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Regioselective Synthesis of Sugar-chain Unit Involved in Glycoconjugate by Glycosidase

Research Project

Project/Area Number 02806017
Research Category

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

Allocation TypeSingle-year Grants
Research Field 応用生物化学・栄養化学
Research InstitutionShizuoka University

Principal Investigator

USUI Taichi  Shizuoka University, Faculty of Agriculture : Professor, 農学部, 教授 (50111802)

Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1991: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1990: ¥1,400,000 (Direct Cost: ¥1,400,000)
KeywordsGlycoconjugate / Transglycosylation / Regioselective Synthesis / Glycosidase / N-acetyllactosamine / Regioselective Synthesis / Nーacetyllactosamine / 複合糖質 / 糖鎖認識単位 / 酵素合成
Research Abstract

N-Acetyllactosamine 1(Gal beta1-4GlcNAe)is known as a representative disaccharide which is itself important as a core component in oligosaccharide moieties of glycoproteins and glycolipids. Owing to the growing need for substantial amount of 1 as a biomaterial, we have developed a practical route for the synthetic of 1 from lactose and Nacetylglucosamine(GlcNAc), utilizing the transglycosylation reaction through beta-D-galactosidase from Bacillus circulans. Furthermore, utilization of the transglycosylation by B. circulans beta-D-galactosidase led to the synthesis of beta-(1-4)linked disaccharides and trisaccharides containing a 2-acetamido-2-deoxy-D-hexose. The derivative s of GlcNAe and GalNAc were used as acceptors for the preparations. The enzyme reaction was efficient enough to allow us to perform the one pot preparation of beta-(1-4)-linked galactosyl-oligosaccharide from lactose. With the enzyme, D-galacosyl transfer occurred preferentially at the C-4 position of GlcNAc and of GalNAc, respectively, of the configuration of the hydroxyl group.

Report

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

    (10 results)

All Other

All Publications (10 results)

  • [Publications] K.Sakai,K.Katsumi,H.Ohi and Ishido: "Enzymatic Synthesis of NーAcetyllactosamine and NーAcetylallolactosamine by the Use of βーDーGalactosidase" J.Carbohydr.Chem.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T.Usui,H.Ohi,S.Kubota and Y.Ishido: "Enzymatic Synthesis of N-Acetyllactosamine and its Related Compounds by Glycosidase" Glycoconjugate J.8. 272 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T.Usui: "Regioselective Synthesis of Useful Oligosaccharides by Glycosidase" Trends in Glycoscience and Glycotechnology. 4. 116-122 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K. Sakai, K. Katsumi, H. Ohi and Y. Ishido: "Enzymatic Synthesis of N-acetyllactosamine and N-Acetylallolactosamine by the Use of beta-D-Galactosidase"

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. Usui, H. Ohi, S. Kubota and Y. Ishido: "Enzymatic Synthesis of N-Acetyllactosamine and its Related Compounds by Glycosidase" 8. 272 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. Usui: "Regioselective Synthesis of Useful Oligosaccharides by Glycosidase" 4. 116-122 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] K.Sakai,K.Katsumi,H.Ohi and Ishido: "Enzymatic Synthesis of NーAcetyllactosamine and NーAcetylallolactosamine by the Use of βーDーGalactosidase" J.Carbohydr.Chem.

    • Related Report
      1991 Annual Research Report
  • [Publications] T.Usui,H.Ohi,S.Kubota and Y.Ishido: "Enzymatic Synthesis of NーAcetyllactosamine and its Related Compounds by Glycosidase" Glycoconjugate J.8. 272 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] T.Usui: "Regioselactive Synthesis of Useful Oligosaccharides by Glycosidase" Trends in Glycoscience and Glycotechnology. 4. 116-122 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] T.Usui et al.: "Enzymatic syntheses of Nーacetyllactosamine and Nーacetylallolactosamine by the use of βーDーgalactosidases" submitted to Biochim.Biophys.Acta.

    • Related Report
      1990 Annual Research Report

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

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