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Development of new functional glycans based on glycotechnology

Research Project

Project/Area Number 03660133
Research Category

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

Allocation TypeSingle-year Grants
Research Field 製造化学・食品
Research InstitutionGifu University

Principal Investigator

KISO Makoto  Gifu University, Professor, 農学部, 教授 (90092931)

Co-Investigator(Kenkyū-buntansha) HASEGAWA Akira  Gifu University Professor, 農学部, 教授 (10026429)
Project Period (FY) 1991 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1992: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1991: ¥1,400,000 (Direct Cost: ¥1,400,000)
KeywordsGlycotechnology / Sialo-oligosaccharides / L-deoxynojirimycin / Functional glycans / Fucosylated glycans / チオグリコシド / イ-デオキシノジリマイシン / 機能性オリゴ糖鎖 / シアリルLe^X / セレクチン / 1ーデオキシノジリマイシン
Research Abstract

1. Not only a variety of sialo- and fucosylated oligosaccharides but also l-deoxynojirimycin (DNJ)-containing glycans have been systematically synthesized by using the corresponding thioglycoside donors. Among those, the DNJ-containing sialyl-Lewis X and sialyl-Lewis A epitopes recognized by LEC-CAMs (selectins) may become very useful for the biomedical applications, especially as the anti-inflammatory and anti-metastatic agents.
2. Chemo-enzymatic synthesis of sialo-oligosaccharides have also been examined by using PNP-Neu5Ac as a glycosyl donor and lactose as a glycosyl acceptor, to give sialyl-alpha(2-3')-lactose as a major product. The partial protection of hydroxyls in glycosyl acceptors may give more regioselectivity.

Report

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

    (31 results)

All Other

All Publications (31 results)

  • [Publications] 木曽 真: "生理活性糖脂質ガングリオシドの系統的化学合成" 油化学. 40. 370-378 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Suzuki,Y.: "A new monoclonal antibody directed to sialylα(2-3)lactotetraosylceramide and its application for detection of human gastrointestinal neoplasmas." J.Biochem.109. 354-360 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Prabhanjan,H.: "Synthesis of disialoganglioside GDlα and its position isomer." Carbohydr.Res.233. 87-99 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kiso,M.: "Studies on 1-deoxynojirimycin-containing glycans:Synthesis of novel disaccharides related to lactose,lactosamine,and chitobiose." J.Carbohydr.Chem.11. 627-644 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 長谷川 明: "生体機能の解明とその応用を目指すシアロ複合糖質「ガングリオシド」の系統的合成" 有機合成化学協会誌. 50. 429-440 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Furui,H.: "Synthesis of 1-deoxynojirimycin-containing glycans related to the Lewis X and sialy-Lewis X epitopes recognized by LEC-CAMs." Carbohydr.Res.229. C1-C4 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 長谷川 明: "糖鎖工学" 産業調査会, 680 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hasegawa,A.: "Carbohydrates,Synthetic Methods and Applications in Medicinal Chemistry" KODANSHA/VCH Publishers, 406 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kiso, M. & Hasegawa, A.: "Systematic Chemical Synthesis of Gangliosides as the Biologically Active Glycolipids." Oil Chemistry. 40. 370-378 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Suzuki, Y., Nishi, H., Kiso, M. & Hasegawa, A.: "A new monoclonal antibody directed to sialylalpha(2-3)lactotetraosyl ceramide and its application for detection of human gastrointestinal neoplasmas." J. Biochem.109. 354-360 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Prabanjan, H., Aoyama, K., Kiso, M. & Hasegawa, A.: "Synthesis of disialoganglioside GD1alpha and its positional isomer." Carbohydr. Res.233. 87-99 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kiso, M., Katagiri, H., Furui, H. & Hasegawa, A.: "Studies on 1-deoxynojirimycin-containing glycans: Synthesis of novel disaccharides related to lactose, lactosamine, and chitobiose." J. Carbohydr. Chem.11. 627-644 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hasegawa, A. & Kiso, M.: "Systematic Synthesis of Sialoglyco-conjugates "Gangliosides" towards the elucidation of their Biological Functions." J. Synthetic Organic Chem.50. 429-440 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Furui, H., Kiso, M. & Hasegawa, A.: "Synthesis of 1-deoxynojirimycin-containing glycans related to the Lewis X and sialyl-Lewis X epitopes recognized by LEC-CAMs." Carbohydr. Res.229. C1-C4 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hasegawa, A. & Kiso, M.: "Glycotechnology, Ogawa, T. et al. eds., sangyo-chosakai, Tokyo, p. 537-553, 1992."

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hasegawa, A. & Kiso, M.: "Systematic Synthesis of Gangliosides toward the Elucidation and Biomedical Application of Biological Functions." Carbohydrates, Synthetic Methods and Applications in Medicinal Chemistry, Ogura, H., Hasegawa, A. & Suami, T., eds., KODANSHA/VCH, Tokyo. 243-266 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 木曽 真: "生理活性糖脂質ガングリオシドの系統的化学合成" 油化学. 40. 370-378 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] Suzuki,Y.: "A new monoclonal antibody directed to sialyl α(2-3) lactotetraosylceramide and its application for detection of human gastrointestinal neplasmas." J.Biochem.109. 354-360 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] Prabhanjan,H.: "Synthesis of disialoganglioside GD1α and its position isomer." Carbohydr.Res.233. 87-99 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Kiso,M.: "Studies on 1-deoxynojirimycin-containing glycans:Synthesis of novel disaccharides related to lactose,lactosamine,and chitobiose." J.Carbohydr.Chem.11. 627-644 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Furui,H.: "Synthesis of 1-deoxynojirimycin-containing glycans related to the Lewis X and sialyl-Lewis X epitopes recognized by LEC-CAMs." Carbohydr.Res.229. C1-C4 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 長谷川 明: "生体機能の解明とその応用を目指すシアロ複合糖質「ガングリオシド」の系統的合成" 有機合成化学協会誌. 50. 429-440 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 長谷川 明: "糖鎖工学" 産業調査会, 680 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Hasegawa,A.: "Carbohydrates,Synthetic Methods and Applications in Medicinal Chemistry" KODANSHA/VCH publishers, 406 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Kiso,M.,Kitagawa,M.,Ishida,H.&Hasegawa,A.: "Studies on glycan processing inhibitors:Synthesis of Nーacetylーhexosamine analogs and cyclic carbamate derivatives of 1ーdeoxyーnojirimyin." J.Garbohydr.Chem.10. 25-45 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Kameyama,A.,Ishida,H.,Kiso,M.&Hasegawa,A.: "Total synthesis of sialyl Lewis x." Carbohydr.Res.209. C1-C4 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Suzuki,Y.,Kiso,M.,Hasegawa,A.et al.: "A new monoclonal antibody directed to sialylα2ー3lactoneotetraosylーceramide and its application for detecion of human gastrointestinal neoplasmas" J.Biochem.109. 354-360 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 木曽 真・長谷川 明: "生理活性糖脂質グングリオシドの系統的化学合成" 油化学. 40. 370-378 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Prabhanjan,H.,Kiso,M.&Hasegawa,A.: "Total synthesis of ganglioside GDlα" Carbohydr.Res.222. C1-C4 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Tyrrel,D.,Kiso,M.,Hasegawa,A.,Brandley,B.K.et al.: "Structural requirement for carbohydrate ligand of Eーselectin" Proc.Natl.Acad.Sci.USA. 88. 10372-10376 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 長谷川・木曽 真(分担執筆): "バイオシグナルとしての糖鎖(現代化学特集)" 東京化学同人, 72 (1991)

    • Related Report
      1991 Annual Research Report

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Published: 1991-04-01   Modified: 2016-04-21  

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