Experience from Newley Established University and Laboratory

  OOYA Tooru

  The Society of Polymer Science, Japan, 01 Nov. 2003, Kobunshi, 52(11) (11), 850 - 850, Japanese

  Others


• Raman observation of water clusters in aqueous solutions of polyrotaxane including various number of cyclic molecules

  Hirose H., Sano H., Mizutani G., Eguchi S., Ooya T., Yui N.

  The Physical Society of Japan, 2003, Meeting Abstracts of the Physical Society of Japan, 58(0) (0), 297 - 297, Japanese


• Book Review: Dendrimers and Other Dendritic Polymers, Jean M. J. Fr�chet and Donald A. Tomalia, Eds., John Wiley & Sons, Inc., 2001

  OOYA Tooru

  Dec. 2002, Pharmaceutical Research, Vol. 19, pp. 783-784, English

  Others


• ポリロタキサン型超分子構造システムの医療への応用

  OOYA Tooru, YUI Nobuhiko

  Nov. 2002, 医学のあゆみ, Vol. 199, pp. 783-784, Japanese

  Introduction scientific journal


• Star-shaped poly(ethylene glycol monomethacrylate) and polyglycerol dendrimers as new drug delivery systems.

  T Ooya, J Lee, K Park

  AMER CHEMICAL SOC, Aug. 2002, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 224, U482 - U482, English

  Summary international conference


• Supramolecular-structured hydrogel by inclusion complexation of poly(ethylene glycol) grafted dextran with alpha-cyclodextrin.

  KM Huh, T Ooya, WK Lee, S Sasaki, N Yui

  AMER CHEMICAL SOC, Aug. 2001, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 222, U319 - U319, English

  Summary international conference


• Novel biodegradable poly (ethylene glycol) scaffolds containing polyrotaxanes for cartilage tissue engineering.

  WK Lee, T Ichi, T Ooya, M Katoh, T Yamamota, N Yui

  AMER CHEMICAL SOC, Aug. 2001, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 222, U318 - U318, English

  Summary international conference


• pH dependent inclusion complexation of poly(epsilon-lysine) with alpha-cyclodextrin.

  KM Huh, T Ooya, S Sasaki, N Yui

  AMER CHEMICAL SOC, Aug. 2001, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 222, U318 - U318, English

  Summary international conference


• New concept of multivalent ligands: Polyrotaxane-dipeptide conjugates as a specific inhibitor of intestinal peptide transporter PepT1.

  T Ooya, T Kawashima, Tamai, I, Y Saito, Y Sai, A Tsuji, N Yui

  AMER CHEMICAL SOC, Aug. 2001, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 222, U318 - U318, English

  Summary international conference


• Polyrotaxanes with Molecular Recognition Functions

  OOYA Tooru

  The Society of Polymer Science, Japan, 01 Jul. 2001, Kobunshi, 50(7) (7), 456 - 456, Japanese

  Introduction scientific journal


• ポリロタキサン構造に着目した医用材料設計

  OOYA Tooru, YUI Nobuhiko

  エヌ・ティー・エス, Mar. 2001, 未来材料, 1(3) (3), 26 - 32, Japanese

  Introduction scientific journal


• 超分子構造を利用した新規アクチュエーター用材料の研究

  IKEDA Taichi, FUJITA Hiroaki, OOYA Tooru, YUI Nobuhiko

  高分子刊行会, Jul. 2000, 高分子加工, 49(7) (7), 307 - 312, Japanese

  Introduction scientific journal


• Polymeric Functions an Determined from Supramolecular-Structured Cyclodextrins

  YUI Nobuhiko, OOYA Tooru

  Hydrophobic cavities of cyclodextrins render them capable of accommodating various guest molecules of not only lower molecular weight compounds but certain polymers with consequent inclusion complex formation. This review presents our recent studies : polymeric functions based on supramolecular-structured cyclodextrin. Polyrotaxanes as supramolecular-structured polymers were characterized for usefulness as drug carriers, implantable material, and stimuli-responsive material. Polyrotaxanes may be defined as many cyclodextrins threaded onto a polymeric chain capped with bulky-end groups. The important features of the polyrotaxanes are (i) non-covalent bonds between CDs and linear polymeric main chains, (ii) rod-like structures and (iii) chemical modification of CDs in polyrotaxanes. These chemical characteristics of noncovalent bonds give rise to supramolecular dissociation when terminal blocking-groups are eliminated and to sliding of CDs along linear polymeric main chains. New molecular architectures such as polyrotaxanes are found in the present study to be important for the expressing of polymeric functions in biomedical and smart materials.

  Japan Oil Chemists' Society, 20 May 2000, Journal of Japan Oil Chemists' Society, 49(5) (5), 471 - 478, Japanese

  Introduction scientific journal


• ポリロタキサン構造を利用した薬物担体の設計アプローチ

  OOYA Tooru

  10 May 2000, Drug Delivery Systems, 15(3) (3), 208 - 209, Japanese

  Others


• Raman scattering study of ordered structure of water molecules around pseudo-polyrotaxane

  Sano H., Kuze T., Ichi T., Mizutani G., Ushioda S., Ooya T., Yui N.

  The Physical Society of Japan, 2000, Meeting Abstracts of the Physical Society of Japan, 55(0) (0), 279 - 279, Japanese


• 超分子構造を有する生医学高分子材料の分子設計とインテリジェント機能

  YUI Nobuhiko, OOYA Tooru

  多数の環状分子空洞部を貫通した線状高分子の両末端を嵩高い分子でキャップしたポリロタキサンの超分子構造を生医学高分子材料の設計に取り入れると, 新しいインテリジェント機能を創成することができる。両末端に生分解性基を導入した生分解性ポリロタキサンは, 酵素的あるいは非酵素的加水分解に伴う超分子構造の解離による薬物放出機能もしくは生体組織再生後の材料消失機能を制御可能とする。また, 線状高分子と環状分子との相互作用を外部刺激により制御可能な分子設計にすると, 筋肉様の滑り運動をナノスケールで実現できる。

  公益社団法人 日本化学会, 2000, 化学と教育, 48(11) (11), 728 - 731, Japanese

  Introduction scientific journal


• 組織工学材料を目指した生分解性ポリロタキサンの設計

  WATANABE Junji, OOYA Tooru, YUI Nobuhiko

  高分子刊行会, May 1999, 高分子加工, Vol. 48, pp. 98-104(5) (5), 209 - 215, Japanese

  Introduction scientific journal


• Supramolecular-structured polymers for drug delivery

  N Yui, T Ooya

  AMER CHEMICAL SOC, Mar. 1999, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 217, U565 - U565, English

  Summary international conference


• Temperature-dependent localization of cyclodextrins threaded onto a poly(ethylene glycol)-poly(propylene glycol) triblock-copolymer in a polyroptaxane

  T Ooya, H Fujita, N Yui

  AMER CHEMICAL SOC, Mar. 1999, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 217, U606 - U606, English

  Summary international conference


• 生体内分解性超分子

  OOYA Tooru, YUI Nobuhiko

  シ-エムシ-, Jan. 1998, 機能材料, Vol. 18, pp. 56-67(1) (1), 56 - 67, Japanese

  Introduction scientific journal


• 時間制御型DDSを目指した生体内分解性高分子

  OOYA Tooru, YUI Nobuhiko

  バイオインダストリ-協会, Mar. 1996, バイオサイエンスとインダストリー, Vol. 54, pp. 25-28(3) (3), 25 - 28, Japanese

  Introduction scientific journal

• Supramolecular Chemistry in Corrosion and Biofouling Protection

  Tooru Ooya, Ik Sung Cho

  Contributor, Chapter 04 Supramolecular self-healing gels, CRC Press, Jan. 2022, English, Supramolecular hydrogels have a unique crosslinked structure because of utilizing supramolecular binding motifs including dynamic covalent bonds (Schiff-base linkage, Diels–Alder reaction, disulfide exchange reaction, and boronic ester formation) and noncovalent bonds (hydrogen bonding, electrostatic interactions, hydrophobic interactions, and host–guest interactions). When the supramolecular binding motifs can act as dynamic crosslinks, the supramolecular hydrogels can have a function of self-healing that is defined as healing damages, restoring itself to normality intrinsically. By a combination of double network structure or slide-ring structure such as polyrotaxanes with the supramolecular binding motifs, the supramolecular self-healing hydrogels become tough, which is capable of long-term use for various applications. These supramolecular self-healing hydrogels have been developed for biomedical and industrial applications, including tissue engineering, corrosion, and biofouling., Co-authored internationally, ISBN: 9780367769024

  Scholarly book


• 酵素利用技術体系 第4編・第6節

  TAKEUCHI Toshifumi, OOYA Tooru

  Joint work, NTS, 2010, Japanese

  Scholarly book


• ナノ空間材料の創製と応用

  TAKEUCHI Toshifumi, OOYA Tooru

  Joint work, フロンティア出版, Nov. 2009, Japanese

  Scholarly book


• 次世代医療のための高分子材料工学

  OOYA Tooru

  Single work, シーエムシー, 2008, Japanese

  Scholarly book


• Nanotechnology for Cancer Therapy

  S. C. Lee, OOYA Tooru, K. M. Huh, K. Park

  Joint work, CRC Press LLC, Jan. 2007, English

  Scholarly book


• The MML Series volume 7: Smart Nano and Microparticles

  OOYA Tooru, N. Yui

  Joint work, Kentus Books, Nov. 2006, English

  Scholarly book


• Nanocarrier technologies: Frontiers of nanotherapy

  OOYA Tooru, S. C. Lee, K. M. Huh, K. Park

  Joint work, Springer-Verlag, Oct. 2006, English

  Scholarly book


• Encyclopedia of pharmaceutical technology second edition

  K. M. Huh, OOYA Tooru, S. C. Lee, K. Park

  Joint work, Marcel Dekker, Oct. 2006, English

  Scholarly book


• Cyclodextrin materials photochemistry, photophysics, and photobiology

  OOYA Tooru

  Joint work, Elsevier Science, Sep. 2006, English

  Scholarly book


• 14 The MML series volume 7: Smart nano and microparticles

  OOYA Tooru, N. Yui

  Joint work, Citus Books, Jun. 2006, English

  Scholarly book


• 研究哲学

  水谷五郎, OOYA Tooru

  Joint work, JAIST Press, Dec. 2005, Japanese

  General book


• Biomaterial for delivery and targeting of proteins and nucleic acids

  OOYA Tooru, K. Park

  Joint work, CRC Press LLC, Dec. 2005, English

  Scholarly book


• ナノバイオエンジニアリングマテリアル

  OOYA Tooru

  Joint work, フロンティア出版, Mar. 2004, Japanese

  Scholarly book


• Reflexive polymers and hydrogels: Understanding and designing fast-responsive polymeric systems

  N. Yui, OOYA Tooru

  Joint work, CRC Press LLC, Mar. 2004, English

  Scholarly book


• Supramolecular design for biological applications

  N. Yui, OOYA Tooru

  Joint work, CRC Press LLC, Mar. 2002, English

  Scholarly book


• Biomedical polymers and polymer therapeutics

  OOYA Tooru, N. Yui

  Joint work, Plemun Publishers, Feb. 2001, English

  Scholarly book


• バイオミメティックスハンドブック

  YUI Nobuhiko, OOYA Tooru

  Joint work, エヌ・ティー・エス, Sep. 2000, Japanese

  Scholarly book


• Biomaterials and drug delivery toward new millennium

  J. Watanabe, OOYA Tooru, K. D. Park, Y. H. Kim, N. Yui

  Joint work, Han Rim Won Publishing Co., Sep. 2000, English

  Scholarly book


• Precision polymers and nano-organized systems

  H. Fujita, OOYA Tooru, N. Yui

  Joint work, 講談社サイエンティフィック, Jul. 2000, English

  Scholarly book


• ACS symposium series No. 752 Controlled drug delivery: Designing technologies for the future

  OOYA Tooru, N. Yui

  Joint work, アメリカ化学会, Jun. 2000, English

  Scholarly book


• 機能性超分子の設計と将来展望

  YUI Nobuhiko, OOYA Tooru

  Joint work, シーエムシー, Oct. 1998, Japanese

  Scholarly book


• Advances in polymeric biomaterials science

  OOYA Tooru, N. Yui

  Joint work, シーエムシー, Oct. 1997, English

  Scholarly book


• Design of biodegradable polyrotaxanes for biomedical applications

  OOYA Tooru

  Single work, 北陸先端科学技術大学院大学博士学位論文, Sep. 1997, English

  Others


• Design of biodegradable polyrotaxanes and thier biomedical properties

  大谷, 亨

  Tooru Ooya, 1997, English


• Advanced biomedical polymers in biomedical engineering and drug delivery systems

  OOYA Tooru, N. Yui

  Joint work, Springer, Jan. 1996, English

  Scholarly book

• Dissolution of polyrotaxane gels aggregated by multivalent hydrogen bonding in water

  田中清貴, 大谷 亨

  第68回高分子研究発表会（神戸）, Jul. 2022, Japanese

  Oral presentation


• Analysis of rapid gelation phenomenon by combination of glycol chitosan and polyol

  川崎 詩步, 大谷 亨

  第68回高分子研究発表会（神戸）, Jul. 2022, Japanese

  Oral presentation


• Gelation of Hyperbranch Glycerol-Modified Polyrotaxanes via Hydrogen Bonding and Those Bioerosion

  田中清貴, 大谷 亨

  第71回高分子学会年次大会, May 2022, Japanese

  Poster presentation


• Supramolecular Hydrogel Formation Between Polyamines and Polyglycerol Dendrimers

  川崎 詩步, 大谷 亨

  第71回高分子学会年次大会, May 2022, Japanese

  Poster presentation


• Self-assembly of Copolymers Consisting of a Glycerol-based Monomer and a Vitamin E Monomers

  劉 暁渓, 松田 萌美, 大谷 亨

  第71回高分子学会年次大会, May 2022, English

  Poster presentation


• Influence of Polyglycerol Addition on Physical Properties of Poly(vinyl alcohol) Hydrogels

  Ayano Yamamoto, Tooru Ooya

  第71回高分子学会年次大会, May 2022, English

  Oral presentation


• 生体親和性分子の化学構造と中間水との相関性に関する研究

  木下裕貴, 大谷 亨

  若手フロンティア研究会2021, Dec. 2021, Japanese

  Poster presentation


• Hyperbranchd Polyglycerol-Modified Cyclodextrins for Biomedical Applications

  Tooru Ooya

  The 2021 International Chemical Congress of Pacific Basin Societies (Pacifichem 2021), Dec. 2021, English

  [Invited]

  Invited oral presentation


• Design of water-soluble vanadium catalyst for intracellular synthesis of purpurogallin

  Moeka Omoya, Nobuyasu Fukui, Yudai Kozono, Tooru Ooya

  日本バイオマテリアル学会関西ブロック 第16回若手研究発表会, Dec. 2021, Japanese

  Oral presentation


• Hyperbranched polyglycerol-graft-γ-cyclodextrin as a boron carrier for BNCT

  Kosaku Sugira, Kotoko Itao, Taisei Kanai, Yoshinori Sakurai, Yu Sanada, Shin-ichiro Masunaga, Takeshi Nagasaki, Tooru Ooya

  日本バイオマテリアル学会関西ブロック 第16回若手研究発表会, Dec. 2021, Japanese

  Oral presentation


• Evaluation of water-soluble artificial catalyst aiming at intracellular synthesis of anticancer drug

  Nobuyasu Fukui, Moeka Omoya, Yudai Kozono, Tooru Ooya

  第43回日本バイオマテリアル学会大会, Nov. 2021, Japanese

  Oral presentation


• A copolymer containing vitamin E and monosaccharide induced cell death toward breast cancer cells

  松田萌美, 北爪琢哉, 遊佐真一, 川内敬子, 大谷 亨

  第43回日本バイオマテリアル学会大会, Nov. 2021, Japanese

  Oral presentation


• Optimization of Epigallocatechin Gallate-Modified Gold Nanoparticles for High Tumor Accumulation

  C. Wakayama, N. Gan, S. Inubushi, M. Baba, H. Tanino, T. Ooya

  The 43rd Japan Society for Biomaterials and the 8th Asian Biomaterials Conference (8th ABMC), Nov. 2021, English

  Oral presentation


• Dendritic Polyglycerols: Correlation Between Chemical Structure, Hydration States and Plasma Protein Adsorption

  Tooru Ooya, Moe Yamazaki, Midori Goda, Yuki Kinoshita, Daiki Murakami, Masaru Tanaka

  The 43rd Japan Society for Biomaterials and the 8th Asian Biomaterials Conference (8th ABMC), Nov. 2021, English

  Oral presentation


• グルクロン酸修飾過酸化チタンナノ粒子による細胞損傷効果 の検討

  森下 琢麻, 川元 皓貴, 鷲尾 周, 森田 健太, 西村 勇哉, 大谷 亨, 近藤 昭彦, 荻野 千秋

  第73回日本生物工学会大会(2021), Oct. 2021, Japanese

  Oral presentation


• Evaluation of hyperbranched polyglycerol-graft-γ-cyclodextrin for neutron capture therapy

  杉浦幸作, 板尾琴子, 金井大成, 櫻井良憲, 真田 悠, 増永 慎一郎, 長崎 健, 大谷 亨

  第37回シクロデキストリンシンポジウム, Sep. 2021, Japanese

  Oral presentation


• 選択的がん細胞死を誘導するグルコース-ビタミン E 共重合体の 分子設計

  松田萌美, 北爪琢哉, 遊佐真一, 大谷 亨

  第67回高分子研究発表会(神戸）, Jul. 2021, Japanese

  Poster presentation


• 単糖モノマーとビタミンEモノマーのランダム共重合体による がん細胞に選択的な細胞死の誘発

  松田萌美, 北爪 琢哉, 大谷 亨

  第70回高分子学会年次大会, May 2021, Japanese

  Poster presentation


• ハイパーブランチポリグリセロールに配位したバナジウム錯体のペルオキシダーゼ様酸化触媒反応の評価

  面屋 萌加, 福井 伸泰, 大谷 亨

  日本化学会 第101春季年会 (2021), Mar. 2021, Japanese

  Oral presentation


• ポリエチレングリコール修飾過酸化チタンナノ粒子の構築と細胞損傷への利用

  森下 琢麻, 川元 皓貴, 小寺澤 翔太, 大谷 亨, 西村 勇哉, 森田 健太, 近藤 昭彦, 荻野 千秋

  第23回化学工学会学生発表会, Mar. 2021, Japanese

  Oral presentation


• 分子量分布のない中分子の官能基と水和構造との相関性に関する研究

  木下 裕貴, 合田 碧, 大谷 亨

  日本バイオマテリアル学会関西ブロック 第15回若手研究発表会, Mar. 2021, Japanese

  Oral presentation


• 水の構造に着目したデンドリティックグリセロールの血液適合性評価

  大谷 亨, 山崎 萌, 村上大樹, 田中 賢

  第69回高分子討論会, Sep. 2020, Japanese

  Oral presentation


• 枝分かれポリグリセロールバナジウム錯体の細胞内触媒能評価

  福井 伸泰, 大谷 亨

  第66回高分子研究発表会(神戸）, Jul. 2020, Japanese

  Poster presentation


• 緑茶カテキン類を修飾した超分子材料の細胞認識

  若山千紘, Ning Gan, 大谷 亨

  第66回高分子研究発表会(神戸）, Jul. 2020, Japanese

  Poster presentation


• Study of Polymeric Films Prepared by Amphiphilic Copolymers of Glycerol Dendrons

  Tooru Ooya, Satoshi, Hirakawa, Midori Goda

  the 69th SPSJ Annual Meeting, May 2020, Japanese

  Oral presentation


• Polysaccharides-based Docking Hydrogels Bearing Biodegradable and Robust Functions

  Tooru Ooya, Ik Sung Cho, Kazune Oda

  Materials Research Meeting 2019, Dec. 2019, English, International conference

  [Invited]

  Invited oral presentation


• Design of Biofunctional Soft Matter by Using Dendritic Polyglycerols

  Tooru Ooya

  Mahidol- Kobe Workshop, Nov. 2019, English

  Public discourse


• Enhancement of Nitric Oxide Production in Macrophage-Like Cells by Dendrimer/L-Arg Complex

  Ryu Sakemoto, Tooru Ooya

  第41回日本バイオマテリアル学会, Nov. 2019, Japanese


• Cyclodextin-based bio-functional materials: from nanoparticles to self-healing hydrogels

  Tooru Ooya

  2nd NANOPD meeting, Nov. 2019, English, Hungary, International conference

  [Invited]

  Nominated symposium


• Regulation of protein release and activity by combination of PEG and polysaccharides

  Tooru OOYA, Ari YAMAMOTO, Ryo ADAMI, Yuta HORIBE, Kazune ODA, Midori GODA

  第68回高分子討論会（福井）, Sep. 2019, Japanese

  Poster presentation


• Self-healing polysaccharide hydrogels that tune cell adhesion

  Ik Sung Cho, Tooru Ooya

  第68回高分子討論会（福井）, Sep. 2019, Japanese

  Oral presentation


• Influence of Cyclodextrin Inclusion Phenomena onn Protein Partition in Aqueous Two Phase System

  Tooru Ooya, Kazuhiro Yamamoto

  第36回シクロデキストリンシンポジウム（神戸）, Sep. 2019, Japanese

  Oral presentation


• Effect of hyperbranchd polyglycerol-modified cyclodextrin on solubilization of retinoic acid ester derivatives

  Shiori OCHIAI, Tooru OOYA

  第36回シクロデキストリンシンポジウム（神戸）, Sep. 2019, Japanese

  Poster presentation


• Evaluation of the influence on cellular uptake of a boron cluster by folate-modified hyperbranched polyglycerol-graft-γ-cyclodextrin derivatives

  Kosaku Sugiura, Tooru Ooya

  第36回シクロデキストリンシンポジウム（神戸）, Sep. 2019, Japanese

  Poster presentation


• Cell encapsulation and proliferation in polyrotaxane-based self-healing hydrogel

  Ik Sung Cho, Tooru Ooya

  第36回シクロデキストリンシンポジウム（神戸）, Sep. 2019, English

  Oral presentation


• Design of a prodrug composed of retinoic acid and polyphenol

  Shiori Ochiai, Tooru Ooya

  日本バイオマテリアル学会関西ブロック 第14回若手研究発表会（大阪）, Sep. 2019, Japanese

  Poster presentation


• Properties of PEG dispersed hyaluronic acid cross-linked hydrogel encapsulating basic fibroblast growth factor

  Midori GODA, Tooru Ooya

  日本バイオマテリアル学会関西ブロック 第14回若手研究発表会（大阪）, Sep. 2019, Japanese

  Poster presentation


• Study on Selective Cellular Uptake of Epigallocatechin-3-gallate-Modified Gold Nanoparticles with Different Sizes and Morphology

  Ning Gan, Tooru Ooya

  International Congress on Pure & Applied Chemistry Yangon (ICPAC Yangon 2019), Aug. 2019, English

  Oral presentation


• Design of Biofunctional Soft Matter by Using Dendritic Polyglycerols

  Tooru Ooya

  International Congress on Pure & Applied Chemistry Yangon (ICPAC Yangon 2019), Aug. 2019, English

  [Invited]

  Invited oral presentation


• Extremely Soft Biocompatible Polysaccharide-based Self-healing Slide-ring Hydrogel

  Ik Sung Cho, Tooru Ooya

  International Congress on Pure & Applied Chemistry Yangon (ICPAC Yangon 2019), Aug. 2019, English, International conference

  Oral presentation


• 体内に移植した細胞・組織に新たな血管を誘導する技術

  OOYA Tooru

  新技術説明会, Aug. 2019, Japanese, JST, JST東京本部別館1Fホール, Domestic conference

  Others


• 化学的視点からのがん治療アプローチ: 薬物あり・なしで効く生体材料の設計

  OOYA Tooru

  神戸医療産業都市クラスター交流会, Jun. 2019, Japanese, Domestic conference

  [Invited]

  Public discourse


• Polyrotaxane-based self-healing hydrogel for the tissue engineering

  CHO IkSung, OOYA Tooru

  第68回高分子学会年次大会, May 2019, English, Domestic conference

  Oral presentation


• Novel Amphiphilic Copolymers of Methacrylate-POSS in Combination with MPC monomer for Pharmaceutical Applications

  CHAETTERJEE Suchismita, OHSHIO Maho, YUSA Shin-ichi, OOYA Tooru

  第68回高分子学会年次大会, May 2019, English, Domestic conference

  Oral presentation


• Vanadium Coordinated with Polyglycerol Dendrimers for in situ Anticancer Drug Synthesis

  KOZONO Yudai, OOYA Tooru

  第68回高分子学会年次大会, May 2019, Japanese, Domestic conference

  Oral presentation


• Design of Biofunctional Soft Materials by Using Dendritic Polyglycerols and Polysaccharides

  Tooru Ooya

  Invited Lecture on National Cheng Kung University, Apr. 2019, English

  [Invited]

  Public discourse


• Polyglycerol-based Soft Materials for Biomedical Applications

  Tooru Ooya

  Invited Lecture on I-Shou University, Apr. 2019, English

  [Invited]

  Public discourse


• Design of Biofunctional Soft Materials by Using Dendritic Polyglycerols and Polysaccharides

  Tooru Ooya

  Invited Lecture on National University of Kaohsiung, Apr. 2019, English

  [Invited]

  Public discourse


• Study on Artificial Catalytic Function of Vanadium Coordinated with Dendritic Molecules for in situ Anticancer Drug Synthesis

  OOYA Tooru, KOZONO Yudai

  日本化学会第99春季年会(2019), Mar. 2019, English

  Oral presentation


• ビタミンA誘導体の物性・生化学的機能評価

  落合汐織, 大谷 亨

  2018年度合同研究発表会, Dec. 2018, Japanese

  Oral presentation


• 多糖とポリエチレングリコールの二層分離制御に関する研究

  合田 碧, 大谷 亨

  2018年度合同研究発表会, Dec. 2018, Japanese

  Oral presentation


• リガンド導入数制御を目指したγ-シクロデキストリン誘導体の分子設計

  杉浦幸作, 大谷 亨

  第40回日本バイオマテリアル学会大会, Nov. 2018, Japanese

  Poster presentation


• ポリエチレングリコール修飾ヒアルロン酸のミクロ相分離現象に基づいたタンパク質保持

  小田和音, 安富 諒, 大谷 亨

  第40回日本バイオマテリアル学会大会, Nov. 2018, Japanese

  Poster presentation


• 中間水を有する枝分かれポリグリセロールの中性子散乱法による水和状態解析

  山崎 萌, 杉本 洋輔, 大谷 亨, 田中 賢

  第40回日本バイオマテリアル学会大会, Nov. 2018, Japanese

  Poster presentation


• L-アルギニンキャリアとしてのポリグリセロールデンドリマーの分子設計

  酒元 竜, 大谷 亨

  第40回日本バイオマテリアル学会大会, Nov. 2018, Japanese

  Poster presentation


• Novel Biocompatible Polysaccharide-based Self-healing Slide-ring Hydrogel

  CHO Ik Sung, OOYA Tooru

  第40回日本バイオマテリアル学会大会, Nov. 2018, Japanese

  Poster presentation


• EGCG-Modified Nanoparticles for Apoptosis

  GAN Ning, OOYA Tooru

  第40回日本バイオマテリアル学会大会, Nov. 2018, Japanese

  Poster presentation


• γ-シクロデキストリンの枝分かれグリセロール修飾による超分子集合体サイズ制御

  大谷 亨, 山本 一裕

  第40回日本バイオマテリアル学会大会, Nov. 2018, Japanese

  Oral presentation


• 動的 平衡現象を利用した 複数刺激応答性マテリアル

  大谷 亨

  平成30年度 第2回「メディショナルナノテク研究会」, Oct. 2018, Japanese


• An Injectable and Self-Healing Hydrogel Consisting of a Glycol Chitosan and an Oxidized Dextran for Spatiotemporal Protein Release

  CHO Ik Sung, OOYA Tooru

  14th International Chitin and Chitosan Conderence (ICCC) and12th Asis-Pacific Chitin and Chitosan Symposium (APCCS), Aug. 2018, English

  Poster presentation


• Supramolecular Hydrogelation by Mixing Two Kinds of Aqueous Solutions Consisting of Glycegol Chitosan and Polyglycerol Dendrimer

  CHO Ik Sung, OOYA Tooru

  14th International Chitin and Chitosan Conderence (ICCC) and12th Asis-Pacific Chitin and Chitosan Symposium (APCCS), Aug. 2018, English

  Poster presentation


• ヒアルロン酸をベースとした医用マテリアルの開発と応用展開

  大谷 亨

  平成30年度第１回金沢大学医学保健領域産婦人科貴和会研究セミナー, Jul. 2018, Japanese

  [Invited]


• ポリエチレングリコールグラフトヒアルロン酸架橋ゲルの特性

  小田和音, 大谷 亨

  日本バイオマテリアル学会関西ブロック 第15回若手研究発表会, Jul. 2018, Japanese

  Poster presentation


• デンドリティックポリグリセロールの水和特性解析

  山崎 萌, 大谷 亨

  日本バイオマテリアル学会関西ブロック 第14回若手研究発表会, Jul. 2018, Japanese

  Poster presentation


• Cytotoxicity of Epigallocatechin Gallate-Modified Gold Nanoparticles

  GAN Ning, OOYA Tooru

  日本バイオマテリアル学会関西ブロック 第13回若手研究発表会, Jul. 2018, Japanese

  Poster presentation


• ポリグリセロールデンドリマーによる含窒素化合物の認識とその応用可能性

  大谷 亨

  2018年度 関西大学先端高分子化学研究室 講演会, Jul. 2018, Japanese


• 中性子散乱法による親水性歯科用分子素材の水和構造解析

  小里 達也, 山崎 萌, 大谷 亨

  平成30 年度J-PARC MLF 産業利用報告会, Jul. 2018, Japanese

  Poster presentation


• 細胞増殖因子とポリエチレングリコール含有ヒアルロン酸架橋ゲルの組み合わせによる３次元組織構築

  堀部雄太, 小田和音, 上妻雅, 中島忠章, 友岡康弘, 大谷 亨

  第47回医用高分子シンポジウム, Jul. 2018, Japanese

  Oral presentation


• がん細胞指向性γ-シクロデキストリンのホウ素薬剤モデル包接特性

  杉浦幸作, 山本一裕, 大谷 亨

  第65回 高分子研究発表会 (神戸), Jul. 2018, Japanese

  Poster presentation


• ポリエチレングリコール鎖導入ヒアルロン酸架橋ゲルの力学特性及び生分解特性の解析

  小田和音, 堀部雄太, 大谷 亨

  第65回 高分子研究発表会 (神戸), Jul. 2018, Japanese

  Poster presentation


• 中性子散乱法によるデンドリティックポリグリセロールとゲスト分子間相互作用

  山崎 萌, 杉本 洋輔, 大谷 亨

  第64回 高分子研究発表会 (神戸), Jul. 2018, Japanese

  Oral presentation


• POSS- 2-(methacryloyloxy)ethyl phosphorylcholine (MPC)-based copolymers for controlling surface and bulk properties

  CHATTERJEE Suchismita, 松本拓也, 西野 孝, 大谷 亨

  第64回 高分子研究発表会 (神戸), Jul. 2018, English

  Oral presentation


• Polyglycerol Dendrimer-Based Supramolecular Hydrogels in Combination with Glycol Chitosan

  CHO Ik Sung, OOYA Tooru

  APSMR Annual Meeting, Jul. 2018, English

  Poster presentation


• Study on Solubility of Paclitaxel using Element Block Methacrylate-POSS-based 2-(Methacryloyloxy)ethyl Phosphorylcholine (MPC) Copolymer

  CHATTERJEE Suchismita, OOYA Tooru

  APSMR Annual Meeting, Jul. 2018, English

  Poster presentation


• Polyglycerol-Based Supramolecular Chemistry: Analysis of Water States and Molecular Recognition

  OOYA Tooru

  APSMR Annual Meeting, Jul. 2018, English

  Keynote oral presentation


• 分岐度の異なるデンドリティックポリグリセロールの超分子ホスト分子としての評価

  山崎 萌, 杉本 洋輔, 大谷 亨

  第67回 高分子学会年次大会, May 2018, Japanese

  Oral presentation


• 細胞増殖因子の活性保持を促すポリエチレングリコール鎖導入ヒアルロン酸架橋ゲルの評価

  堀部雄太, 小田和音, 上妻雅, 中島忠章, 友岡康弘, 大谷 亨

  第67回 高分子学会年次大会, May 2018, Japanese

  Oral presentation


• 生体適用に向けたバイオマテリアルの分子設計 −再生医療応用へのPEG/ヒアルロン酸ゲル／自己修復ゲル／抗がん剤の経口投与を目指した固体分散ポリマー

  大谷 亨

  平成29年度 第４回「メディショナルナノテク研究会」 (2018), Feb. 2018, Japanese

  [Invited]

  Invited oral presentation


• 生体適合性バイオマテリアルの組み合わせによる経皮DDSへの取り組み

  大谷 亨

  平成２９年度「メディショナルナノテク研究会」第１回例会 (2017), Feb. 2018, Japanese

  [Invited]

  Invited oral presentation


• Difference between Polyglycerol Dendrimer and Hyperbranched Polyglycerol: Effect of Degree of Branching on Water Structure and Host-Guest Chemistry

  OOYA Tooru, SUGIMOTO Yosuke

  The Second International Caparica Christmas Congress in Translational Chemistry（2nd IC3TC-2017）, Dec. 2017, English

  Oral presentation


• リガンド導入ポリグリセロールデンドリマーのアルギニンデリバリー評価

  酒元 竜, 板倉幸枝, 大谷 亨

  第39回日本バイオマテリアル学会大会 (2017), Nov. 2017, Japanese

  Poster presentation


• 枝分かれポリグリセロールの枝分かれ度と水和構造との相関性

  大谷 亨, 杉本洋輔, 田中 賢

  第39回日本バイオマテリアル学会大会 (2017), Nov. 2017, Japanese

  Oral presentation


• PEG導入ヒアルロン酸架橋ゲルの調製：PEG導入率とゲル強度との関連性

  小田和音, 大谷 亨

  2017年度合同研究発表会 (2017), Nov. 2017, Japanese

  Oral presentation


• 枝分かれポリグリセロール特有の塩基性ゲスト分子との相互作用

  山崎 萌, 杉本 洋輔, 大谷 亨

  2017年度合同研究発表会 (2017), Nov. 2017, Japanese

  Oral presentation


• ヒアルロン酸を用いたタンパク質安定化および放出技術

  大谷 亨

  健康 “生き活き”羅針盤リサーチコンプレックス 主催 シーズ発表会in Kobe (2017), Nov. 2017, Japanese

  Invited oral presentation


• シクロデキストリン及びヒアルロン酸への親水性鎖導入とその材料機能化

  大谷 亨

  第11回多糖未来フォーラム (2017), Nov. 2017, Japanese

  [Invited]

  Invited oral presentation


• Synthesis and Characterization of Element Block-Based 2-(Methacryloyloxy)ethyl Phosphorylcholine (MPC) Copolymers for Biomedical Application

  CHATTERJEE Suchismita, OOYA Tooru

  The 6th Asian Biomaterials Congress (ABMC6), Oct. 2017, English

  Oral presentation


• Injectable and self-healing carbohydrate-based hydrogel for protein delivery

  CHO Ik Sung, OOYA Tooru

  The 6th Asian Biomaterials Congress (ABMC6), Oct. 2017, English

  Oral presentation


• Controlled Release of Proteins Regulated by Aqueous Two Phase System (APTS) Consisting of Poly(ethylene glycol) (PEG) and Hyaluronic Acid

  OOYA Tooru, ADOMI Ryo, YAMAMOTO Ari, YAMAMOTO Masaya, TABATA Yasuhiko

  The 6th Asian Biomaterials Congress (ABMC6), Oct. 2017, English

  Oral presentation


• Partition-controlled release system of proteins using poly(ethylene glycol)-graft-polysaccharides and their hydrogels

  OOYA Tooru, ADOMI Ryo, YAMAMOTO Ari

  the 28th European Society for Biomaterials 2017 (ESB2017), Sep. 2017, English

  Oral presentation


• Injectable and self-healing polysaccharide-based hydrogels for biomedical application

  CHO Ik Song, OOYA Tooru

  the 28th European Society for Biomaterials 2017 (ESB2017), Sep. 2017, English

  Poster presentation


• 枝分かれグリセロール修飾γ-シクロデキストリンへの葉酸導入法の検討

  杉浦幸作, 大谷 亨

  第35回シクロデキストリンシンポジウム (2017), Aug. 2017, Japanese

  Oral presentation


• 枝分かれグリセロール修飾γ-シクロデキストリンとアルキル化ドデカボレートからなる超分子集合体

  山本 一裕, 大谷 亨

  第35回シクロデキストリンシンポジウム (2017), Aug. 2017, Japanese

  Oral presentation


• γ-シクロデキストリンーカオトロピック無機ナノ粒子の包接特性

  山本 一裕, 大谷 亨

  第34回シクロデキストリンシンポジウム (2017), Aug. 2017, Japanese

  Poster presentation


• 糖化ポリグリセロールデンドリマーによるアルギニン送達の可能性

  酒元 竜, 大谷 亨

  第63回 高分子研究発表会 (神戸) (2017), Jul. 2017, Japanese

  Poster presentation


• 親水性モノマーとビタミンEモノマーとの共重合体による培養がん細胞死評価

  北爪拓哉, 矢野純希, 遊佐真一, 大谷 亨

  第63回 高分子研究発表会 (神戸) (2017), Jul. 2017, Japanese

  Poster presentation


• 両親媒性シルセスキオキサンの合成と溶液特性

  平川聡史, 大谷 亨

  第63回 高分子研究発表会 (神戸) (2017), Jul. 2017, Japanese

  Poster presentation


• ペルオキシダーゼを模倣したバナジウム元素ブロックデンドリマー

  小園 雄大, 大谷 亨

  第63回 高分子研究発表会 (神戸) (2017), Jul. 2017, Japanese

  Poster presentation


• Molecular Design of Hydrotropic Graft Polymers for Dissolution of Poorly Soluble Compounds

  OOYA Tooru

  International Conference on Progressive PharmSciences: Technology, Research and Development (EuroPPS-2017), Jun. 2017, English

  [Invited]

  Invited oral presentation


• Branch-Dependent Host-Guest Chemistry of Polyglycerol Dendrimer, Hyperbranched Polyglycerol and Poly(ethylene glycerol)

  OOYA Tooru

  International Symposium on Pure & Applied Chemistry 2017 (ISPAC 2017), Jun. 2017, English

  [Invited]

  Invited oral presentation


• Phase separation of poly(ethylene glycol)-grafted polysaccharides affected drug release properties

  OOYA Tooru, ADOMI Ryo, YAMAMOTO Ari, YAMAMOTO Masaya, TABATA Yasuhiko

  第66回高分子学会年次大会 (2017), May 2017, English

  Oral presentation


• ビタミンEモノマーと親水性モノマーとの共重合体が形成する分子集合体の細胞機能性評価

  北爪拓哉, 矢野純希, 遊佐真一, 大谷 亨

  第66回高分子学会年次大会 (2017), May 2017, Japanese

  Poster presentation


• γ-シクロデキストリンとドデカボレートとの包接を利用した超分子材料の検討

  山本一裕, 大谷 亨

  第66回高分子学会年次大会 (2017), May 2017, Japanese

  Poster presentation


• 有機溶媒を使用しない水性二相系での生理活性分子分離システムの構築

  堀部雄太, 大谷 亨

  第66回高分子学会年次大会 (2017), May 2017, Japanese

  Poster presentation


• デンドリティック分子に担持したバナジウム触媒機能

  小園雄大, 大谷 亨

  第66回 高分子学会年次大会 (2017), May 2017, Japanese

  Poster presentation


• Effects of Branched Oligo (Glycerol)s as Vanadium-Based Ligands on Peroxidase-Like Catalytic Reaction

  KOZONO Yudai, OOYA Tooru

  The 2nd International Symposium on Polymeric Materials Based on Element-Blocks, Jan. 2017, English, 文部科学省 新学術領域, Kyoto, International conference

  Poster presentation


• ポリグリセロールデンドリマー、ハイパーブランチポリグリセロールおよびこれら誘導体の水和と機能

  OOYA TOORU, 杉本洋輔, 川島裕司

  第26回日本MRS年次大会, Dec. 2016, Japanese, 横浜, Domestic conference

  Invited oral presentation


• 多糖PEG系水性二相分配現象を利用したコントロールドリリースの多糖種の効果

  安富 諒, OOYA TOORU

  日本バイオマテリアル学会シンポジウム2016, Nov. 2016, Japanese, 博多, Domestic conference

  Oral presentation


• 血管新生に及ぼすbFGF含有ヒアルロン酸架橋ヒドロゲルへのPEGグラフト化の影響

  OOYA TOORU, 山本阿里, 山本雅哉, 田畑泰彦

  日本バイオマテリアル学会シンポジウム2016, Nov. 2016, Japanese, 博多, Domestic conference

  Oral presentation


• シクロデキストリンとの超分子形成を可能とする無機ゲスト分子の特徴

  山本一裕, OOYA TOORU

  2016年度合同研究発表会, Nov. 2016, Japanese, 神戸, Domestic conference

  Oral presentation


• カテキン、薬物キャリア、抗がん剤の組み合わせが癌細胞死へ及ぼす影響

  原口 いずみ, OOYA TOORU

  日本バイオマテリアル学会シンポジウム2016, Nov. 2016, Japanese, 博多, Domestic conference

  Oral presentation


• オレフィンメタセシス反応を利用したデンドリマーへのリガンド導入の試み

  酒元 竜, OOYA TOORU

  2016年度合同研究発表会, Nov. 2016, Japanese, 神戸, Domestic conference

  Oral presentation


• Thermal Properties of Water, Hyperbranched Polyglycerols and Polyglycerol Dendrimers

  SUGIMOTO Yosuke, OOYA Tooru

  The 11th SPSJ International Polymer Conference, Fukuoka (Japan), Nov. 2016, English, 高分子学会, Fukuoka, International conference

  Poster presentation


• Poly(ethylene glycol)-graft-hyaluronic acid as a platform of controlled release of proteins

  OOYA Tooru, ADOMI Ryo, YAMAMOTO Ari

  3rd International Conference on Biomaterials Science in Tokyo (ICBS2016), Nov. 2016, English, University of Tokyo, Tokyo, International conference

  Oral presentation


• Peroxidase-like catalytic activity based on branched oligo(glycerol)-vanadium element blocks

  KOZONO Yudai, OOYA Tooru

  The 11th SPSJ International Polymer Conference, Fukuoka (Japan), Nov. 2016, English, 高分子学会, Fukuoka, International conference

  Poster presentation


• Hydrotropic graft polymers for controlled release of paclitaxel from solid dispersion

  OOYA Tooru, KIMURA Motomi

  The 11th SPSJ International Polymer Conference, Fukuoka (Japan), Nov. 2016, English, 高分子学会, Fukuoka, International conference

  Oral presentation


• Emulsion-like solution property of poly(ethylene glycol)-grafted hyaluronic acid

  ADOMI Ryo, OOYA Tooru

  The 11th SPSJ International Polymer Conference, Fukuoka (Japan), Nov. 2016, English, 高分子学会, Fukuoka, International conference

  Poster presentation


• Combination of poly(ethylene glycol) and hyaluronic acid for protein delivery

  OOYA Tooru

  2016 Annual Meeting of The Korean Society For Biotechnology and Bioengineering (KSBB), Oct. 2016, English, KSBB, Gwanju (Korea), International conference

  [Invited]

  Invited oral presentation


• ポリグリセロール修飾β-シクロデキストリンのゲスト分子の違いによる包接の違い

  木村元美, OOYA TOORU

  第33回シクロデキストリン学会, Sep. 2016, Japanese, 高松, Domestic conference

  Oral presentation


• アダマンタン化タンパク質の水性二相分配におけるβ-シクロデキストリンの包接効果

  山本一裕, OOYA TOORU

  第33回シクロデキストリン学会, Sep. 2016, Japanese, 高松, Domestic conference

  Poster presentation


• Evaluation of water-soluble polymers for dissolution of poorly soluble drugs

  木村元美, OOYA TOORU

  第65回高分子討論会, Sep. 2016, Japanese, 横浜, Domestic conference

  Oral presentation


• 生体分子の水性二相分配における酸化-還元反応の影響

  堀部雄太, OOYA TOORU

  第11回バイオマテリアル学会関西若手研究会, Aug. 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• 水性二相分離現象を利用した成長因子の放出制御と血管新生への応用

  OOYA TOORU

  日本歯科理工学会 近畿・中四国支部地方セミナー, Aug. 2016, Japanese, 大阪, Domestic conference

  Invited oral presentation


• オリゴグリセロールをベースとした元素ブロック型触媒の調製

  小園雄大, OOYA TOORU

  第11回バイオマテリアル学会関西若手研究会, Aug. 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• アダマンタン化タンパク質とシクロデキストリンの包接を組み込んだ水性二相分配調節

  山本一裕, OOYA TOORU

  第11回バイオマテリアル学会関西若手研究会, Aug. 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• フェロセンポリマーと多糖からなる水性二層系レドックス反応

  堀部雄太, OOYA TOORU

  第61回高分子研究発表会[神戸], Jul. 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• グリセロールデンドロン－バナジウム錯体形成における枝分れの効果

  小園雄大, OOYA TOORU

  第61回高分子研究発表会[神戸], Jul. 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• PEG-シクロデキストリン結合体を用いたタンパク質の水性二相分配

  山本一裕, OOYA TOORU

  第61回高分子研究発表会[神戸], Jul. 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• 固体分散用ハイドロトロピックポリマーの化学構造が難水溶性薬物の放出挙動へ及ぼす影響

  木村元美, OOYA TOORU

  第32回日本DDS学会学術集会, Jun. 2016, Japanese, 静岡, Domestic conference

  Oral presentation


• PEGグラフトヒアルロン酸水溶液中に分散化したインシュリンの持続的な活性

  安富 諒, 弘津辰徳, 東 大志, 本山敬一, 有馬 英俊, OOYA TOORU

  第32回日本DDS学会学術集会, Jun. 2016, Japanese, 静岡, Domestic conference

  Oral presentation


• 薬物キャリアとしてのアルブミンへのカテキン結合の効果

  原口いずみ, OOYA TOORU

  第65回高分子年次大会, May 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• 水媒体中におけるハイパーブランチポリグリセロールのキラリティーの特性

  杉本洋輔, OOYA TOORU

  第65回高分子年次大会, May 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• フェロセン結合PEGと多糖からなる水性二相分離系での電気化学的解析環境の構築

  堀部雄太, OOYA TOORU

  第65回高分子年次大会, May 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• PEGグラフト化ヒアルロン酸が水環境中で形成する不均一構造の解析

  安富 諒, OOYA TOORU

  第65回高分子年次大会, May 2016, Japanese, 神戸, Domestic conference

  Poster presentation


• Combination of poly(ethylene glycol) and hyaluronic acid for insulin delivery

  ADOMI Ryo, OOYA Tooru

  10th World Biomaterials Congress, May 2016, English, WBC, Montreal (Canada), International conference

  Poster presentation


• Cellular Interaction of Polygycerol Dendrimers and Those Derivatives

  KAWASHIMA Yuji, OOYA Tooru

  10th World Biomaterials Congress, May 2016, English, WBC, Montreal (Canada), International conference

  Poster presentation


• Catechin-Albumin Conjugates: Potentials as an Antioxidant-Functionalized Drug Carrier

  HARAGUCHI Izumi, OOYA Tooru

  10th World Biomaterials Congress, May 2016, English, WBC, Montreal (Canada), International conference

  Poster presentation


• 水性二相分離系におけるシクロデキストリン包接現象の解析

  山本一裕, OOYA TOORU

  日本化学会第96春季年会, Mar. 2016, Japanese, 京都, Domestic conference

  Oral presentation


• グリセロール誘導体とバナジウム錯体形成をベースとした元素ブロックの調製

  小園雄大, OOYA TOORU

  日本化学会第96春季年会, Mar. 2016, Japanese, 京都, Domestic conference

  Oral presentation


• ヒアルロン酸とポリエチレングリコールを組み合わせたプロテインデリバリーの可能性

  OOYA TOORU

  高分子学会九州支部フォーラム～高分子科学と医療技術の交差点～, Jan. 2016, Japanese, 熊本, Domestic conference

  [Invited]

  Invited oral presentation


• 枝分かれポリグリセロールの表面・バルク特性におけるキラル効果

  杉本洋輔, OOYA TOORU

  若手フロンティア研究会2015, Dec. 2015, Japanese, 神戸, Domestic conference

  Poster presentation


• 生理活性分子の水性二相分配状態を調節する外部環境の影響

  堀部雄太, OOYA TOORU

  2015年合同研究発表会（姫路）, Nov. 2015, Japanese, 姫路, Domestic conference

  Oral presentation


• 抗がん剤を使用しないがん細胞死誘導ナノマテリアルの分子設計のアプローチ

  板倉幸枝, OOYA TOORU

  第37回日本バイオマテリアル学会大会, Nov. 2015, Japanese, 京都, Domestic conference

  Poster presentation


• 活性酸素消去能と薬物保持性を兼備したカテキン結合アルブミンの評価

  原口いづみ, OOYA TOORU

  第37回日本バイオマテリアル学会大会, Nov. 2015, Japanese, 京都, Domestic conference

  Oral presentation


• ヒアルロン酸を用いた細胞増殖因子内包ゲルの精密放出制御へのアプローチ

  山本阿里, OOYA TOORU

  第37回日本バイオマテリアル学会大会, Nov. 2015, Japanese, 京都, Domestic conference

  Oral presentation


• キラル制御ハイパーブランチポリグリセロールの表面・バルク特性評価

  杉本洋輔, OOYA TOORU

  第37回日本バイオマテリアル学会大会, Nov. 2015, Japanese, 京都, Domestic conference

  Poster presentation


• アモルファスpaclitaxel固体分散ポリマーからの溶出メカニズムの解析

  木村元美, OOYA TOORU

  第37回日本バイオマテリアル学会大会, Nov. 2015, Japanese, 京都, Domestic conference

  Oral presentation


• PEGグラフトヒアルロン酸の二相分離系に特有な血中インシュリン活性の持続化

  安富 諒, OOYA TOORU

  第37回日本バイオマテリアル学会大会, Nov. 2015, Japanese, 京都, Domestic conference

  Oral presentation


• 1,2-ジオール化合物－バナジウム錯体からなる元素ブロックの調製

  小園雄大, OOYA TOORU

  2015年合同研究発表会（姫路）, Nov. 2015, Japanese, 姫路, Domestic conference

  Oral presentation


• 超分子ゲルとヘパリン類似ポリマーを組み合わせた成長因子放出制御ゲルの調製

  山本阿里, OOYA TOORU

  第64回高分子討論会, Sep. 2015, Japanese, 仙台, Domestic conference

  Oral presentation


• ポリグリセロールデンドリマーのDDSへの応用可能性

  OOYA TOORU

  平成27年度メディショナルナノテク研究会第２回例会, Sep. 2015, Japanese, 大阪, Domestic conference

  [Invited]

  Public discourse


• 水性不均一系におけるタンパク質分配と放出挙動の解析

  安富 諒, OOYA TOORU

  バイオマテリアル学会関西若手研究会, Aug. 2015, Japanese, 大阪, Domestic conference

  Oral presentation


• 枝分かれポリグリセロール架橋ヒドロゲルの物理化学的特性におけるエナンチオ効果

  杉本洋輔, OOYA TOORU

  バイオマテリアル学会関西若手研究会, Aug. 2015, Japanese, 大阪, Domestic conference

  Oral presentation


• カテキン結合アルブミンの抗酸化特性及び薬物保持性の評価

  原口いづみ, OOYA TOORU

  バイオマテリアル学会関西若手研究会, Aug. 2015, Japanese, 大阪, Domestic conference

  Oral presentation


• Tocopherol-based drug carriers: combination of antioxdation and anticancer drugs

  OOYA Tooru

  The 2015 International Symposium for Advanced Materials Research (ISAMR 2015), Aug. 2015, English, Taiwan, International conference

  [Invited]

  Invited oral presentation


• 水中での新たなキラル場としてのキラルハイパーブランチポリグリセロールの特性

  杉本洋輔, OOYA TOORU

  第61回高分子研究発表会[神戸], Jul. 2015, Japanese, 神戸, Domestic conference

  Poster presentation


• 抗酸化能を有するアルブミンの生体機能材料評価

  原口いづみ, OOYA TOORU

  第61回高分子研究発表会[神戸], Jul. 2015, Japanese, 神戸, Domestic conference

  Poster presentation


• PEG鎖をグラフトしたヒアルロン酸によるプロテイン放出制御

  安富 諒, OOYA TOORU

  第61回高分子研究発表会[神戸], Jul. 2015, Japanese, 神戸, Domestic conference

  Poster presentation


• 新奇バイオマテリアル開発の発想： 基礎と企業化出口の両面をみる

  OOYA TOORU

  はりま産学交流会, Jun. 2015, Japanese, 姫路, Domestic conference

  [Invited]

  Public discourse


• 抗生物質インプリント空間の部位特異的化学修飾による結合情報レポーター分子の導入

  OHTA Takeo, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  クロマトグラフィー科学会第22回クロマトグラフィーシンポジウム, May 2015, Japanese, クロマトグラフィー科学会, 東大阪市, Domestic conference

  Oral presentation


• ヘパリン類似ポリマーを用いた細胞増殖因子内包ゲルの作製

  山本阿里, OOYA TOORU

  第64回高分子年次大会, May 2015, Japanese, 札幌, Domestic conference

  Poster presentation


• ハイドロトロピックグラフトポリマーが及ぼす抗癌剤の溶解性への影響

  木村元美, OOYA TOORU

  第64回高分子年次大会, May 2015, Japanese, 札幌, Domestic conference

  Poster presentation


• トコフェロール誘導体ポリマーミセルの抗癌剤キャリアー評価

  山嵜 智哉, OOYA TOORU

  第64回高分子年次大会, May 2015, Japanese, 札幌, Domestic conference

  Oral presentation


• キラルハイパーブランチポリグリセロールの合成と特性解析，第64回高分子年次大会

  杉本洋輔, OOYA TOORU

  第64回高分子年次大会, May 2015, Japanese, 札幌, Domestic conference

  Poster presentation


• Synergistic Effect of Hydrotropic Solubilization and Inclusion Complexation by Hyperbranched Polyglycerol-Modified α-Cyclodextin

  KIMURA Motomi, OOYA Tooru

  8th Asian Cyclodextrin Conference, May 2015, English, ACC, Kumamoto Univ., International conference

  Oral presentation


• リポソーム表層のグリセロールデンドロン修飾の効果

  OOYA Tooru, KAWASHIMA Yuji

  日本化学会第95春季年会(2015), Mar. 2015, Japanese, 日本化学会, 千葉市, Domestic conference

  Oral presentation


• Dendritic glycerols for application to drug delivery and biosensors

  OOYA Tooru

  The 2015 Symposium for the Promotion of Applied Research Collaboration in Asia (SPARCA 2015), Feb. 2015, English, Taipei, Taiwan, International conference

  [Invited]

  Invited oral presentation


• 水酸基を有するポリマーの化学構造が抗癌剤の固体分散性に及ぼす影響

  KIMURA Motomi, OOYA Tooru

  神戸大学研究基盤センター若手フロンティア研究会２０１４, Dec. 2014, Japanese, 神戸市, Domestic conference

  Poster presentation


• 酵素結合性と細胞透過性を有する蛍光誘導体の調製

  ITAKURA Yukie, OOYA Tooru

  神戸大学研究基盤センター若手フロンティア研究会２０１４, Dec. 2014, Japanese, 神戸市, Domestic conference

  Poster presentation


• ヘパリン類似ポリマーの化学構造による細胞増殖因子結合性の違い

  YAMAMOTO Ari, OOYA Tooru

  神戸大学研究基盤センター若手フロンティア研究会２０１４, Dec. 2014, Japanese, 神戸市, Domestic conference

  Poster presentation


• 新規ハイパーブランチグラフトポリマーによるパクリタキセル固体分散体の調製

  KIMURA Motomi, OOYA Tooru

  第36回日本バイオマテリアル学会大会, Nov. 2014, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Poster presentation


• 細胞増殖因子と複合化したヘパリン類似ポリマーによる細胞増殖活性制御のアプローチ

  YAMAMOTO Ari, OOYA Tooru

  第36回日本バイオマテリアル学会大会, Nov. 2014, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマーの弱い両親媒性の特徴

  OOYA Tooru, LEE Haejoo, TAKAOKA Yuta, SHIBUTA Genki

  第36回日本バイオマテリアル学会大会, Nov. 2014, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Oral presentation


• ビタミンＥ集積型高分子ミセルによる活性酸素種消去機能の評価

  YAMAZAKI Tomoya, OOYA Tooru

  第36回日本バイオマテリアル学会大会, Nov. 2014, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Oral presentation


• デンドロン修飾リポソームの細胞内取り込み能の評価

  KAWASHIMA Yuji, OOYA Tooru

  第36回日本バイオマテリアル学会大会, Nov. 2014, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Oral presentation


• がん細胞死誘導を目指した低分子酵素阻害剤の評価

  ITAKURA Yukie, OOYA Tooru

  第36回日本バイオマテリアル学会大会, Nov. 2014, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Poster presentation


• 低枝分かれグリセロールとタンパク質・細胞との相互作用：極性変化に伴うDDS応用への可能性

  OOYA Tooru

  平成26年度第２回「メディショナルナノテク研究会」, Sep. 2014, Japanese, 神戸市, Domestic conference

  [Invited]

  Nominated symposium


• リジンリンカーをもつ新奇親水性アントラセノファンの分子認識性と細胞内局在化

  MIYAKE Ryohei, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会 第8回バイオ関連化学シンポジウム, Sep. 2014, Japanese, OKAYAMA, Domestic conference

  Oral presentation


• シクロデキストリンとトリグリセロールジ脂肪酸エステルの包接体形成

  OOYA Tooru, KAWASHIMA Yuji, HAMADA Masahiro

  第31回シクロデキストリンシンポジウム, Sep. 2014, Japanese, シクロデキストリン学会, 松江市, Domestic conference

  Oral presentation


• グルタチオン誘導体によるグルタチオントランスフェラーゼ機能調節の可能性

  OOYA Tooru, ITAKURA Yukie, YAMAZAKI Tomoya

  第8回バイオ関連化学シンポジウム, Sep. 2014, Japanese, 日本化学会生体関連化学部会, 岡山市, Domestic conference

  Oral presentation


• グルタチオン転移酵素阻害剤としての蛍光分子誘導体の分子設計

  ITAKURA Yukie, OOYA Tooru

  日本バイオマテリアル学会第９回関西若手研究発表会, Aug. 2014, Japanese, 日本バイオマテリアル学会, 京都市, Domestic conference

  Poster presentation


• Branched Polyglycerol-Induced Cell Death and Cellular Activation

  OOYA Tooru

  The 15th IUMRS-ICA (International Union of Materials Research Societies, International Conference in Asia), Aug. 2014, English, Fukuoka, Japan, International conference

  Poster presentation


• Transdermal Adsorption of L-DOPA with Glycerol Dendrons

  OOYA Tooru, OKADA Kentaro, TAKEUCHI Toshifumi

  The Controlled Release Society 41st Annual Meeting, Jul. 2014, English, The Controlled Release Society, Chicago, USA, International conference

  Poster presentation


• Preparation of a Vitamin E-based Polymeric Micelle for Cancer Therapy

  YAMAZAKI Tomoya, OOYA Tooru

  The Controlled Release Society 41st Annual Meeting, Jul. 2014, English, The Controlled Release Society, Chicago, USA, International conference

  Poster presentation


• Branched Glycerol-Modified Liposomes as a New Candidate of Drug Carriers

  KAWASHIMA Yuji, OOYA Tooru

  The Controlled Release Society 41st Annual Meeting, Jul. 2014, English, The Controlled Release Society, Chicago, USA, International conference

  Poster presentation


• 両親媒性デンドリティック脂質からなる自己集合体の調製

  KAWASHIMA Yuji, OOYA Tooru

  第63回高分子学会年次大会, May 2014, Japanese, 高分子学会, 名古屋市, Domestic conference

  Oral presentation


• 成長因子と相互作用するアニオン性ブロック共重合体の調製

  YAMAMOTO Ari, OOYA Tooru

  第63回高分子学会年次大会, May 2014, Japanese, 高分子学会, 名古屋市, Domestic conference

  Poster presentation


• 機能性モノマー・タンパク質複合体を鋳型とした蛍光性インプリントポリマーの合成

  FUJISHIMA Ayaka, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  高分子学会 第63回高分子学会年次大会, May 2014, Japanese, NAGOYA, Domestic conference

  Poster presentation


• ビタミンEモノマーとPEGとからなるジブロック共重合体ミセルの特性

  YAMAZAKI Tomoya, OOYA Tooru

  第63回高分子学会年次大会, May 2014, Japanese, 高分子学会, 名古屋市, Domestic conference

  Oral presentation


• ハイパーブランチポリグリセロール修飾シクロデキストリンのゲスト分子包接特性

  KIMURA Motomi, OOYA Tooru

  第63回高分子学会年次大会, May 2014, Japanese, 高分子学会, 名古屋市, Domestic conference

  Poster presentation


• トリグリセロールジ脂肪酸エステルの会合体形成の検討

  OOYA Tooru, KAWASHIMA Yuji, HAMADA Masahiro

  第63回高分子学会年次大会, May 2014, English, 高分子学会, 名古屋市, Domestic conference

  Oral presentation


• ジスルフィド交換反応を利用したタンパク質インプリント空間内官能基変換

  HORIKAWA Ryo, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  高分子学会 第63回高分子学会年次大会, May 2014, Japanese, NAGOYA, Domestic conference

  Poster presentation


• グルタチオントランスフェラーゼを標的とした薬物誘導体の合成

  ITAKURA Yukie, YAMAZAKI Tomoya, OOYA Tooru

  第63回高分子学会年次大会, May 2014, Japanese, 高分子学会, 名古屋市, Domestic conference

  Poster presentation


• Signaling protein-imprinted polymers having fluorophore exchangeable moieties within the binding cavities

  SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  Biosensors 2014, May 2014, English, Elsevier, Melbourne,Australia, International conference

  Poster presentation


• Pipette type biosensor :Facile and speedy fluorescent detection of proteins using biologi tip

  TAKANO Eri, SHIMURA Nobuaki, AKIBA Takeshi, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  Biosensors 2014, May 2014, English, Elsevier, Melbourne,Australia, International conference

  Poster presentation


• 両親媒性ポルフィリンモノマーを用いたナノ粒子の合成とその機能評価

  MORIISHI Masako, KITAYAMA Yukiya, SUNAYAMA hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2014, Japanese, 日本化学会, 名古屋市, Domestic conference

  Oral presentation


• 分子インプリントポリマーによるケトステロイドのセンシング

  KOBAYASHI Nobuaki, SUNAYAMA Hirobumi, TAKANO Eri, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2014, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 表面開始原子移動ラジカル重合を用いたC反応性プロテイン結合性高分子リガンドを有する金ナノ粒子の合成とその選択的認識特性

  KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2014, Japanese, 日本化学会, 名古屋市, Domestic conference

  Oral presentation


• 生体分子と人工材料の融合によるテーラーメイド人工生体分子素子の創製

  TAKEUCHI Toshifumi, WADA Takehiko, OOYA Tooru, KITAYAMA Yukiya, SUNAYAMA Hirobumi, OSHITA Azusa, FUJISHIMA Ayaka, NAKAI Satoshi, HORIKAWA Ryo

  平成25年度物質・デバイス領域共同研究拠点特定研究 次世代メディカル・バイオ機能材料への展開を目指した生体分子素子技術の開発［B-2］拡大シンポジウム, Mar. 2014, Japanese, 物質・デバイス領域共同研究拠点, 仙台市, Domestic conference

  Oral presentation


• 水溶性アントラセノファンの合成とpH応答性を利用した分子認識能評価

  MIYAKE Ryohei, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2014, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• タンパク質を選択的に蛍光検出可能な転写型インプリントポリマーアレイの開発

  KUWATA Takahiro, SUNAYAMA Hirobumi, TAKANO Eri, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2014, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• Synthesis and Characterization of Amphiphilic Porphyrin-based Nanoparticles as Sensor Materials

  MORIISHI Masako, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  The Pittsburgh Conference on Analytical, Chemistry and Applied Spectroscopy 2014, Mar. 2014, English, Chicago,USA, International conference

  Poster presentation


• Self-Assembled Synthesis of Water-Soluble Anthracenophane and Its Functionality

  MIYAKE Ryohei, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  The Pittsburgh Conference on Analytical, Chemistry and Applied Spectroscopy 2014, Mar. 2014, English, Chicago,USA, International conference

  Poster presentation


• Construction of transcription-type imprinted polymers using immobilized proteins for selective fluorescence detection of target proteins

  KUWATA Takahiro, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  The Pittsburgh Conference on Analytical, Chemistry and Applied Spectroscopy 2014, Mar. 2014, English, Chicago,USA, International conference

  Poster presentation


• 可変部位を有する蛍光標識抗生物質インプリントポリマーの合成

  OSHITA Azusa, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  若手フロンティア研究会２０１３, Dec. 2013, Japanese, 神戸大学, 神戸市, Domestic conference

  Poster presentation


• ポストインプリンティング修飾による官能基変換可能なタンパク質認識空間の創製

  HORIKAWA Ryo, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  若手フロンティア研究会２０１３, Dec. 2013, Japanese, 神戸大学, 神戸市, Domestic conference

  Poster presentation


• アミジン基をもつ分子インプリント空間の構築と2-Anthracenecarboxylic acidの認識

  NAKAI Satoshi, KITAYAMA Yukiya, TAKANO Eri, SUNAYAMA Hirobumi, OOYA Tooru, WADA Takehiko, TAKEUCHI Toshifumi

  若手フロンティア研究会２０１３, Dec. 2013, Japanese, 神戸大学, 神戸市, Domestic conference

  Poster presentation


• Fabrication of Bioerodible Softmaterials Using a Wet-Type Atomization Unit

  OOYA Tooru, MORI Masato, TAKEYAMA Kazuhiro

  the 3rd Nano Today Conference (Nano Today 2013), Dec. 2013, English, the Institute of Bioengineering and Nanotechnology and Nano Today, Singapore, International conference

  Poster presentation


• 分子インプリントナノ粒子と修飾金ナノ粒子によるSupraparticles形成とLSPRセンシングへの応用

  TAKEUCHI Toshifumi, UCHIDA Akane, TAKANO Eri, KITAYAMA Yukiya, OOYA Tooru

  第24回クロマトグラフィー科学会議, Nov. 2013, Japanese, クロマトグラフィー科学会, 東京都, Domestic conference

  Oral presentation


• α-Tocopherolを疎水性コアにした薬物キャリアーの調製

  YAMAZAKI Tomoya, OOYA Tooru

  第35回日本バイオマテリアル学会大会, Nov. 2013, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマー・デンドロン固定化表面のタンパク質吸着特性

  OOYA Tooru, OKADA Kentaro, MITACHI Yoshiki, TAKEUCHI Toshifumi

  第35回日本バイオマテリアル学会大会, Nov. 2013, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Oral presentation


• グリセロールデンドロン-脂質結合体の合成

  KAWASHIMA Yuji, OOYA Tooru

  第35回日本バイオマテリアル学会大会, Nov. 2013, Japanese, 日本バイオマテリアル学会, 東京都, Domestic conference

  Poster presentation


• Cyclodextrin-based Crosslinked Polymers for Molecular Recognition

  OOYA Tooru

  the 7th Asian Cyclodextrin Conference, Nov. 2013, English, シクロデキストリン学会, Bangkok, Thailand, International conference

  [Invited]

  Invited oral presentation


• Effect of Nano-sized Polyols on Cell Death and Cellular Activation

  OOYA Tooru

  International Symposium on Nanomedicine Molecular Science 2013(NMMS2013), Oct. 2013, English, 文部科学省科研費新学術領域研究「ナノメディシン分子科学」, 東京都, International conference

  Poster presentation


• 分子インプリントポリマーを用いた2-antracenecarboxylic acid二量体の認識

  NAKAI Satoshi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 分子インプリントナノ粒子－金ナノ粒子複合体のLSPRを利用した生物活性物質の高感度センシング

  UCHIDA Akane, TAKANO Eri, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 部位特異的可変部位を有する抗生物質インプリントポリマーの合成

  OSHITA Azusa, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 生細胞接着の反射干渉分光センシング

  OOYA Tooru, MITACHI Yoshiki, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 水溶性アントラセノファンの合成と機能評価

  MIYAKE Ryohei, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 抗体包埋有機/無機ハイブリッド薄膜を用いたバイオマーカーセンシング

  MURATA Akiko, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 可逆結合を利用した蛍光性タンパク質インプリント空間の構築

  SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第61回高分子討論会, Sep. 2013, Japanese, 高分子学会, 金沢市, Domestic conference

  Poster presentation


• リガンド-タンパク質間の特異的相互作用を利用したタンパク質の精密分子インプリンティング

  KAMON Yuri, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Oral presentation


• ポリオール分子形態の違いが薬物の経皮吸収に及ぼす影響

  OOYA Tooru, OKADA Kentaro, TAKEUCHI Toshifumi, HAMADA Masahiro, NAKAJIMA Noriyuki

  第61回高分子討論会, Sep. 2013, Japanese, 高分子学会, 金沢市, Domestic conference

  Oral presentation


• ポストインプリンティング修飾可能な切断性タンパク質鋳型分子を用いたタンパク質インプリンティング

  FUJISHIMA Ayaka, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• ポストインプリンティング修飾によるタンパク質認識空間内官能基変換

  HORIKAWA Ryo, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• タンパク質吸着におけるポリグリセロールデンドリマー、デンドロン、PEG鎖固定化表面の比較

  OOYA Tooru, MITACHI Yoshiki, OKADA Kentaro, TAKEUCHI Toshifumi

  第61回高分子討論会, Sep. 2013, Japanese, 高分子学会, 金沢市, Domestic conference

  Oral presentation


• Pyrrolidine骨格を有する機能性モノマーを用いたタンパク質インプリンティング

  INOUE Yuki, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第７回バイオ関連化学シンポジウム, Sep. 2013, Japanese, 日本化学会, 名古屋市, Domestic conference

  Poster presentation


• 分子インプリントナノ粒子－金ナノ粒子複合体を用いた低分子生物活性物質の高感度センシング

  UCHIDA Akane, TAKANO Eri, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第26回バイオメディカル分析科学シンポジウム, Aug. 2013, Japanese, 日本薬学会物理系薬学部会, 東京都, Domestic conference

  Oral presentation


• 反射干渉分光法を利用した大腸菌の同定・定量システム

  OOYA Tooru, MITACHI Yoshiki, TAKEUCHI Toshifumi

  第26回バイオメディカル分析科学シンポジウム（BMAS 2013）, Aug. 2013, Japanese, 日本薬学会物理系薬学部会, 東京都, Domestic conference

  Oral presentation


• グルタチオントランスフェラーゼを標的としたプロドラッグの合成

  YAMAZAKI TOMOYA, OOYA TOORU

  日本バイオマテリアル学会 第８ 回関西若手研究発表会, Aug. 2013, Japanese, 大阪市, Domestic conference

  Poster presentation


• 低分子と高分子の狭間の分子設計：ポリグリセロールデンドリマーは両親媒性？

  OOYA Tooru

  第80回高分子若手研究会（関西）, Jul. 2013, Japanese, 高分子学会関西地区若手研究会, 京都市, Domestic conference

  [Invited]

  Invited oral presentation


• グリセロールデンドロンを有する機能性界面の調製

  OKADA Kentaro, KAWASHIMA Yuji, OOYA Tooru, TAKEUCHI Toshifumi

  第59回高分子研究発表会（神戸）, Jul. 2013, Japanese, 高分子学会 高分子学会関西支部, 神戸市, Domestic conference

  Poster presentation


• 部位特異的に蛍光分子を導入したタンパク質インプリント空間の構築

  SUGA Yusuke, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第20回クロマトグラフィーシンポジウム, Jun. 2013, Japanese, クロマトグラフィー科学会, 神戸市, Domestic conference

  Poster presentation


• 表面にタンパク質認識空間を有する分子インプリントポリマー薄膜の精密構築

  KAMON Yuri, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第20回クロマトグラフィーシンポジウム, Jun. 2013, Japanese, クロマトグラフィー科学会, 神戸市, Domestic conference

  Poster presentation


• 鋳型空間内に可変部位を有する分子インプリントポリマーの蛍光性結合情報発信

  OHTA Takeo, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第20回クロマトグラフィーシンポジウム, Jun. 2013, Japanese, クロマトグラフィー科学会, 神戸市, Domestic conference

  Poster presentation


• 重合性ダミー鋳型分子と環状糖との包接を利用したカテキンの分子インプリンティング

  KITAMURA Aki, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第20回クロマトグラフィーシンポジウム, Jun. 2013, Japanese, クロマトグラフィー科学会, 神戸市, Domestic conference

  Poster presentation


• 高親和性タンパク質インプリント空間への選択的蛍光レポーター分子の導入

  SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  第20回クロマトグラフィーシンポジウム, Jun. 2013, Japanese, クロマトグラフィー科学会, 神戸市, Domestic conference

  Poster presentation


• 抗体包埋化有機，無機ハイブリッド薄膜を用いた高感度イムノセンシング

  MURATA Akiko, OOYA Tooru, TAKEUCHI Toshifumi

  第20回クロマトグラフィーシンポジウム, Jun. 2013, Japanese, クロマトグラフィー科学会, 神戸市, Domestic conference

  Poster presentation


• Polyglycerol Dendrimers and Dendrons for Skin Permeation of Drugs

  OOYA Tooru

  the 4th Asian Biomaterials Congress (ABMC4), Jun. 2013, English, Hong Kong、Ｃｈｉｎａ, International conference

  Oral presentation


• 両親媒性デンドロンポルフィリンモノマーの設計と合成

  MORIISHI Masako, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第62回高分子学会年次大会, May 2013, Japanese, 高分子学会, 京都市, Domestic conference

  Poster presentation


• 分子インプリントナノ粒子－金ナノ粒子超分子複合体を利用した高感度センシング

  UCHIDA Akane, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第62回高分子学会年次大会, May 2013, Japanese, 高分子学会, 京都市, Domestic conference

  Poster presentation


• 転写型インプリントポリマーによるタンパク質の選択的蛍光検出

  KUWATA Takahiro, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第62回高分子学会年次大会, May 2013, Japanese, 高分子学会, 京都市, Domestic conference

  Poster presentation


• 共有結合型インプリンティングによるカルボニル化合物の認識

  KOBAYASHI Nobuaki, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第62回高分子学会年次大会, May 2013, Japanese, 高分子学会, 京都市, Domestic conference

  Poster presentation


• ハイブリッド分子インプリンティングによる ポリフェノール認識高分子材料の合成

  KITAMURA AKI, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  第62回高分子学会年次大会, May 2013, Japanese, 高分子学会, 京都市, Domestic conference

  Poster presentation


• 分子インプリントナノ粒子および金ナノ粒子を用いた小分子の高感度センシング

  UCHIDA Akane, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2013, Japanese, 日本化学会, 草津市, Domestic conference

  Poster presentation


• 表面開始AGET ATRPによるタンパク質インプリンティング

  KAMON Yuri, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2013, Japanese, 日本化学会, 草津市, Domestic conference

  Oral presentation


• 酸化チタン薄膜への抗体包埋化によるバイオマーカーセンシング

  MURATA Akiko, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2013, Japanese, 日本化学会, 草津市, Domestic conference

  Poster presentation


• 蛍光二重標識した分子インプリント空間の結合情報発信

  OHTA Takeo, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2013, Japanese, 日本化学会, 草津市, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマーとアミノ酸、タンパク質との相互作用

  OOYA Tooru, LEE Haeju, TAKEUCHI Toshifumi

  日本化学会第93春季年会, Mar. 2013, Japanese, 日本化学会, 草津市, Domestic conference

  Oral presentation


• ポストインプリント処理による特異的蛍光性認識空間を有するタンパク質インプリントポリマーの創製

  SUGA Yusuke, SUNAYAMA Hirobumi, KITAYAMA Yukiya, OOYA Tooru, TAKEUTI Toshifumi

  日本化学会第93春季年会, Mar. 2013, Japanese, 日本化学会, 草津市, Domestic conference

  Poster presentation


• 分子インプリント蛍光性ポリマー薄膜によるタンパク質センシング

  INOUE Yuki, KUWAHARA Atsushi, SUNAYAMA Hirobumi, OOYA Tooru, TKAUCHI Toshifumi

  第23回クロマトグラフィー科学会議, Nov. 2012, Japanese, クロマトグラフィー科学会, 岐阜市, Domestic conference

  Oral presentation


• ポリオール構造の異なる合成高分子の細胞増殖への影響

  OOYA Tooru, OGAWA Takaya, OKADA Kentaro, LEE Haeju, TAKEUCHI Toshifumi

  日本バイオマテリアル学会大会シンポジウム2012, Nov. 2012, Japanese, 日本バイオマテリアル学会, 仙台市, Domestic conference

  Poster presentation


• 部位選択的に多重蛍光標識したインプリント分子認識空間の構築

  OHTA Takeo, KUWAHARA Atsushi, SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  第61回高分子討論会, Sep. 2012, Japanese, 高分子学会, 名古屋市, Domestic conference

  Poster presentation


• 繊維芽細胞増殖因子の細胞増殖活性におけるポリグリセロールデンドリマーの効果

  OGAWA Takaya, OOYA Tooru, TAKEUCHI Toshifumi

  第61回高分子討論会, Sep. 2012, Japanese, 高分子学会, 名古屋市, Domestic conference

  Oral presentation


• 化学修飾金ナノ粒子を用いた分子インプリントナノ粒子の分子認識挙動のSPR解析

  TAKANO Eri, ITO Aruto, OOYA Tooru, TAKEUCHI Toshifumi

  第61回高分子討論会, Sep. 2012, Japanese, 高分子学会, 名古屋市, Domestic conference

  Oral presentation


• ポリグリセロールデンドリマーとタンパク質との分子間相互作用による生理活性制御へのアプローチ

  OOYA Tooru, OGAWA Takaya, OKADA Kentaro, LEE Haeju, TAKEUCHI Toshifumi

  第6回バイオ関連化学シンポジウム, Sep. 2012, Japanese, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, 札幌市, Domestic conference

  Oral presentation


• ポストインプリンティング修飾によるタンパク質インプリントナノ空間への蛍光プローブの選択的導入

  SUGA Yusuke, SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  第61回高分子討論会, Sep. 2012, Japanese, 高分子学会, 名古屋市, Domestic conference

  Poster presentation


• タンパク質固定化自己組織化単分子膜上での分子インプリンティング

  KAMON Yuri, OOYA Tooru, TAKEUCHI Toshifumi

  第61回高分子討論会, Sep. 2012, Japanese, 高分子学会, 名古屋市, Domestic conference

  Oral presentation


• Immunosensing System for Biomakers Based on Reflectometric Interference Spectroscopy

  CHOI Hyung Woo, OOYA Tooru, TAKEUCHI Toshifumi

  第6回バイオ関連化学シンポジウム, Sep. 2012, English, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, 札幌市, Domestic conference

  Poster presentation


• Site-specific introduction of a fluorescent molecule by post-imprinting modification

  KUWAHARA Atsushi, OHTA Takeo, SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  The 7th International Conference on Molecular Imprinting (MIP2012), Aug. 2012, English, Society for Molecular Imprinting, Paris, France, International conference

  Poster presentation


• Protein-recognizing polymer by post-imprinting introduction of fluorescent dye using a cleavable functional monomer

  SUGA Yusuke, SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  The 7th International Conference on Molecular Imprinting (MIP2012), Aug. 2012, English, Society for Molecular Imprinting, Paris, France, International conference

  Poster presentation


• Protein imprinting by living radical polymerization

  KAMON Yuri, OOYA Tooru, TAKEUCHI Toshifumi

  The 7th International Conference on Molecular Imprinting (MIP2012), Aug. 2012, English, Society for Molecular Imprinting, Paris, France, International conference

  Poster presentation


• Preparation of Protein-Imprinted Polymers Bearing Tunable Domains

  SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  The 7th International Conference on Molecular Imprinting (MIP2012), Aug. 2012, English, Society for Molecular Imprinting, Paris, France, International conference

  Poster presentation


• HIGHLY SELECTIVE BISPHENOL A SENSING USING MOLECULARLY IMPRINTED NANOPARTICLES WITH MODIFIED GOLD NANOPARTICLES IN ORGANIC PHASE

  UCHIDA Akane, OOYA Tooru, TAKEUCHI Toshifumi

  The 7th International Conference on Molecular Imprinting (MIP2012), Aug. 2012, English, Society for Molecular Imprinting, Paris, France, International conference

  Poster presentation


• Anthracenophane-based functional monomer for molecular imprinting

  YOSHIDA Yuichi, YAMORI Shigeaki, OOYA Tooru, TAKEUCHI Toshifumi

  The 7th International Conference on Molecular Imprinting (MIP2012), Aug. 2012, English, Society for Molecular Imprinting, Paris, France, International conference

  Oral presentation


• Post-imprinting treatment of molecularly imprinted polymers for proteins to enhance specific binding signals

  SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  Biosensors 2012, May 2012, English, Elsevier, Cancun, Mexico, International conference

  Poster presentation


• Novel antibody-embedded organic／inorganic hybrid films for optical sensing prepared by liquid phase deposition

  MURATA Akiko, OOYA Tooru, TAKEUCHI Toshifumi

  Biosensors 2012, May 2012, English, Elsevier, Cancun, Mexico, International conference

  Poster presentation


• Label-free sensing system for alpha-fetoprotein based on reflectometric interference spectroscopy (RIfS)

  KURIHARA Yoshikazu, TAKAMA masaaki, SEKIYA Tadanobu, MURAYAMA Takanori, OKADA Fumitoku, OOYA Tooru, TAKEUCHI Toshifumi

  Biosensors 2012, May 2012, English, Elsevier, Cancun, Mexico, International conference

  Poster presentation


• Highly selective bisphenol a (BPA) detection using molecularly imprinted polymer nanoparticles with BPA-immobilized gold nanoparticles

  UCHIDA Akane, OOYA Tooru, TAKEUCHI Toshifumi

  Biosensors 2012, May 2012, English, Elsevier, Cancun, Mexico, International conference

  Poster presentation


• 分子インプリント空間への結合情報レポーター分子の選択的導入

  太田 壮雄, 砂山 博文, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第92春季年会, Mar. 2012, Japanese, 日本化学会, 横浜市, Domestic conference

  Poster presentation


• 世代数の異なるポリグリセロールデンドリマー分子内における蛍光分子相互作用評価

  LEE Haejoo, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第92春季年会, Mar. 2012, Japanese, 日本化学会, 横浜市, Domestic conference

  Poster presentation


• 自己組織化層を利用したリビングラジカル重合によるタンパク質インプリンティング

  香門 悠里, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第92春季年会, Mar. 2012, Japanese, 日本化学会, 横浜市, Domestic conference

  Poster presentation


• 抗体固定化有機・無機ハイブリッド薄膜によるイムノセンシング

  村田 昭子, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第92春季年会, Mar. 2012, Japanese, 日本化学会, 横浜市, Domestic conference

  Poster presentation


• マレイミド型機能性モノマーによるタンパク質インプリンティング

  菅 優介, 砂山 博文, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第92春季年会, Mar. 2012, Japanese, 日本化学会, 横浜市, Domestic conference

  Poster presentation


• グリセロールデンドリマー分子空間におけるホストーゲスト相互作用

  OOYA Tooru, LEE Haejoo, TAKEUCHI Toshifumi

  日本化学会第92春季年会, Mar. 2012, Japanese, 日本化学会, 横浜市, Domestic conference

  Oral presentation


• Nitrogen-free Dendritic Biomaterials: From Host-Guest Chemistry to Biomolecular Interactions

  OOYA Tooru

  The 6th International Symposium on Intelligent Drug Delivery Systems, Mar. 2012, English, Center for Intelligent Drug Delivery Systems, Center for Tailored Drug Delivery Systems for Biopharmaceutics, Theranostic Macromolecules Research Center, The Korean Controlled Release Society, Seoul, Korea, International conference

  [Invited]

  Invited oral presentation


• Real time measurements of enzymatic degradation of poly(ε-caprolactone) thin film by reflectometric interference spectroscopy

  SAKATA Yasuhiko, OOYA Tooru, TAKEUCHI Toshifumi

  Workshop on Innovation and Pioneering Technology 2011 (WINPTech2011), Dec. 2011, English, Center for Collaborative Research and Technology Development (CREATE), Kobe University, 神戸市, Domestic conference

  Poster presentation


• Molecularly imprinted polymer nanoparticles for bisphenol A sensing

  UCHIDA Akane, OOYA Tooru, TAKEUCHI Toshifumi

  Workshop on Innovation and Pioneering Technology 2011 (WINPTech2011), Dec. 2011, English, Center for Collaborative Research and Technology Development (CREATE), Kobe University, 神戸市, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマー水溶液の水の構造がタンパク質との相互作用へ及ぼす影響

  OOYA Tooru, 小川 貴也, TAKEUCHI Toshifumi

  第33回日本バイオマテリアル学会大会, Nov. 2011, Japanese, 日本バイオマテリアル学会, 京都市, Domestic conference

  Oral presentation


• Nano-Architectures of Polyglycerol Dendrimers and Glycerol Dendrons Affect Protein Adsorptions on Optical Sensing Chip Surfaces

  OOYA Tooru, OKADA Kentaro, MITACHI Yoshiki, TAKEUCHI Toshifumi

  The 12th Pacific Polymer Conference (PPC12), Nov. 2011, English, The Polymer Society Korea, Jeju Island, Korea, International conference

  Oral presentation


• Molecularly Imprinted Polymers Prepared Using a Schiff Base-Type Dummy Template Molecule with Post-Imprinting Oxidation

  TAKANO Eri, OOYA Tooru, TAKEUCHI Toshifumi

  The 12th Pacific Polymer Conference (PPC12), Nov. 2011, English, The Polymer Society Korea, Jeju Island, Korea, International conference

  Poster presentation


• Molecular Imprinting using Protein-immobilized Polymeric Nanoparticles

  YOSHIZAWA Satoshi, OOYA Tooru, TAKEUCHI Toshifumi

  The 12th Pacific Polymer Conference (PPC12), Nov. 2011, English, The Polymer Society Korea, Jeju Island, Korea, International conference

  Poster presentation


• Glycerol Dendrons Immobilized on Gold Surfaces by Epoxy-based Silane Coupling Agent for Analyses of Protein Interactions

  OKADA Kentaro, OOYA Tooru, TAKEUCHI Toshifumi

  The 12th Pacific Polymer Conference (PPC12), Nov. 2011, English, The Polymer Society Korea, Jeju Island, Korea, International conference

  Poster presentation


• Core-Shell Type Polymeric Nanoparticles Capable of Bisphenol A Recognition

  UCHIDA Akane, OOYA Tooru, TAKEUCHI Toshifumi

  The 12th Pacific Polymer Conference (PPC12), Nov. 2011, English, The Polymer Society Korea, Jeju Island, Korea, International conference

  Poster presentation


• ポストインプリンティング修飾によるタンパク質認識蛍光性インプリントポリマーの創成

  砂山 博文, OOYA Tooru, TAKEUCHI Toshifumi

  第22回クロマトグラフィー科学会儀, Oct. 2011, Japanese, クロマトグラフィー科学会, 仙台市, Domestic conference

  Oral presentation


• 分子インプリントナノ粒子を用いたビスフェノールAセンシング

  内田 朱音, OOYA Tooru, TAKEUCHI Toshifumi

  第5回バイオ関連化学シンポジウム, Sep. 2011, Japanese, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, つくば市, Domestic conference

  Poster presentation


• 分子インプリンティング後修飾による分子認識空間の機能転換

  TAKEUCHI Toshifumi, 太田 壮雄, 桑原 惇, 砂山 博文, OOYA Tooru

  第5回バイオ関連化学シンポジウム, Sep. 2011, Japanese, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, つくば市, Domestic conference

  Oral presentation


• 反射干渉分光法を利用した糖鎖認識受容体を有する大腸菌の検出

  三田地 喜樹, OOYA Tooru, TAKEUCHI Toshifumi

  第5回バイオ関連化学シンポジウム, Sep. 2011, Japanese, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, つくば市, Domestic conference

  Poster presentation


• 反射干渉分光法による生分解性高分子フィルムの酵素分解評価

  坂田 泰彦, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子討論会, Sep. 2011, Japanese, 高分子学会, 岡山市, Domestic conference

  Poster presentation


• 反射干渉分光法による抗原抗体反応のラベルフリー計測

  栗原 義一, 高間 正彰, 関矢 忠宣, 吉原 由佳, 岡田 文徳, OOYA Tooru, TAKEUCHI Toshifumi

  第5回バイオ関連化学シンポジウム, Sep. 2011, Japanese, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, つくば市, Domestic conference

  Poster presentation


• 可変部位を有する抗生物質認識分子インプリント空間の構築

  太田 壮雄, 桑原 惇, 砂山 博文, OOYA Tooru, TAKEUCHI Toshifumi

  第5回バイオ関連化学シンポジウム, Sep. 2011, Japanese, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, つくば市, Domestic conference

  Poster presentation


• ポリスチレン微粒子に固定化したタンパク質の分子インプリンティング

  吉澤 聡史, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子討論会, Sep. 2011, Japanese, 高分子学会, 岡山市, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマーと蛍光分子との分子間相互作用評価

  李 惠柱, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子討論会, Sep. 2011, Japanese, 高分子学会, 岡山市, Domestic conference

  Oral presentation


• ポストインプリント処理による非特異的シグナルの抑制

  砂山 博文, OOYA Tooru, TAKEUCHI Toshifumi

  第5回バイオ関連化学シンポジウム, Sep. 2011, Japanese, 生体機能関連化学部会, バイオテクノロジー部会, 生体機能関連化学, バイオテクノロジーディビジョン, フロンティア生命化学研究会, つくば市, Domestic conference

  Poster presentation


• ビスフェノールAインプリントポリマーナノ微粒子を用いた分子認識空間の構築

  高野 恵里, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子討論会, Sep. 2011, Japanese, 高分子学会, 岡山市, Domestic conference

  Poster presentation


• グリセロールデンドロン固定化基板へのタンパク質吸着特性

  岡田 健太郎, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子討論会, Sep. 2011, Japanese, 高分子学会, 岡山市, Domestic conference

  Poster presentation


• Molecular Interaction between Polyglycerol Dendrimers and 4-Amino- 3-Hydroxynaphthalene-1-Sulphonic Acid (AHSA)

  LEE Haejoo, OOYA Tooru, TAKEUCHI Toshifumi

  Tenth International Conference on Materials Chemistry (MC10) 2011, Jul. 2011, English, Royal Chemical Society, Manchester, UK, International conference

  Poster presentation


• 分子内電荷移動反応をベースとした新奇タンパク質認識蛍光モノマーの合成

  井ノ上 裕輝, OOYA Tooru, 竹内 俊文

  第60回高分子学会年次大会, May 2011, Japanese, 高分子学会, 大阪市, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマー水溶液中におけるアルコールデヒドロゲナーゼの熱安定性

  小川 貴也, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子学会年次大会高分子学会, May 2011, Japanese, 高分子学会, 大阪市, Domestic conference

  Poster presentation


• ビスフェノールAインプリントポリマーナノ粒子の合成

  高野 恵里, 内田 朱音, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子学会年次大会, May 2011, Japanese, 高分子学会, 大阪市, Domestic conference

  Poster presentation


• タンパク質インプリント空間構築における原子移動ラジカル重合の効果

  SASAKI Shogo, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子学会年次大会, May 2011, Japanese, 高分子学会, 大阪市, Domestic conference

  Poster presentation


• インプリントポリマーアレイによるタンパク質認識

  田口 浩然, OOYA Tooru, TAKEUCHI Toshifumi

  第60回高分子学会年次大会, May 2011, Japanese, 高分子学会, 大阪市, Domestic conference

  Poster presentation


• 量子ドット/タンパク質インプリント酸化チタンハイブリッドナノ粒子による蛍光センシング

  INOUE Junji, OOYA Tooru, TAKEUCHI Toshifumi

  「ナノ構造・物性」第3回研究会, Mar. 2011, Japanese, 神戸大学自然科学系先端融合研究環, 神戸市, Domestic conference

  Oral presentation


• Polyglycerol Dendrimers as a Tool for Biomedical Applications

  OOYA Tooru, TAKEUCHI Toshifumi

  International Conference on Biomaterials Science 2011 In honor of 60th birthday for Professor Kazunori Kataoka, Mar. 2011, English, Yukio Nagasaki (University of Tsukuba, Japan), つくば市, International conference

  Poster presentation


• Glycoprotein Detection using Reflectometric Interference Spectroscopy-Based Sensing System

  CHOIHYUNG WOO, OOYA Tooru, TAKEUCHI Toshifumi

  「ナノ構造・物性」第3回研究会, Mar. 2011, English, 神戸大学自然科学系先端融合研究環, 神戸市, Domestic conference

  Oral presentation


• 親水性インプリントポリマーにおけるタンパク質認識のin situ質量分析

  TAGUCHI Hironori, OOYA Tooru, TAKEUCHI Toshifumi

  神戸大学研究基盤センター若手フロンティア研究会2010, Dec. 2010, Japanese, 神戸大学研究基盤センター, 神戸市, Domestic conference

  Poster presentation


• 自己集合による水溶性アントラセノファンの合成とその評価

  YOSHIDA Yuichi, YAMORI Shigeaki, OOYA Tooru, TAKEUCHI Toshifumi

  神戸大学研究基盤センター若手フロンティア研究会2010, Dec. 2010, Japanese, 神戸大学研究基盤センター, 神戸市, Domestic conference

  Poster presentation


• 蛍光性モノマーを有するインプリント空間での選択的タンパク質認識

  INOUE Yuki, KUWAHARA Atsushi, OHMORI Kohei, SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  神戸大学研究基盤センター若手フロンティア研究会2010, Dec. 2010, Japanese, 神戸大学研究基盤センター, 神戸市, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマーによるタンパク質安定化効果

  OGAWA Takaya, OOYA Tooru, TAKEUCHI Toshifumi

  神戸大学研究基盤センター若手フロンティア研究会2010, Dec. 2010, Japanese, 神戸大学研究基盤センター, 神戸市, Domestic conference

  Poster presentation


• Water-Soluble Anthracenophanes as Fluorescent Receptors for Nucleotides Prepared by Self-Assembly-based Cyclization

  YOSHIDA Yuichi, YAMORI Shigeaki, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• Protein Adsorption Property of Polyglycerol Dendrimer-immobilized Surface

  MITACHI Yoshiki, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• NMR Characterization of molecular interaction between PGDs and a fluorescent molecule

  LEE Haejoo, Ooya Tooru, Takeuchi Toshifumi

  神戸大学研究基盤センター若手フロンティア研究会2011, Dec. 2010, English, 神戸大学研究基盤センター, 神戸市, Domestic conference

  Poster presentation


• Molecularly Imprinted Polymers Prepared by Controlled/Living Radical Polymerization

  SASAKI Shogo, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• Hydrophobic Region of Polyglycerol Dendrimers

  LEE Haejoo, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• Highly Sensitive Detection of Cytochalasin E from White Root Rot Infected Plants by Pre-column Derivatization Coupled LC-MS/MS

  KINOMOTO Masaya, INOUE Naoko, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• Fluorescent Imprinted Polymer Films for Human Serum Albumin

  INOUE Yuki, SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• Enzymatic Activity in Polygrycerol Dendrimer-contained Solution

  OGAWA Takaya, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• Enhanced Affinity of [2]-Rotaxane-based Crosslinked Polymers to Angiotensin III,

  OHMORI Kohei, OOYA Tooru, TAKEUCHI Toshifumi

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• Conjugated Protein-like Molecularly Imprinted Tunable Binding Sites Coupled with cofactors

  TAKEUCHI Toshifumi, Kohei TAKEDA, KUWAHARA Atsushi, T. Mori, OOYA Tooru

  2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Dec. 2010, English, 日本化学会, アメリカ化学会, カナダ化学会, オーストラリア化学会, ニュージーランド化学会, 韓国化学会, 中国化学会, Honolulu, USA, International conference

  Poster presentation


• 反射干渉分光法によるデンドリマー固定化基板表面へのタンパク質吸着評価

  MITACHI Yoshiki, OOYA Tooru, TAKEUCHI Toshifumi

  第21回クロマトグラフィー科学会議, Oct. 2010, Japanese, クロマトグラフィー科学会, 西宮市, Domestic conference

  Poster presentation


• Reflectometric Interference Spectroscopy (RIfS) using Silicon Nitride-based Protein Biochips

  CHOIHYUNG WOO, OOYA Tooru, TAKEUCHI Toshifumi

  第21回クロマトグラフィー科学会議, Oct. 2010, English, クロマトグラフィー科学会, 西宮市, Domestic conference

  Poster presentation


• 新奇水溶性アントラセノファンによるヌクレオチドの選択的蛍光センシング

  YOSHIDA Yuichi, OOYA Tooru, TAKEUCHI Toshifumi

  第4回バイオ関連化学シンポジウム, Sep. 2010, Japanese, 生体機能関連化学会, バイオテクノロジー部会, フロンティア生命化学研究会, 大阪府豊中市, Domestic conference

  Oral presentation


• 架橋ポリマー中のモノカルボキシル化α-CD回転運動によるアンギオテンシンIII の認識

  OHMORI Kohei, OOYA Tooru, TAKEUCHI Toshifumi

  第27回シクロデキストリンシンポジウム, Sep. 2010, Japanese, シクロデキストリン学会, 金沢市, Domestic conference

  Oral presentation


• 液相析出法によるタンパク質インプリント量子ドット界面の構築

  INOUE Junji, OOYA Tooru, TAKEUCHI Toshifumi

  第4回バイオ関連化学シンポジウム, Sep. 2010, Japanese, 生体機能関連化学会, バイオテクノロジー部会, フロンティア生命化学研究会, 大阪府豊中市, Domestic conference

  Poster presentation


• タンパク質インプリント親水性高分子薄膜上でのin situ質量分析

  TAGUCHI Hironori, OOYA Tooru, TAKEUCHI Toshifumi

  第4回バイオ関連化学シンポジウム, Sep. 2010, Japanese, 生体機能関連化学会, バイオテクノロジー部会, フロンティア生命化学研究会, 大阪府豊中市, Domestic conference

  Poster presentation


• タンパク質インプリント結合サイトへのポストインプリント蛍光レポーター分子の導入

  SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  第4回バイオ関連化学シンポジウム, Sep. 2010, Japanese, 生体機能関連化学会, バイオテクノロジー部会, フロンティア生命化学研究会, 大阪府豊中市, Domestic conference

  Poster presentation


• Water-Soluble Alkynylpyrene Monomer for Protein Sensing on Molecularly Imprinted Polymers

  MATSUOKA Masayoshi, OOYA Tooru, TAKEUCHI Toshifumi

  The 6th International Conference on Molecular Imprinting (MIP2010), Aug. 2010, English, Society for Molecular Imprinting, New Orleans, USA, International conference

  Oral presentation


• Protein Imprinting on a Quantum Dot by Liquid Phase Deposition (LPD) Method

  INOUE Junji, OOYA Tooru, TAKEUCHI Toshifumi

  The 6th International Conference on Molecular Imprinting (MIP2010), Aug. 2010, English, Society for Molecular Imprinting, New Orleans, USA, International conference

  Poster presentation


• Preparation of Reconstructable Synergetic Recognition Sites by Combination of Molecules

  MORI Takuya, KUWAHARA Atsushi, OOYA Tooru, TAKEUCHI Toshifumi

  The 6th International Conference on Molecular Imprinting (MIP2010), Aug. 2010, English, Society for Molecular Imprinting, New Orleans, USA, International conference

  Poster presentation


• Preparation of Recognition Sites for Proteins via Post-imprinting Treatment

  SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  The 6th International Conference on Molecular Imprinting (MIP2010), Aug. 2010, English, Society for Molecular Imprinting, New Orleans, USA, International conference

  Poster presentation


• In Situ Detection of Target Protein on a Protein-imprinted Hydrophilic Polymer Thin Film by Mass Spectroscopy

  TAGUCHI Hironori, OOYA Tooru, TAKEUCHI Toshifumi

  The 6th International Conference on Molecular Imprinting (MIP2010), Aug. 2010, English, Society for Molecular Imprinting, New Orleans, USA, International conference

  Poster presentation


• Human Serum Albumin-Imprinted Polymers Using a Fluorescent Molecule-based Functional Monomer

  INOUE Yuki, KUWAHARA Atsushi, OHMORI Kohei, SUNAYAMA Hirobumi, OOYA Tooru, TAKEUCHI Toshifumi

  The 6th International Conference on Molecular Imprinting (MIP2010), Aug. 2010, English, Society for Molecular Imprinting, New Orleans, USA, International conference

  Poster presentation


• ポリグリセロールデンドリマー固定化基板表面のタンパク質吸着特性

  MITACHI Yoshiki, OOYA Tooru, TAKEUCHI Toshifumi

  第39回医用高分子研究会, Jul. 2010, Japanese, 高分子学会, 医用高分子研究会, 東京都目黒区, Domestic conference

  Poster presentation


• 反射干渉分光センシングによるタンパク質コンフォメーション変化の解析

  OOYA Tooru, YOSHIDA Kazunari, TAKEUCHI Toshifumi

  第59回高分子学会年次大会, May 2010, Japanese, 高分子学会, 横浜市, Domestic conference

  Oral presentation


• 蛍光性機能性モノマーを用いたタンパク質インプリント材料の合成

  MATSUOKA Masayoshi, INOUE Yuki, KUWAHARA Atsushi, OHMORI Kohei, OOYA Tooru, TAKEUCHI Toshifumi

  第59回高分子学会年次大会, May 2010, Japanese, 高分子学会, 横浜市, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマーの親水・疎水的特性評価

  LEE Haejoo, MITACHI Yoshiki, OOYA Tooru, TAKEUCHI Toshifumi

  第59回高分子学会年次大会, May 2010, English, 高分子学会, 横浜市, Domestic conference

  Oral presentation


• Reflectometric Interference Spectroscopy-based Glycoprotein Sensing

  CHOIHYUNG WOO, YOSHIDA Kazunari, Ooya Tooru, TAKEUCHI Toshifumi

  Biosensors 2010 - 20th Anniversary World Congress on Biosensors, May 2010, English, Society for Molecular Imprinting, Glasgow, UK, International conference

  Poster presentation


• Molecularly Imprinted Nano particles-immobilized Slab-type Optical Waveguide SPR Sensor

  TAKANO Eri, TAGUCHI Hironori, OOYA Tooru, TAKEUCHI Toshifumi, KUBO Asami

  Biosensors 2010 - 20th Anniversary World Congress on Biosensors, May 2010, English, Society for Molecular Imprinting, Glasgow, UK, International conference

  Poster presentation


• L-リジンオリゴマー・酸化チタン複合薄膜上でのタンパク質インプリンティング

  HATA Yusaku, OOYA Tooru, TAKEUCHI Toshifumi

  第59回高分子学会年次大会, May 2010, Japanese, 高分子学会, 横浜市, Domestic conference

  Poster presentation


• 反射干渉分光法によるタンパク質センシング表面の設計

  崔 亨佑, 吉田 一成, 佐々木 翔悟, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第90春季年会, Mar. 2010, Japanese, 日本化学会, 大阪市, Domestic conference

  Oral presentation


• 水溶性ピレンモノマーを用いたタンパク質のセンシング

  松岡 正祥, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第90春季年会, Mar. 2010, Japanese, 日本化学会, 大阪市, Domestic conference

  Poster presentation


• 蛍光性機能性モノマーを用いたタンパク質認識材料の合成

  井ノ上 裕輝, 桑原 惇, 大森 康平, 砂山 博文, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第90春季年会, Mar. 2010, Japanese, 日本化学会, 大阪市, Domestic conference

  Oral presentation


• マイクロ流路を用いた生物活性物質インプリントポリマーの合成

  高野 恵里, 田中 藤丸, 佐々木 翔悟, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第90春季年会, Mar. 2010, Japanese, 日本化学会, 大阪市, Domestic conference

  Oral presentation


• サイトカラシンE検出システムの開発

  木野本 雅也, 岡村 賢, 高野 恵里, 田中 藤丸, 佐々木 翔悟, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第90春季年会, Mar. 2010, Japanese, 日本化学会, 大阪市, Domestic conference

  Poster presentation


• L-リジンオリゴマーを複合したタンパク質インプリント金属酸化物薄膜の創製

  秦 雄作, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第90春季年会, Mar. 2010, Japanese, 日本化学会, 大阪市, Domestic conference

  Poster presentation


• Reflectometric Interference Spectroscopy-Based Sensing System for Glycoproteins

  H. W. Choi, K. Yoshida, T. Ooya, T. Takeuchi

  Workshop on Information, Nano and Photonics Technology, Dec. 2009, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• 湿式微粒化処理によるリポソームとポリロタキサンの物性改質

  OOYA Tooru

  第31回日本バイオマテリアル学会大会, Nov. 2009, Japanese, 日本バイオマテリアル学会, 京都市, Domestic conference

  Oral presentation


• 有機／無機ハイブリッド型タンパク質インプリンティングナノ粒子

  井上 純志, 大谷 亨, 竹内 俊文

  第24回生体機能関連化学シンポジウム・第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 福岡市, Domestic conference

  Poster presentation


• 無機ハイブリッド型タンパク質インプリンティングナノ粒子

  井上 純志, OOYA Tooru, TAKEUCHI Toshifumi

  第24回生体機能関連化学シンポジウム、第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 博多市, Domestic conference

  Poster presentation


• 超分子を利用した生体反応の蛍光検出の試み

  OOYA Tooru

  第24回生体機能関連化学シンポジウム若手フォーラム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 博多市, Domestic conference

  [Invited]

  Invited oral presentation


• 金基板固定化レクチンチップによる糖タンパク質認識

  大谷 亨, 李 恵柱, 崔 亨佑, 竹内 俊文

  第24回生体機能関連化学シンポジウム・第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 福岡市, Domestic conference

  Poster presentation


• 金基板固定化レクチンチップによる糖タンパク質認識

  OOYA Tooru, 李 惠柱, 崔 亨佑, TAKEUCHI Toshifumi

  第24回生体機能関連化学シンポジウム、第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 博多市, Domestic conference

  Poster presentation


• 金基板に固定化したレクチンの糖タンパク質認識評価

  三原 恵里香, 李 惠柱, 崔 亨佑, OOYA Tooru, TAKEUCHI Toshifumi

  第58回高分子討論会, Sep. 2009, Japanese, 高分子学会, 熊本市, Domestic conference

  Poster presentation


• リビングラジカル重合によるビスフェノールAのモレキュラーインプリンティング

  佐々木 翔悟, 高野 恵里, 大谷 亨, 竹内 俊文

  第24回生体機能関連化学シンポジウム・第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 福岡市, Domestic conference

  Poster presentation


• リビングラジカル重合によるビスフェノールAのモレキュラーインプリンティング

  佐々木 翔悟, 高野 恵里, OOYA Tooru, TAKEUCHI Toshifumi

  第24回生体機能関連化学シンポジウム、第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 博多市, Domestic conference

  Poster presentation


• リビングラジカル重合によるビスフェノールAインプリンティングの検討

  佐々木 翔悟, 高野 恵里, OOYA Tooru, TAKEUCHI Toshifumi

  第58回高分子討論会, Sep. 2009, Japanese, 高分子学会, 熊本市, Domestic conference

  Poster presentation


• モレキュラーインプリンティングによる補因子の結合で応答する分子認識部位の構築

  竹田 幸平, 桑原 惇, 大森 康平, 大谷 亨, 竹内 俊文

  第24回生体機能関連化学シンポジウム・第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 福岡市, Domestic conference

  Oral presentation


• モレキュラーインプリンティングによる補因子の結合で応答する分子認識部位の構築

  竹田 幸平, 桑原 淳, 大森 康平, OOYA Tooru, TAKEUCHI Toshifumi

  第24回生体機能関連化学シンポジウム、第12回バイオテクノロジー部会シンポジウム, Sep. 2009, Japanese, 日本化学会生体機能関連化学部会、バイオテクノロジー部会, 博多市, Domestic conference

  Oral presentation


• モレキュラーインプリンティングによる補因子コンジュゲート分子認識部位の構築

  竹田 幸平, 桑原 淳, 大森 康平, OOYA Tooru, TAKEUCHI Toshifumi

  第58回高分子討論会, Sep. 2009, Japanese, 高分子学会, 熊本市, Domestic conference

  Oral presentation


• ポリグリセロールデンドリマー固定化シリコン薄膜表面の反射干渉光解析

  OOYA Tooru, 李 惠柱, 崔 亨佑, TAKEUCHI Toshifumi

  第58回高分子討論会, Sep. 2009, Japanese, 高分子学会, 熊本市, Domestic conference

  Oral presentation


• ビスフェノールAインプリントナノ粒子を用いた光導波路型SPRセンシング

  田口 由紀, 高野 恵里, 大谷 亨, 竹内 俊文

  第58回高分子討論会, Sep. 2009, Japanese, 高分子学会, 熊本市, Domestic conference

  Poster presentation


• ナノ粒子表面での有機／無機ハイブリッドタンパク質インプリンティング

  井上 純志, 大谷 亨, 竹内 俊文

  第58回高分子討論会, Sep. 2009, Japanese, 高分子学会, 熊本市, Domestic conference

  Poster presentation


• 無機ハイブリッドタンパク質インプリンティング

  井上 純志, OOYA Tooru, TAKEUCHI Toshifumi

  第58回高分子討論会, Sep. 2009, Japanese, 高分子学会, 熊本市, Domestic conference

  Poster presentation


• ジメチル-β-CDとポリグリセロールデンドリマー混合水溶液中での薬物溶解性評価

  OOYA Tooru, 川村 恭平

  第26回シクロデキストリンシンポジウム, Sep. 2009, Japanese, シクロデキストリン学会, 宇都宮市, Domestic conference

  Oral presentation


• 有機・無機ハイブリッド分子インプリンティング法によるタンパク質認識薄膜

  渕本 和崇, OOYA Tooru, TAKEUCHI Toshifumi

  日本ケミカルバイオロジー学会 第4回年会, May 2009, Japanese, 日本ケミカルバイオロジー学会, 神戸市, Domestic conference

  Poster presentation


• 微粒子表面固定化タンパク質を鋳型としたインプリントポリマー

  菅 俊彬, OOYA Tooru, TAKEUCHI Toshifumi

  日本ケミカルバイオロジー学会 第4回年会, May 2009, Japanese, 日本ケミカルバイオロジー学会, 神戸市, Domestic conference

  Oral presentation


• 微粒子表面固定化タンパク質を鋳型としたインプリントポリマー

  菅 俊彬, 大谷 亨, 竹内 俊文

  第4回日本ケミカルバイオロジー学会年会, May 2009, Japanese, 日本ケミカルバイオロジー学会, 神戸市, Domestic conference

  Oral presentation


• 反射干渉分光法によるレクチン-糖タンパク質間相互作用の定量解析

  OOYA Tooru, 高橋 宏彰, TAKEUCHI Toshifumi

  日本ケミカルバイオロジー学会 第4回年会, May 2009, Japanese, 日本ケミカルバイオロジー学会, 神戸市, Domestic conference

  Poster presentation


• 反射干渉分光法によるレクチン-糖タンパク質間相互作用の定量解析

  大谷 亨, 高橋 宏彰, 竹内 俊文

  第4回日本ケミカルバイオロジー学会年会, May 2009, Japanese, 日本ケミカルバイオロジー学会, 神戸市, Domestic conference

  Poster presentation


• 有機無機ハイブリッドタンパク質インプリント認識材料の開発

  渕本 和崇, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第89春季年会, Mar. 2009, Japanese, 日本化学会, 船橋市, Domestic conference

  Poster presentation


• 反射干渉分光法を利用したタンパク質センシング

  OOYA Tooru, 高橋 宏彰, TAKEUCHI Toshifumi

  日本化学会第89春季年会, Mar. 2009, Japanese, 日本化学会, 船橋市, Domestic conference

  Poster presentation


• 配位結合を用いた蛍光性タンパク質認識材料の合成と評価

  桑原 惇, 大森康平, OOYA Tooru, 高橋 宏彰, TAKEUCHI Toshifumi

  日本化学会第89春季年会, Mar. 2009, Japanese, 日本化学会, 船橋市, Domestic conference

  Poster presentation


• 糖誘導体を用いた親水性架橋剤の合成とタンパク質インプリンティングへの応用

  内田 裕樹, OOYA Tooru, 高橋 宏彰, TAKEUCHI Toshifumi

  日本化学会第89春季年会, Mar. 2009, Japanese, 日本化学会, 船橋市, Domestic conference

  Poster presentation


• 固定化タンパク質を用いたタンパク質インプリンティング

  菅 俊彬, OOYA Tooru, TAKEUCHI Toshifumi

  日本化学会第89春季年会, Mar. 2009, Japanese, 日本化学会, 船橋市, Domestic conference

  Poster presentation


• ダミーテンプレート分子を用いたインプリントポリマーによるサイトカラシンEの認識

  杉谷 良太, 李 雨商, 岡村 賢, 木野本 雅也, 高野 恵里, OOYA Tooru, 高橋 宏彰, TAKEUCHI Toshifumi

  日本化学会第89春季年会, Mar. 2009, Japanese, 日本化学会, 船橋市, Domestic conference

  Poster presentation


• 湿式微粒化装置を利用したソフトマテリアルの改質

  OOYA Tooru

  ナノ構造・物性」第一回研究会, Jan. 2009, Japanese, ナノ学会, 神戸大学, Domestic conference

  [Invited]

  Invited oral presentation


• 経皮吸収促進剤としてのポリグリセロールデンドリマーの評価

  OOYA Tooru, 渋田元希, 濱田昌弘, 寺山めぐみ, 中島範行, 加藤達久, 木村隆仁

  日本バイオマテリアル学会シンポジウム2008, Nov. 2008, Japanese, 日本バイオマテリアル学会, 東京大学, Domestic conference

  Oral presentation


• 白紋羽病二次代謝産物サイトカラシンEのLC-MS/MS分析

  李 雨商, 小山, 横幕, 兼松, OOYA Tooru, TAKEUCHI Toshifumi

  第3回バイオ関連化学合同シンポジウム, Sep. 2008, Japanese, 日本化学会 生体機能関連部会 バイオテクノロジー部会, 東京工業大学, Domestic conference

  Poster presentation


• 白紋羽病菌の産生する二次代謝産物サイトカラシンE のモレキュラーインプリンティング

  岡村 賢, 木野本 雅也, 高野 恵理, 李 雨商, OOYA Tooru, TAKEUCHI Toshifumi

  第3回バイオ関連化学合同シンポジウム, Sep. 2008, Japanese, 日本化学会 生体機能関連部会 バイオテクノロジー部会, 東京工業大学, Domestic conference

  Poster presentation


• 自己集合によるアミノ酸をリンカーとする新規水溶性アントラセノファンの合成と分子認識

  沓水 竜太, 吉田 雄一, OOYA Tooru, TAKEUCHI Toshifumi

  第3回バイオ関連化学合同シンポジウム, Sep. 2008, Japanese, 日本化学会 生体機能関連部会 バイオテクノロジー部会, 東京工業大学, Domestic conference

  Poster presentation


• ポリグリセロールデンドリマーの基礎と応用展開

  OOYA Tooru

  日本バイオマテリアル学会第3回関西若手研究発表会, Sep. 2008, Japanese, 日本バイオマテリアル学会, 関西大学, Domestic conference

  Oral presentation


• Protein-templated Organic/inorganic Hybrid Materials Prepared by Liquid phase Deposition

  K. Fuchimoto, M. Tatemichi, M. Mizuhata, S. Deki, T. Ooya, T. Takeuchi

  5th International Workshop on Molecularly Imprinting, Sep. 2008, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• Preparation of Protein- imprinted Polymers by Using Fluorophore-Conjugated Metal Complexes as a Functional Monomer

  T. Hishiya, K. Oomori, A. Kuwahara, T. Ooya, T. Takeuchi

  5th International Workshop on Molecularly Imprinting, Sep. 2008, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• Preparation of Molecularly Imprinted Microspheres Using a Micro-fluidic Device

  E. Takano, Y. Ookubo, T. Ooya, T. Takeuchi

  5th International Workshop on Molecularly Imprinting, Sep. 2008, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• Molecular Recognition of Amino Acid-linked Anthracenophanes Proposed by Self-assembling Approach

  R. Kutsumizu, H. Shinmori, Y. Yoshida, T. Ooya, T. Takeuchi

  5th International Workshop on Molecularly Imprinting, Sep. 2008, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• Molecularly Imprinted Polymers Bearing Reconstructable Binding Sites

  K. Takeda, Y. Hata, T. Ooya, T. Takeuchi

  5th International Workshop on Molecularly Imprinting, Sep. 2008, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• Molecular Imprinting of Cytochalasin E Producted by Rosellinia necatrix as A Secondary Metabolite in White Root rot Infected Trees

  S. Okamura, M. Kinomoto, E. Takano, W-S. Lee, T. Ooya, T. Takeuchi

  5th International Workshop on Molecularly Imprinting, Sep. 2008, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• Development of Molecular Imprinting for Protein with Water-soluble Porphyrin Derivatives

  R. Saisho, M. Shimizu, M. Matsuoka, T. Ooya, T. Takeuchi

  5th International Workshop on Molecularly Imprinting, Sep. 2008, English, 神戸大学, 神戸大学, International conference

  Poster presentation


• ポリグリセロールデンドリマーの経皮吸収促進剤としての特性評価

  OOYA Tooru, 渋田元希, 濱田昌弘, 寺山めぐみ, 中島範行

  第37回医用高分子シンポジウム, Jul. 2008, Japanese, 高分子学会医用高分子研究会, 東京都, Domestic conference

  Oral presentation


• Polyglycerol dendrimers as a new biocompatible material

  OOYA Tooru

  The 2nd International Workshop on Future Molecular Systems, Jul. 2008, Japanese, 九州大学, 九州大学, Domestic conference

  [Invited]

  Invited oral presentation


• Architectural Factors of Dendritic, Cyclic and Linear Polyglycerols on Skin Permeation of Indomethacin

  OOYA Tooru, M. Hamada, M. Terayama, G. Shibuta, S. Ogita, T. Kato, T. Kimura, N. Nakajima

  35th Annual Meeting & Exposition of the Controlled Release Society, Jul. 2008, English, CRS, N. Y., International conference

  Poster presentation


• 新規ポリグリセロール誘導体による非ステロイド性抗炎症剤の経皮吸収促進効果

  OOYA Tooru, 渋田元希, 濱田昌弘, 寺山めぐみ, 中島範行, 加藤達久, 木村隆仁

  第24回日本DDS学会, Jun. 2008, Japanese, 日本DDS学会, 東京都, Domestic conference

  Oral presentation


• 超高圧処理したPEGリポソームのナノサイズ化と脂質膜の特性

  森 將人, OOYA Tooru

  第57回高分子学会年次大会, May 2008, Japanese, 高分子学会, 横浜市, Domestic conference

  Oral presentation


• 湿式微粒化装置を利用したPEGリポソームのナノ微粒子化

  OOYA Tooru, 森 將人

  日本薬剤学会第23年会, May 2008, Japanese, 日本薬剤学会, 札幌市, Domestic conference

  Oral presentation


• 高分子量PEGとシクロデキストリンとの包接における超高圧処理の影響

  OOYA Tooru, 竹山和宏

  第57回高分子学会年次大会, May 2008, Japanese, 高分子学会, 横浜市, Domestic conference

  Oral presentation


• Effect of Atomization Process on Inclusion Complex of High-Molecular-Weight Poly(Ethylene Glycol) and α-Cyclodextrin

  OOYA Tooru, K. Takeyama

  14th International Cyclodextrins Symposium, May 2008, English, 国際シクロデキストリン学会, 京都市, International conference

  Oral presentation


• Effect of Linear, Cyclic, and Dendritic Polyglycerols on Skin Permeation of Indomethacin

  OOYA Tooru, M. Hamada, M. Terayama, Y. Takaoka, G. Shibuta, T. Kato, T. Kimura, N. Nakajima

  NanoDDS 2007, Nov. 2007, English, CRS, Boston, International conference

  Poster presentation


• Biocompatibility of Polyglycerol Dendrimers Comparing With Poly(ethylene glycol)

  OOYA Tooru, G. Shibuta, K. Kawamura, H. Sano

  The 2nd Meeting of the International Federation for Artificial Organs, Oct. 2007, English, 日本人工臓器学会, 大阪市, International conference

  Oral presentation


• New Fluorescence Probe Based on Polyrotaxanes: Stimuli-triggered Fluorescent Red Shifts via Self-inclusion Complexation of Cyclodextrin

  OOYA Tooru, A. Ito, N. Yui

  The 4th Asian Cyclodextrin Conference 2007 (ACC2007), May 2007, English, 国際シクロデキストリン学会, 京都市, International conference

  Oral presentation


• Multivalent molecular recognition based on molecular motion of cyclodextrins in polyrotaxanes

  OOYA Tooru, N. Yui

  The Third China-Japan-Korea (Asia3) Foresight Joint Symposium on Gene Therapy, May 2007, English, Daejon, Korea, International conference

  [Invited]

  Invited oral presentation


• Association of hydrotropic dendrimers in aqueous solution: Effects on solubilization of poorly soluble drugs

  OOYA Tooru, Y. Takaoka, H. Sano

  233rd ACS National Meeting, Mar. 2007, English, ACS, Chicago, International conference

  Poster presentation


• デンドリマーのナノ構造に基づいた薬物溶解と放出制御へのアプローチ

  OOYA Tooru

  第12回創剤フォーラム若手シンポジウム, Dec. 2006, Japanese, 日本DDS学会, 横浜市, Domestic conference

  [Invited]

  Invited oral presentation


• Self-Assembled Polyglycerol Dendrimers as a New Nano-Biomatrials

  OOYA Tooru

  International Conference on Materials and Processing for Properties and Performance (MP3), Dec. 2006, English, Singapore, International conference

  Oral presentation


• 薬物・バイオ領域を指向したポリグリセロールデンドリマーのナノサイズ効果

  OOYA Tooru

  第67回関西地区高分子若手研究会, Nov. 2006, Japanese, 高分子学会, 大阪大学, Domestic conference

  [Invited]

  Invited oral presentation


• ポリロタキサンとデンドリマーのナノ構造が生化学的機能へ及ぼす影響

  OOYA Tooru

  第17回バイオマテリアル若手研究会, Nov. 2006, Japanese, バイオマテリアル学会, 東京都, Domestic conference

  [Invited]

  Invited oral presentation


• Study of the water structure on a quartz surface by optical sum frequency generation: an effect of co-adsorption of organic chain molecules

  H. Sano, H. Yoshida, T. Oosugi, T. Murakami, Y. Takagawa, OOYA Tooru, N. Yui, G. Mizutani

  The tenth ISSP International Symposium on Nanoscience at Surfaces, Oct. 2006, English, 柏市, International conference

  Poster presentation


• Synthesis and dethreading kinetics of pH-sensitive -cyclodextrin - polyethylene glycol polyrotaxanes bearing cleavable endcaps

  D. H. Thompson, S. Loethen, OOYA Tooru, N. Yui

  232nd ACS National Meeting, Sep. 2006, English, ACS, San Francisco, International conference

  Poster presentation


• Structural effects of nano-biomaterials on drug delivery, tissue engineering, and diagnosis

  OOYA Tooru

  第4回ナノ構造医用材料国際会議, Sep. 2006, English, 韓国バイオマテリアル学会, ソウル市, 韓国, International conference

  [Invited]

  Invited oral presentation


• Self-Assembled Polyglycerol Dendrimer for Bottom-up Typed Nano-Fabrication

  OOYA Tooru, H. Akita

  The 4’th International Forum of Post-Genome Technologies (IFPT’4), Sep. 2006, English, Hanzou, China, International conference

  Poster presentation


• Role of dendrimer and polyrotaxane structure on biomaterials design, seminar at medicinal science division

  OOYA Tooru

  忠南国立大学、韓国科学技術研究院, Sep. 2006, English, KRICT, テジョン市、韓国, International conference

  [Invited]

  Invited oral presentation


• Plasmid DNA Cluster Delivery to Nucleus Based on Supramolecular Characteristics of Biocleavable Polyrotaxane

  OOYA Tooru, H. S. Choi, A. Yamashita, N. Yui, Y. Sugaya, A. Kano, A. Maruyama, H. Akita, K. Kogure, R. Ito, H. Harashima

  33rd Annual Meeting & Exposition of the Controlled Release Society, Jul. 2006, English, Vienna, Austria, International conference

  Poster presentation


• Biotinylated Concanavalin A-Streptavidin Quantum Dot Combination as a Tool of Real Time Detection of Carbohydrate Surface ConditionsAnalysis

  OOYA Tooru

  The 1st International Workshop on Approaches to Single-Cell Analysis, Jun. 2006, English, Uppsala, Sweden, International conference

  Poster presentation


• シクロデキストリン誘導体の超分子形成による生体分子間相互作用制御

  OOYA Tooru

  第55回高分子学会年次大会, May 2006, Japanese, 高分子学会, 名古屋市, Domestic conference

  [Invited]

  Invited oral presentation


• Degradation-triggered cyclodextrin release from biodegradable polyrotaxanes for biomedical applications

  OOYA Tooru

  第3回アジアシクロデキストリン会議, Mar. 2005, English, 国際シクロデキストリン学会, 天津市,中国, International conference

  [Invited]

  Invited oral presentation


• Structural role of guest molecules in fast assembling supramolecular hydrogels based on alpha-cyclodextrin-conjugated poly(epsiron-lysine)

  H. Choi, A. Takahashi, OOYA Tooru, N. Yui

  4th Asian International Symposium on Biomaterials (AISB4) and 2nd International Symposium on Fusion of Nano and Biotechnologies (FNB2004), Nov. 2004, English, つくば市, International conference

  Poster presentation


• Hydrophobically modified hyaluronic acid hydrogels for long term and local release of hormonal drugs

  R. Kawabata, OOYA Tooru, N. Yui, I. Sato, T. Nakama, K. Nomura, K. Murakami, M. Inoue

  4th Asian International Symposium on Biomaterials (AISB4) and 2nd International Symposium on Fusion of Nano and Biotechnologies (FNB2004), Nov. 2004, English, つくば市, International conference

  Poster presentation


• Design of polyrotaxane-type gene carrier forming and dissociating polyplex in synchronization with supramolecular formation and dissociation

  OOYA Tooru, A. Yoshihiro, A. Yamashita, N. Yui, Y. Sugaya, A. Maruyama

  4th Asian International Symposium on Biomaterials (AISB4) and 2nd International Symposium on Fusion of Nano and Biotechnologies (FNB2004), Nov. 2004, English, つくば市, International conference

  Poster presentation


• Self-assembled mono-stearyl polyglycerol dendrimer and its effect on hydrotropic solubilization of poorly soluble drug

  OOYA Tooru, K. Park

  JAIST International Symposium: Nanotechnology 2004, Sep. 2004, English, 辰口町, International conference

  Poster presentation


• Design of supramolecular guest molecules for stimuli-responsive hydrogels

  H. S. Choi, OOYA Tooru, S. C. Lee, M. Kurisawa, N. Yui

  The First international SBE Conference on Bioengineering and Nanotechnology (ICBN2004), Sep. 2004, English, Biopolis, Singapore, International conference

  Oral presentation


• Controlled erosion time of hydrogels by temperature-modulated inclusion complexation between cyclodextrin and ester linkage in polyrotaxane crosslinks

  OOYA Tooru, M. Akutsu, Y. Kumashiro, N. Yui

  JAIST International Symposium: Nanotechnology 2004, Sep. 2004, English, 辰口町, International conference

  Poster presentation


• Hydrolyzable polyrotaxanes consisting of beta-cyclodextrins and Pluronic for drug delivery

  A. Ito, OOYA Tooru, N. Yui

  The 2004 International Conference on MEMS, NANO, and Smart Systems, Aug. 2004, English, Alberta, Canada, International conference

  Poster presentation


• Reducible polyrotaxanes for controlling intracellular release of DNA and RNA

  OOYA Tooru, A. Yoshihiro, N. Yui, Y. Sugaya, A. Maruyama

  World Polymer Congress MACRO2004 40th International Symposium on Macromolecules, Jul. 2004, English, Paris, France, International conference

  Poster presentation


• Multivalent molecular recognition based on fast sliding motion of saccharide-polyrotaxane conjugates

  OOYA Tooru, H. Utsunomiya, M. Eguchi, N. Yui

  43rd Microsymposium Polymer Biomaterials: Biomimetic and Bioanalogous System, Jul. 2004, English, Prague, Czech Republic, International conference

  Poster presentation


• Design of Erosion Time-controllable Hydrogels using Polyrotaxanes for cartilege tissue engineering

  OOYA Tooru, W. Tachaboonyakiat, M. Katoh, T. Kurushima, N. Yui

  43rd Microsymposium Polymer Biomaterials: Biomimetic and Bioanalogous System, Jul. 2004, English, Prague, Czech Republic, International conference

  Poster presentation


• Thermodynamic advantage of ligand-polyrotaxane conjugates on multivalent interaction

  OOYA Tooru, H. Utsunomiya, M. Eguchi, H. Hirose, H. Sano, G. Mizutani, N. Yui

  31th Annual Meeting & Exposition of the Controlled Release Society, Jun. 2004, English, CRS, Honolulu, Hawaii, International conference

  Poster presentation


• Solubility enhancement of paclitaxel by PEGylated polygycerol dendrimers

  OOYA Tooru, J. Lee, K. Park

  31th Annual Meeting & Exposition of the Controlled Release Society, Jun. 2004, English, CRS, Honolulu, Hawaii, International conference

  Poster presentation


• Long-term erosion of swollen hydrogels crosslinked by hydrolyzable polyrotaxanes

  H. Muramatsu, S. Miyamoto, T. Ichi, OOYA Tooru, N. Yui

  31th Annual Meeting & Exposition of the Controlled Release Society, Jun. 2004, English, CRS, Honolulu, Hawaii, International conference

  Poster presentation


• Hydrotropic polymer systems for poorly Soluble drugs

  K. M. Huh, S. C. Lee, OOYA Tooru, J. Lee, Y. W. Cho, G. Acharya, K. Park

  31th Annual Meeting & Exposition of the Controlled Release Society, Jun. 2004, English, CRS, Honolulu, Hawaii, International conference

  Poster presentation


• DNA release triggered by supramolecular dissociation of cationic and reducible polyrotaxanes

  OOYA Tooru, A. Yoshihiro, A. Yamashita, N. Yui, A. Maruyama

  31th Annual Meeting & Exposition of the Controlled Release Society, Jun. 2004, English, CRS, Honolulu, Hawaii, International conference

  Poster presentation


• Supramolecular approach to controlled degradation of biodegradable scaffolds

  OOYA Tooru, T. Frubayashi, W. Tachaboonyakiat, M. Katoh, T. Kurushima, N. Yui

  7th World Biomaterials Congress, May 2004, English, 世界バイオマテリアル会議組織委員会, Sydney, Australia, International conference

  Oral presentation


• Interlocked structure of ligand-polyrotaxane conjugates for enhancing multivalent interaction

  H. Utsunomiya, OOYA Tooru, M. Eguchi, N. Yui

  7th World Biomaterials Congress, May 2004, English, 世界バイオマテリアル会議組織委員会, Sydney, Australia, International conference

  Poster presentation


• Thermodynamic study of a supramolecular assembly based on inclusion complexation of cationic cyclodextrin-conjugated polymer

  H. S. Choi, T. Frubayashi, M. Katoh, OOYA Tooru, N. Yui

  ISSP International Workshop 5th Gel Symposium Polymer Gels; Fundamentals and Nano-Fabrications (GelSympo2003), Nov. 2003, English, 高分子学会, 柏市, International conference

  Poster presentation


• Fabrication of macroporous hydrolyzable polyrotaxane hydrogel as a novel polymeric scaffold for chondrocyte cultivation

  W. Tachaboonyakiat, T. Frubayashi, M. Katoh, OOYA Tooru, N. Yui

  ISSP International Workshop 5th Gel Symposium Polymer Gels; Fundamentals and Nano-Fabrications (GelSympo2003), Nov. 2003, English, 高分子学会, 柏市, International conference

  Poster presentation


• Construction of supramolecular-structured hydrogels based on inclusion complexation between poly(ethylene glycol)-grafted hyaluronic acid and alpha-cyclodextrin

  T. Nakama, OOYA Tooru, N. Yui

  ISSP International Workshop 5th Gel Symposium Polymer Gels; Fundamentals and Nano-Fabrications (GelSympo2003), Nov. 2003, English, 高分子学会, 柏市, International conference

  Poster presentation


• Chemical modification of hydrolyzable polyrotaxane scaffold for an approach to cartilage regeneration

  W. Tachaboonyakiat, T. Frubayashi, M. Katoh, OOYA Tooru, N. Yui

  8th Pacific Polymer Conferences, Nov. 2003, English, Bangkok, Thailand, International conference

  Poster presentation


• Modulated biomolecular recognition based on nano-sized association and mobility of supramolecular conjugates

  OOYA Tooru, M. Eguchi, K. Machida, N. Yui

  JAIST International Symposium: Nanotechnology 2003, Sep. 2003, English, 北陸先端科学技術大学院大学, 辰口町, International conference

  [Invited]

  Invited oral presentation


• Supramolecular design as biomaterials: Ligand mobility along polyrotaxane backbone contributes to enhancing multivalent interaction with biological systems

  N. Yui, OOYA Tooru, M. Eguchi

  Advanced Polymeric Materials and Technology (APMT-2003), Aug. 2003, English, Gyeongju, Korea, International conference

  [Invited]

  Invited oral presentation


• Polyglycerol dendrimers as a new solubility enhancer for poorly water-soluble drugs

  OOYA Tooru, J. Lee, K. Park

  30th Annual Meeting & Exposition of the Controlled Release Society, Jul. 2003, English, CRS, Glasgow, International conference

  Oral presentation


• Enhanced lectin recognition by non-covalently bound ligands onto a poly(ethylene glycol) in polyrotaxanes

  OOYA Tooru, M. Eguchi, N. Yui

  30th Annual Meeting & Exposition of the Controlled Release Society, Jul. 2003, English, CRS, Glasgow, International conference

  Poster presentation


• Ligand-polyrotaxane conjugates for enhancing molecular sensing functions at biological interface

  OOYA Tooru, M. Eguchi, K. Machida, N. Yui

  The First International Congress on Bio-Nanointerface (ICBN 2003 TOKYO), May 2003, English, 東京都, International conference

  Oral presentation


• Hydrotropic polymers, hydrogels and dendrimers for solubility enhancement of poorly soluble drugs

  OOYA Tooru

  第11回薬物送達システム国際会議, Mar. 2003, English, CRS, SaltLake市,米国, International conference

  [Invited]

  Invited oral presentation


• Thermodynamic analysis of inclusion complexation between alpha-cyclodextrin-based molecular tube and polymer

  T. Ikeda, OOYA Tooru, N. Yui

  IUPAC Polymer Conference on the Mission and Challenges of Polymer Science and Technology (IUPAC-PC2002), Dec. 2002, English, 京都市, International conference

  Poster presentation


• Possibility of polyrotaxane hydrogels as a scaffold for cartilage tissue engineering

  M. Kato, T. Ichi, W. K. Lee, OOYA Tooru, T. Yamamoto, K. Sugawara, T. Kurushima, N. Yui

  the 5th International Meeting of the Tissue Engineering Society, Dec. 2002, English, 神戸市, International conference

  Poster presentation


• Effect of supramolecular formation and dissociation of biodegradable polyrotaxanes on biological interactions

  OOYA Tooru, M. Eguchi, T. Ichi, N. Yui

  IUPAC Polymer Conference on the Mission and Challenges of Polymer Science and Technology (IUPAC-PC2002), Dec. 2002, English, 京都市, International conference

  Poster presentation


• Star-shaped poly(ethylene glycol monomethacrylate) and polyglycerol dendrimers: new delivery vehicles for paclitaxel

  OOYA Tooru, J. Lee, K. Park

  2002 AAPS Annual Meeting and Exposition, Nov. 2002, English, AAPS, Toronto, International conference

  Poster presentation


• Star-shaped poly(ethylene glycol monomethacrylate) and polyglycerol dendrimers as new drug delivery systems

  OOYA Tooru, J. Lee, K. Park

  224th ACS National Meeting, Aug. 2002, English, ACS, Boston, International conference

  Oral presentation


• Preparation of thermoreversible hydrogel based on inclusion complexation between poly(propylene oxide)-grafted dextran and beta-cyclodextrin

  H. S. Choi, K. Kontani, K. M. Huh, S. Sasaki, OOYA Tooru, W. K. Lee, N. Yui

  29th Annual Meeting & Exposition of the Controlled Release Society, Jul. 2002, English, CRS, Seoul市, 韓国, International conference

  Poster presentation


• Controlling the erosion time of porous PEG hydrogels crosslinked by hydrolyzable polyrotaxane

  T. Ichi, K. Nitta, W. K. Lee, OOYA Tooru, N. Yui

  29th Annual Meeting & Exposition of the Controlled Release Society, Jul. 2002, English, CRS, Seoul市, 韓国, International conference

  Poster presentation


• Carboxyethylester-polyrotaxanes as a new calcium chelating polymer: Synthesis, calcium binding and mechanism of trypsin inhibition

  M. Eguchi, A. Ozaki, W. K. Lee, OOYA Tooru, N. Yui

  29th Annual Meeting & Exposition of the Controlled Release Society, Jul. 2002, English, Seoul市, 韓国, International conference

  Poster presentation


• Temperature-synchronized degradation of dextran hydrogels grafted with thermo-responsive polymers

  Y. Kumashiro, W. K. Lee, OOYA Tooru, N. Yui

  3rd Asian International Symposium on Biomaterials and DDS, Apr. 2002, English, Taipei, International conference

  Poster presentation


• Preparation and characterization of sulfonated poly(ethylene glycol) grafted polyrotaxane for enhancing biocompatibility

  H. D. Park, W. K. Lee, K. D. Park, Y. H. Kim, OOYA Tooru, N. Yui

  3rd Asian International Symposium on Biomaterials and DDS, Apr. 2002, English, Taipei, International conference

  Poster presentation


• Nitoric oxide generation assay of L-arginine immobilized polyrotaxane

  J. Kobayashi, W. K. Lee, OOYA Tooru, N. Yui

  3rd Asian International Symposium on Biomaterials and DDS, Apr. 2002, English, Taipei, International conference

  Poster presentation


• Supramolecular approach to pharmaceutical functions in polymers

  N. Yui, OOYA Tooru, W. K. Lee, T. Ichi

  13th International Symposium on Microencapsulation, Sep. 2001, English, Angers, France, International conference

  Oral presentation


• Supramolecular-structured hydrogel showing a reversible phase transition by inclusion complexation between poly(ethylene glycol) grafted dextran and cyclodextrin

  K. M. Huh, OOYA Tooru, W. K. Lee, I. C. Kwon, S. Y. Jeong, N. Yui

  222nd ACS National Meeting, Aug. 2001, English, ACS, Chicago, International conference

  Poster presentation


• pH dependent inclusion complexation of poly(epsiron-lysine) with alpha-cyclodextrin

  K. M. Huh, OOYA Tooru, W. K. Lee, S. Sasaki, N. Yui

  222nd ACS National Meeting, Aug. 2001, English, ACS, Chicago, International conference

  Poster presentation


• New concept of multivalent ligands: polyrotaxane-dipeptide conjugates as a specific inhibitor of intestinal peptide transporter PEPT1

  OOYA Tooru, T. Kawashima, Y. Saito, I. Tamai, Y. Sai, A. Tsuji, N. Yui

  222nd ACS National Meeting, Aug. 2001, English, ACS, Chicago, International conference

  Poster presentation


• Streptavidin recognition of polyrotaxane-biotin conjugates: potential as new multivalent ligands

  OOYA Tooru, M. Kawashima, N. Yui

  28th International Symposium on Controlled Release of Biactive Materials, Jun. 2001, English, CRS, San Diego, International conference

  Oral presentation


• Retardation of progressive chronic retinal disease by polyrotaxane-dipeptide conjugates that inhibits intestinal peptide transporter PEPT1

  I. Tamai, Y. Saito, Y. Sai, T. Kawashima, OOYA Tooru, N. Yui, A. Tsuji

  28th International Symposium on Controlled Release of Biactive Materials, Jun. 2001, English, CRS, San Diego, International conference

  Poster presentation


• Controllable erosion time and profile in poly(ethylene glycol) hydrogels by supramolecular structure of hydrolyzable polyrotaxane

  T. Ichi, W. K. Lee, OOYA Tooru, N. Yui

  28th International Symposium on Controlled Release of Biactive Materials, Jun. 2001, English, CRS, San Diego, International conference

  Poster presentation


• Temperature-triggered degradation of dextran-g-PNIPAAm copolymer: Effect of graft chain length on dextranase accessibility

  Y. Kumashiro, K. M. Huh, OOYA Tooru, N. Yui

  International Symposium on Drug Delivery and Biomaterials, Aug. 2000, English, Chejue, International conference

  Poster presentation


• Supramolecular approach to sliding functions in polymers: How we utilize the structure of polyrotaxanes

  N. Yui, OOYA Tooru, T. Ikeda

  International Symposium on Supramolecular Chemistry, Aug. 2000, English, 日本化学会, 博多市, International conference

  Oral presentation


• Formation of supramoleuclar structure consisting of cyclodextrin-based molecular tube and amphiphilic molecules

  T. Ikeda, OOYA Tooru, N. Yui

  International Symposium on Supramolecular Chemistry, Aug. 2000, English, 日本化学会, 博多市, International conference

  Poster presentation


• Enhanced accessibility of enzymes to mono- or tripeptide-terminated poly(ethylene glycol) by threading alpha-cyclodextrin

  OOYA Tooru, M. Eguchi, N. Yui

  International Symposium on Supramolecular Chemistry, Aug. 2000, English, 日本化学会, 博多市, International conference

  Poster presentation


• Controlled degradation of hydrogels crosslinked by hydrolyzable polyrotaxanes

  T. Ichi, J. Watanabe, OOYA Tooru, N. Yui

  International Symposium on Drug Delivery and Biomaterials, Aug. 2000, English, Chejue, International conference

  Poster presentation


• Cell adhesion on poly(ethylene glycol) hydrogels crosslinked by polyrotaxanes

  J. Watanabe, OOYA Tooru, K. D. Park, Y. H. Kim, N. Yui

  International Symposium on Drug Delivery and Biomaterials, Aug. 2000, English, Chejue, International conference

  Poster presentation


• A novel polymer inclusion complex consisting of alpha-polylysine and -cyclodextrin

  K. M. Huh, OOYA Tooru, N. Yui

  International Symposium on Drug Delivery and Biomaterials, Aug. 2000, English, Chejue, International conference

  Poster presentation


• Aminopeptidase-catalyzed degradation of polyrotaxanes aiming at penetration enhancers

  OOYA Tooru, M. Eguchi, N. Yui

  International Symposium on Drug Delivery and Biomaterials, Aug. 2000, English, Chejue, International conference

  Poster presentation


• Synthesis of dextran graft copolymer containing thermo-responsive polymer for synchronized stimuli-responsive DDS

  K. M. Huh, Y. Kumashiro, OOYA Tooru, N. Yui

  27th International Symposium on Controlled Release of Biactive Materials, Jul. 2000, English, CRS, Paris, International conference

  Poster presentation


• Poly(ethylene glycol)-based hydrogels crosslinked by hydrolyzable polyrotaxanes aiming at tissue scaffolds

  OOYA Tooru, T. Ichi, J. Watanabe, N. Yui

  27th International Symposium on Controlled Release of Biactive Materials, Jul. 2000, English, CRS, Paris, International conference

  Poster presentation


• Utilization of supramolecular structure based on cyclodextrin and poly(ethylene glycol) for drug carriers

  OOYA Tooru, N. Yui

  6th World Biomaterials Congress, May 2000, English, 世界バイオマテリアル会議組織委員会, Hawaii, International conference

  Poster presentation


• Synthesis of tripeptide-terminated polyrotaxanes aiming at site-specific degradable polymers

  M. Eguchi, OOYA Tooru, N. Yui

  6th World Biomaterials Congress, May 2000, English, 世界バイオマテリアル会議組織委員会, Hawaii, International conference

  Poster presentation


• Hydrolytic behavior of hydrophobic polyrotaxanes as implantable materials

  T. Ichi, OOYA Tooru, N. Yui

  6th World Biomaterials Congress, May 2000, English, 世界バイオマテリアル会議組織委員会, Hawaii, International conference

  Poster presentation


• Design of hydrogels crosslinked by biodegradable polyrotaxanes

  J. Watanabe, OOYA Tooru, N. Yui

  6th World Biomaterials Congress, May 2000, English, 世界バイオマテリアル会議組織委員会, Hawaii, International conference

  Poster presentation


• Architectural functions of polyrotaxanes consisting of cyclodextrins and poly(ethylene glycol) as Biomaterials

  OOYA Tooru

  2000 Spring Meeting of The Korean Society for Biomaterials, Mar. 2000, English, 韓国バイオマテリアル学会, Seoul市, 韓国, International conference

  [Invited]

  Invited oral presentation


• Synthesis and characterization of molecular tubes constructed by -cyclodextrin with different molecular weight

  T. Ikeda, OOYA Tooru, N. Yui

  The 5th International Symposium on Polymers for Advanced Technologies (PAT99-Tokyo), Sep. 1999, English, 東京都, International conference

  Poster presentation


• Synthesis and characterization of an oligopeptide-terminated polyrotaxane

  OOYA Tooru, N. Yui

  The 5th International Symposium on Polymers for Advanced Technologies (PAT99-Tokyo), Sep. 1999, English, 東京都, International conference

  Poster presentation


• Change in assembled-dispersed state of cyclodextrin in a polyrotaxane with temperature

  OOYA Tooru, H. Fujita, N. Yui

  The 5th International Symposium on Polymers for Advanced Technologies (PAT99-Tokyo), Sep. 1999, English, 東京都, International conference

  Poster presentation


• Hydrophobization of biodegradable polyrotaxanes and its effect on terminal hydrolysis

  J. Watanabe, OOYA Tooru, N. Yui

  International conference on science and technologies of advanced polymers (ICAP99-Yamagata), Jun. 1999, English, 米沢市, International conference

  Oral presentation


• Design of biodegradable polyrotaxanes aiming at biomaterials

  N. Yui, OOYA Tooru

  International conference on science and technologies of advanced polymers (ICAP99-Yamagata), Jun. 1999, English, 米沢市, International conference

  Oral presentation


• Synthesis and characterization of dextran grafted with poly(NIPAAm-co-DMAAm)

  K. M. Huh, J. Hashi, OOYA Tooru, N. Yui

  Third International Symposium on Frontiers in Biomedical Polymers Including Polymer Therapeutics -From Laboratory to Clinical Practice-, May 1999, English, 大津市, International conference

  Poster presentation


• Redox reaction of nicotineamide-modified dextran via enzymatic degradation and its complexation with carboxymethyl dextran

  W. Kamimura, OOYA Tooru, N. Yui

  Third International Symposium on Frontiers in Biomedical Polymers Including Polymer Therapeutics -From Laboratory to Clinical Practice-, May 1999, English, 大津市, International conference

  Poster presentation


• Effect of drug conjugation with biodegradable polyrotaxanes on terminal hydrolysis

  OOYA Tooru, N. Yui

  Third International Symposium on Frontiers in Biomedical Polymers Including Polymer Therapeutics -From Laboratory to Clinical Practice-, May 1999, English, 大津市, International conference

  Poster presentation


• Effect of acetylation in biodegradable polyrotaxanes on their hydrolytic behavior

  J. Watanabe, OOYA Tooru, N. Yui

  Third International Symposium on Frontiers in Biomedical Polymers Including Polymer Therapeutics -From Laboratory to Clinical Practice-, May 1999, English, 大津市, International conference

  Poster presentation


• Temperature-dependent localization of cyclodextrins threaded onto a poly(ethylene glycol)-poly(propylene glycol) triblock-copolymer in a polyrotaxane

  OOYA Tooru, H. Fujita, N. Yui

  217th American Chemical Society National Meeting, Mar. 1999, English, American Chemical Society, Anaheim, International conference

  Oral presentation


• Supramolecular-Structured Polymers for Drug Delivery

  N. Yui, OOYA Tooru

  217th American Chemical Society National Meeting, Mar. 1999, English, American Chemical Society, Anaheim, International conference

  Oral presentation


• Stimuli-responsive behavior of a polyrotaxane consisting of beta-cyclodextrins and poly(ethylene glycol)-poly(propylene glycol) triblock-copolymer

  H. Fujita, OOYA Tooru, N. Yui

  Fourth International Conference on Intelligent Materials, Oct. 1998, English, 幕張市, International conference

  Poster presentation


• Regulation of complexation between cyclodextrins and azobenzene-terminated polymer

  T. Ikeda, OOYA Tooru, N. Yui

  Fourth International Conference on Intelligent Materials, Oct. 1998, English, 幕張市, International conference

  Poster presentation


• Biodegradable polyrotaxanes for advanced drug delivery systems

  OOYA Tooru, N. Yui

  Fourth International Conference on Intelligent Materials, Oct. 1998, English, 幕張市, International conference

  Poster presentation


• Characterization of thermo-induced localization of cyclodextrins in a polyrotaxane consisting of beta-cyclodextrins and poly(ethylene glycol)-poly(propylene glycol) triblock-copolymer

  H. Fujita, OOYA Tooru, N. Yui

  IUPAC World Polymer Congress (37th International Symposium on Macromolecules), Jul. 1998, English, Gold Coast, International conference

  Poster presentation


• A drug-polyrotaxane conjugate for drug delivery

  N. Yui, OOYA Tooru

  IUPAC World Polymer Congress (37th International Symposium on Macromolecules), Jul. 1998, English, Gold Coast, International conference

  Oral presentation


• New approach to drug targeting using a drug-polyrotaxane conjugate

  OOYA Tooru, N. Yui

  25th International Symposium of Controlled Release of Bioactive Materials, Jun. 1998, English, CRS, Las Vegas, International conference

  Poster presentation


• Computer simulation of dual-stimuli-responsive degradation in regard to IPN-structured hydrogels

  OOYA Tooru, M. Kurisawa, K. Kawata, N. Yui

  25th International Symposium of Controlled Release of Bioactive Materials, Jun. 1998, English, CRS, Las Vegas, International conference

  Poster presentation