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Synthesis of Biocompatible Materials Having Blood-Group Antigenic 01 igosaccharide Chain

Research Project

Project/Area Number 02650662
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 高分子合成
Research InstitutionTokyo Institute of Technology

Principal Investigator

HATANAKA Kenichi  Tokyo Institute of Technology, Faculty of Bioscience and Biotechnology, Associate Professor, 生命理工学部, 助教授 (70167584)

Co-Investigator(Kenkyū-buntansha) 松田 武久  国立循環器病センター研究所, 生体工学部, 部長 (60142189)
Project Period (FY) 1990 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥2,400,000 (Direct Cost: ¥2,400,000)
Fiscal Year 1992: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1991: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1990: ¥1,000,000 (Direct Cost: ¥1,000,000)
KeywordsBlood group / Biomaterial / Oligosaccharide / Glycosyl transferase / Debenzylation / Polymer material / Orthoester glycosylation / 生体認識 / 血液型抗原 / オリゴ糖 / 高分子材料 / 生体適合性 / 糖転移酵素 / ABO式血液型 / 合成高分子 / 酵素 / H型抗原 / オリゴ糖鎖 / 共重合 / 糖転移 / HI型糖鎖 / 抗原決定基 / オリゴ糖モノマ-
Research Abstract

A new polymerizable monomer having a nonreducing-terminal trisaccharide of an H type antigenic oligosaccharide was synthesized chemically, that is, 5-(2-acryloyloxyethylaminocarbonyl)pentyl 2-acetamido-4,6-0-benzylidene-2-deoxy-3-0-[3,4,6-tri-0-benzyl-2-0-(2,3,4- tri-0-benzyl-alpha-L-fucopyranosyl)-beta-D-galactopyranosyl]-beta-D-glucopyranoside, and was copolymerized with acrylamide or methyl acrylate. Copolymerization of the synthetic sugar monomer with acrylamide was carried out in dimethylformamide with AIBN as initiator, and copolymerization with methyl acrylate was carried out in benzene with the same initiator. The copolymer composition which was calculated by ^1H-NMR spectroscopy was controlled by the monomer ratio in the feed. The monomeric unit having an H type antigenic oligosaccharide was introduced into the copolymer in a content of 0.005 to 0.54. The number average molecular weight of the copolymer was in the range of 1.8 X 10^4 to 8.4 X 10^4. Benzyl and benzylidene groups, which were the protective groups of the copolymers, were removed by catalytic hydrogenation over palladium-carbon in the mixed solvent of DMF-H_2O. Transfer of N-acetyl-D-galactosamine to the galactose residue in the copolymer by using A enzyme (GalNAc transferase) was attempted, showing the transfer of GalNAc residue.

Report

(4 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • 1990 Annual Research Report
  • Research Products

    (16 results)

All Other

All Publications (16 results)

  • [Publications] Kenichi HATANAKA: "Synthesis of a New Polymer Contaning Blood-Group Antigenic Oligosaccharide Chain" Macromolecules. 26. (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kenichi Hatanaka et al.: "Synthesis of a New Polymer Containing Blood-Group Antigenic Oligosaccharide Chain" Macromolecules. 26. (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kenichi Hatanaka: "Synthesis of a New Polymer Containing Blood-Group Antigenic Oligosaccharide Chain" Macromolecules. 26. (1993)

    • Related Report
      1992 Annual Research Report
  • [Publications] Kenichi Hatanaka: "Synthesis of Polymerizalbe Anhydrc Decxyribose Derivatives" Carbohydrate Research. 211. 333-336 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Kenichi Hatanaka: "Synthesis of a New Inhibitor of the UDPーGalNAc:Polypeptide Galactosaminyl Transferase" Biochemical and Bicphysical Research Communications. 175. 668-672 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Kenichi Hatanaka: "Synthesis of Biomedical Polymer Having BloodーGroup Antigenic Oligosaccharide Chain" Glycoconjugate Journal. 8. 276 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 畑中 研一: "長鎖アルキル基を有する硫酸化多糖の合成" 高分子論文集. 48. 783-787 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Kenichi Hatanaka: "RingーOpenig Copolymerization of Anhydroribose Derivatives" Polymer Journal. 23. 1383-1386 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Kenichi Hatanaka: "Novel Synthesis of PeptidoglycanーBackbonelike Polysaccharide" Journal of Polymer Sciente:Part A:Polymer Chemistry.30. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] 共著(分担): "Polymer Yearbook" harwood academic publishers(U.K.)(edited by Richard A.Pethrick), (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Hatanaka: "Synthesis of a New Inhibitor of the UDPーGalNAc:Polypeptide Galactosaminyl Transferase." Biochem.Biophys.Res.Commun.

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Hatanaka,: "A Strong Inhibition of HIVーInduced Cytopathic Effects by Synthetic (1→6)ーαーDーMannopyranan Sulfate." Carbohydr.Res.

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Hatanaka,: "Effect of Oegree of Sulfation on AntiーHIV activity of Synthetic (1→5)ーαーDーRibofuronan Sulfate." J.Carbohydr.Chem.

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Hatanaka: "Synthesis of Polymerizable Anhydro Deoxyribose Derivatives." Carbohydr.Res.

    • Related Report
      1990 Annual Research Report
  • [Publications] M.Ogawa: "Synthesis of a Novel CelluloseーType Hexpyranan 6ーDeoxyー(1→4)ーαーLーTalopyranan by Selective RingーOpening Polymerization of 1.4ーAnhydro Sugar Derivatives." Macromolecules.

    • Related Report
      1990 Annual Research Report
  • [Publications] T.Yoshida: "Selective Synthesis of Celluloseーtype Copolymers by RingーOpening Copolymerization of 1.4ーAnhydroーαーDーribopyranose Derivatives." Chem.Lett.

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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