BIOLOGICAL ROLES OF NOVEL GLYCOPHOSPHOLIPIDS (GGPLS) IN THE PATHOGENEITY OF MYCOPLASMA FERMENTANS

新型糖磷脂 (GGPLS) 在发酵支原体致病性中的生物学作用

• 批准号: 13024236
• 负责人: NISHIDA Yoshihiro
• 金额: $ 2.24万
• 依托单位: Nagoya University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research on Priority Areas
• 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-13024236/
• 关键词: Mycoplasma fermentans; glycolipids; α-glycosylation; glycerolipids; infection; cell surface matrix; saccharide; phosphoryl choline; グルコシル化

6-O-phosphorylcholine-α-D-glucopyranosyl-sn-l,2-diglycerides (GGPLs) constitute main cell surface glycolipids of Mycoplasma fermentans. To elucidate the structurepathogen relations of the novel glycolipids, a series of natural and unnatural GGPLs involving sn-2,3-diglycerides and multivalent GGPLs models were assembled by α-selective α-glycosylation method which was developed in this project. GGPLS were found to play a major role in both homo- and hetero-philic association as a result of the Zwitter-ion of phosphoryl choline and show stereochemical dependent-immunological response.

6-O-磷酸胆碱-α-D-吡喃葡萄糖基-sn-1，2-甘油二酯（GGPL）是发酵支原体的主要细胞表面糖脂。为了阐明新型糖脂的结构与病原菌的关系，本项目采用α-选择性α-糖基化方法组装了一系列天然和非天然GGPL，包括sn-2，3-甘油二酯和多价GGPL模型。由于磷酰胆碱的两性离子，GGPLS在嗜同性和嗜异性结合中发挥重要作用，并显示立体化学依赖性免疫反应。

项目成果

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- (1-4)-Linkages"Synlett. 1446-1448 (2001)

Hirofumi Dohi、Yoshihiro Nishida、Hidehiko Tanaka 和 Kazukiyo Kobayashi：“甲基水杨基 β-D-吡喃半乳糖苷，一种用于合成球基 α-(1-4)-连接的无恶臭硫代糖基化供体”Synlett。

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)

Y.Shingu、Y.Nishida、H.Dohi、K.Kobayashi：“使用四溴化碳和三苯基膦作为多功能试剂轻松实现卤化物离子催化 α-糖基化”Org.Biomol.Chem.. 正在出版。

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。

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)