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

用于细胞表面低聚糖模拟物的简便组装的“碳水化合物模块方法”

• 批准号: 13555259
• 负责人: NISHIDA Yoshihiro
• 金额: $ 3.01万
• 依托单位: Nagoya University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B)
• 财政年份: 2001
• 资助国家: 日本
• 起止时间: 2001 至 2002
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-13555259/
• 关键词: oligosaccharide; cell surface; mimic synthesis; carbohydrate module; polymerization; selectin; antagonist; sulfate; グルコシル化

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.

以碳水化合物模块法的形式研究了一种模拟细胞表面寡糖生物活性结构的新方法。该项目中建立的方法涉及将寡糖抗原分割成两种更简单的糖，并通过它们与丙烯酰胺的自由基共聚来再生生物活性结构。通过模块方法模拟了构建Lewis-X、唾液酸Lewis-X和6-磺基-唾液酸Lewis-X抗原的一系列碳水化合物模块，并评估了它们作为L-选择素拮抗剂的潜力，其中发现多价6-磺基-D-GlcNAc具有很高的生物潜力。

项目成果

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)

H.Dohi、Y.Nishida、T.Takeda、K.Kobayashi：“方便使用无恶臭硫代糖基化供体合成多价球糖和异球糖基三糖”碳水化合物研究。

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)

Y.Miura、Y.Sasao、H.Dohi、Y Nishida、K.Kobavashi：“自组装单层三酰神经酰胺 (GB3) 模拟物：与志贺毒素的表面特异性亲和力”分析生物化学。

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)

Yoshihiro Nishida、Masaya Suzuki 和 Kazukiyo Kobayashi、Yoshiharu Toriumi 和 Hideki Hashimoto：“5-乙酰氨基-2-叔丁基-2-甲基1-1, 3-苯并二氧杂环戊烯-4-甲酸甲酯的晶体结构”Anal.Sci.. 17

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)

Y.Shingu、Y.Nishida、H.Dohi、K.Matsuda、K.：“在供体合成中方便地进行卤离子催化的 α-糖基化，且无有害烟雾”《碳水化合物化学杂志》。

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

K. Kato，（其他 10 名）：“α-D-甘露糖基 [60] 富勒烯醇的合成和生物学评价”Bioorg.Med.Chem.Lett.，11. 2935-2937 (2001)