• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

"CARBOHYDRATE MODULE METHOD" FOR A FACILE ASSEMBLY OF CELL SURFACE OLIGOSACCHARIDE MIMICS

Research Project

Project/Area Number 13555259
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field 高分子合成
Research InstitutionNagoya University

Principal Investigator

NISHIDA Yoshihiro  Nagoya University, DEPARTMENT OF MOLECULAR DESIGN & ENGINEERING, GRADUATE SCHOOL OF ENGINEERING, ASSOCIATE PROFESSOR, PhD, 工学研究科, 助教授 (80183896)

Co-Investigator(Kenkyū-buntansha) MATSUDA Kazuhiro  Nagoya University, DIVISON OF VIRUS, NATIONAL CANCER INSTITUTE, CHIEF RESEARCHER, PhD, ウイルス部, 主任研究官 (80251502)
KOBAYASHI Kazukiyo  Nagoya University, DEPARTMENT OF MOLECULAR DESIGN & ENGINEERING, GRADUATE SCHOOL OF ENGINEERING, PROFESSOR, PhD, 工学研究科, 教授 (10023483)
Project Period (FY) 2001 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥4,700,000 (Direct Cost: ¥4,700,000)
Fiscal Year 2002: ¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 2001: ¥2,900,000 (Direct Cost: ¥2,900,000)
Keywordsoligosaccharide / cell surface / mimic synthesis / carbohydrate module / polymerization / selectin / antagonist / sulfate / グルコシル化
Research Abstract

A novel method to mimic the biologically active structure of cell surface oligosaccharide has been investigated in terns of carbohydrate module method. The method, thus established in this project, involves the segmentation of an oligosaccharide antigen into two simpler saccharides and the regeneration of the bioactive structure by their radical copolymerization with acrylamide. A series of carbohydrate modules constructing each of Lewis-X, sialyl Lewis-X, and 6-sulfo-sialyl Lewis-X antigens were mimicked by the module approach and evaluated for their potential as L-selectin antgonists, in which multivalent 6-sulfo-D-GlcNAc was found to possess high biological potential.

Report

(3 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • Research Products

    (39 results)

All Other

All Publications (39 results)

  • [Publications] Y.Nishida, H.Tamakoshi, K.Kobayashi, J.Thiem: "The First Bovine beta-1,4-Galactosyltransferase Reaction with an Acyclic Acceptor Substrate, 3-Acetamido-1,2-propanediol to Yield 3-O-beta-D-Galactopyranosyl-sn-glycerol Skeleton"Organic Letters. 3. 1-3 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Yoshihiro Nishida, Masaya Suzuki, Kazukiyo Kobayashi, Yoshiharu Toriumi, Hideki Hashimoto: "Crystal Structure of Methyl 5-Acetamido-2-tert-butyl-2-methyl-1,3-benzodioxole-4-carboxylate"Analytical Science. 17. 685-686 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Kato, A.Yashiro, A.Mizuno, Y Nishida, K.Kabayashi, H.Shinohara: "Syntheses and Biological Evaluations of alpha-D-Mannosyl [60] Fullerenols"Biorog.Med.Chem.Lett.. 11. 2935-2937 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Dohi, Y.Nishida, H.Tanaka, K.Kobayashi: "Methylsalicyl beta-D-Galactopyranoside, A Non-Malodorous ThiO Glycosylation Donor For the Synthesis of Globosyl alpha-(1-4)-Linkages"Syn Lett.. 1446-1448 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Sasaki, Y.Nishida, T.Tsurumi, H.Uzawa, H.Kondo, K.Kobayashi: "Facile Assembly of cell surface oligosaccharide mimics by copolymerization of carbohydrate modules"Angew.Chem.Int.Ed.,. 41. 4463-4467 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Dohi, Y.Nishida (他6名): "Molecular Design and Biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Organic Letters. 4. 355-357 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Dohi, Y.Nishida, T.Takeda, K.Kobayashi: "Convenient use of Non-malodorous Thio Glycosylation Donors for the Synthesis of multivalent Globo-and iso-globosyl trisaccharides"Carbohydrate Research. 337. 983-989 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Tanaka, Y.Nishida, Y.Furuta, K.Kobayashi: "A convenient synthetic pathway for multivalent assembly of aminoglycoside antibiotics staffing from Amikacin"Bioorganic Medicinal Chemistry Letter. 12. 1723-1726 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Uzawa, S.Kamiya, H.Dohi, Y.Nishida (他5名): "A Quartz Crystal Microbalance Method for Rapid Detection and Differentiation of Shiga Toxins by Applying a Monoalkyl Globobioside as the Toxin Ligand"Biomacromolecules. 3. 411-414 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Matsuda, K.Kobayashi: "Convenient access to halide ion-catalyzed a-glycosylation free from noxious fumes at the donor synthesis"Journal of Carbohydrate Chemistry. 21. 605-611 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Miura, Y.Sasao, H.Dohi, Y Nishida, K.Kobavashi: "Self-assembled monolayers of globotriaosylceramide (GB3) mimics: surface-sepcific affinity with Shiga toxins"Analytical Biochemistry. 310. 27-35 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Uzawa, Y.Nishida, K.Sasaki, N.Minoura, K.Kobayashi: "Synthetic Potential of Molluscan Sulfatases for the Library Synthesis of Regioselectively O-Sulfonated D-Galacto-Sugars"Chem.Bio.Chem,. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Kobayashi: "An easy access to Halide ion-catalytic alpha-glycosylation using carbon tetrabromide and triphenylphosphine as multifunctional agents"Org.Biomol.Chem.,. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y Nishida, Y Shingu, H Dhoi, K Kobayashi: "One-pot alpha-glycosylation method using Appel Agents in N,N-Dimethylformamide"Organic Letters. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Nishida, H.Tamakoshi, K.Kobayashi, J.Thiem: "The First Bovine beta-l, 4-Galactosyltransferase Reaction with an Acyclic Acceptor Substrate, 3-Acetamido-l, 2-propanediol to Yield 3-O-beta-D-Galactopyranosyl-sn-glycerol Skeleton"Org Lett.. 3. 1-3 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Yoshihiro Nishida, Masaya Suzuki and Kazukiyo Kobayashi, Yoshiharu Toriumi and Hideki Hashimoto: "Crystal Structure of Methyl 5-Acetamido-2-tert-butyl-2-methy1-1, 3-benzodioxole-4-carboxylate"Anal.Sci.. 17. 685-686 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Haruhito Kato, Arihiro Yashiro, Akiko Mizuno, Yoshihiro Nishida, Kazukiyo Kabayashi, and Hisanori Shinohara: "Syntheses and Biological Evaluations of alpha-D-Mannosyl [60] Fullerenols"Biorog.Med.Chem.Lett.. 11. 2935-2937 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hirofumi Dohi, Yoshihiro Nishida, Hidehiko Tanaka, and Kazukiyo Kobayashi: "Methylsalicyl beta-D-Galactopyranoside, A Non-Malodorous Thio Glycosylation Donor For the Synthesis of Globosyl alpha-(l-4)-Linkages"Synlett. 1446-1448 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hirofumi Dohi, Yoshihiro Nishida, Yuki Furuta, Hirotaka Uzawa, Shin-ichiro Yokoyama, Saori Ito, Hiroshi Mori, Kazukiyo Kobayashi: "Molecular Design and Biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Org.Lett.. 4. 355-357 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Uzawa, S.Kamiya, H.Dohi, Y.Nishida, N.Minoura, K.Taguchi, S.-I.Yokoyama, H.Mori and K.Kobayashi: "A Quartz Crystal Microbalance Method for Rapid Detection and Differentiation of Shiga Toxins by Applying a Monoalkyl Globobioside as the Toxin Ligand"Biomacromolecules. 3. 411-414 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Tanaka, Y.Nishida, Y.Furuta, K.Kobayashi: "A convenient synthetic pathway for multivalent assembly of aminoglycoside antibiotics starting from Amikacin"Bioorg.Med.Chem.Lett.. 12. 1723-1726 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Miura, Y.Sasao, H.Dohi, Y.Nishida, K.Kobayashi: "Self-assembled monolayers of globotriaosylceramide (Gb3) mimics : surface-specific affinity with Shiga toxins"Anal.Biochem.. 310. 27-35 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Matsuda, K.Kobayashi: "Convenient access to halide ion-catalysed alpha-glycosylation free from noxious fumes at the donor synthesis"J.Carbohydr.Chem.. 21. 605-611 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Sasaki, Y.Nishida, T.Tsurumi, H.Uzawa, H.Kondo, K.Kobayashi: "Facile Assembly of cell surface oligosaccharide mimics by copolymerization of carbohydrate modules"Angew.Chem.Int.Ed.. 41. 4463-4467 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hirotaka Uzawa, Yoshihiro Nishida, Kenji Sasaki, Norihiko Minoura, and Kazukiyo Kobayashi: "Synthetic Potential of Molluscan Sulfatases for the Library Synthesis of Regioselectively O-Sulfonated D-Galacto-Sugars"Chem.Bio.Chem.. in press. (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Kobayashi: "An easy access to Halide ion-catalytic alpha-glycosylation using carbon tetrabromide and triphenylphosphine as multifunctional agents"Org.Biomol.Chem.. in press. (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Nishida, Y.Shingu, H.Dohi, K.Kobayashi: "Onepot alpha-glycosylation method using Appel Agent in N, N-Dimethylformamide"Org.Lett.. in press. (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Dohi, Y.Nishida(他6名): "Molecular Design and Biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Organic Letters. 4. 355-357 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] H.Uzawa, S.Kamiya, H.Dohi, Y.Nishida(他5名): "A Quartz Crystal Microbalance Method for Rapid Dtection and Differentiation of Shiga Toxins by Applying a Monoalkyl Globobioside as the Toxin Ligand"Biomacromolecules. 3. 411-414 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] H.Dohi, Y.Nishida, T.Takeda, K.Kobayashi: "Conveinet use of Non-malodorous Thio Glycosylation Donors for the Synthesis of multivalent Globo-and iso-globosyl trisaccharides"Carbohydrate Research. 337. 983-989 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Matsuda, K.: "Convenient access to halide ion-catalyzed a-glycosylation free from noxious fumes at the donor synthesis"Journal of Carbohydrate Chemistry. 21. 605-611 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] H.Tanaka, Y.Nishida, Y.Furuta, K.Kobayashi: "A convenient synthetic pathway for multuvalent assembly of aminoglycoside antibiotics starting from Amikacin"Bioorganic Medicinal Chemistry Letter. 12. 1723-1726 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Miura, Y.Sasao, H.Dohi, Y.Nishida, K.Kobayashi: "Self-assembled monolayers of globotriaosylceramide (GB3) mimics : surface-sepcific affinity with Shiga toxins"Analytical Biochemistry. 310. 27-35 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] K.Sasaki, Y.Nishida, T.Tsurumi, H.Uzawa, H.Kondo, K.Kobayashi: "Facile Assembly of cell surface oligosaccharide mimics by copolymerization of carbohydrate modules"Angewandte Chemie. 41. 4463-4467 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Nishida, (他4名): "The First Bovine beta-1,4-Galactosyltransferase Reaction with an Acyclic Acceptor Substrate,3-Acetamido-1,2-propanediol"Org.Lett.. 3. 1-3 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Y.Nishida, (他4名): "Crystal Structure of Methyl 5-Acetamido-2-t-butyl-2-methyl-1,3-benzodioxole-4-carboxylat"Anal.Sci.,. 17. 685-686 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] K.Kato, (他10名): "Syntheses and Biological Evaluations of alpha-D-Mannosyl [60]Fullerenols"Bioorg.Med.Chem.Lett.,. 11. 2935-2937 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Dohi, (他7名): "Molecular Design and Biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Org.Lett.,. 4. 355-357 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Dohi, (他3名): "o-Methoxycarbonylphenyl 1-thio-beta-D-galactopyranoside,A non-malodorous thio glycosylation donor for the synthesis of globosyl alpha(1-4)-linkages"Synlett.,. 1446-1448 (2001)

    • Related Report
      2001 Annual Research Report

URL: 

Published: 2001-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi