A facile regio- and stereoselective synthesis of mannose octasaccharide of the N-glycan in human CD2 and mannose hexasaccharide antigenic factor 13b
文献类型:期刊论文
作者 | Zhu, YL; Chen, LQ; Kong, FZ |
刊名 | CARBOHYDRATE RESEARCH
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出版日期 | 2002 |
卷号 | 337期号:3页码:207-215 |
关键词 | Mannose Oligosaccharides Trichloroacetimidates Regio- And Stereoselective Synthesis |
DOI | 10.1016/S0008-6215(01)00307-X |
英文摘要 | A highly concise and effective synthesis of the mannose octasaccharide of the N-linked glycan in the adhesion domain of human CD2 was achieved via TMSOTf-promoted selective 6-glycosylation of a trisaccharide 4,6-diol acceptor with a pentasaccharide donor, followed by deprotection. The pentasaccharide was constructed by selective 3,6-diglycosylation of 1,2-O-ethylidene-beta-D-mannopyranose with 2-O-acetyl-3,4,6-tri-O-benzoyl-alpha-D-mannopyranosyl-(1-->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranosyl trichloroacetimidate, while the trisaccharide was obtained by selective 3-O-glycosylation of allyl 4,6-O-benzylidene-alpha-D-mannopyranoside with the same disaccharide trichloroacetimidate, followed by debenzylidenation. The mannose hexasaccharide antigenic factor 13b was synthesized by condensation of a trisaccharide donor, 2-O-acetyl-3,4,6-tri-O-benzoyl-alpha-D-mannopyranosyl-(1-->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranosyl-(1-->3)-4,6-di-O-acetyl-2-0-benzoyl-alpha-D-mannopyranosyl trichloroacetimidate, with a trisaccharide acceptor, methyl 3,4,6-tri-O-benzoyl-alpha-D-mannopyranosyl-(1-->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranosyl-(1-->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranoside, followed by deprotection. (C) 2002 Elsevier Science Ltd. All rights reserved. |
WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
WOS记录号 | WOS:000173947800003 |
源URL | [http://ir.rcees.ac.cn/handle/311016/23958] ![]() |
专题 | 生态环境研究中心_中国科学院环境生物技术重点实验室 |
推荐引用方式 GB/T 7714 | Zhu, YL,Chen, LQ,Kong, FZ. A facile regio- and stereoselective synthesis of mannose octasaccharide of the N-glycan in human CD2 and mannose hexasaccharide antigenic factor 13b[J]. CARBOHYDRATE RESEARCH,2002,337(3):207-215. |
APA | Zhu, YL,Chen, LQ,&Kong, FZ.(2002).A facile regio- and stereoselective synthesis of mannose octasaccharide of the N-glycan in human CD2 and mannose hexasaccharide antigenic factor 13b.CARBOHYDRATE RESEARCH,337(3),207-215. |
MLA | Zhu, YL,et al."A facile regio- and stereoselective synthesis of mannose octasaccharide of the N-glycan in human CD2 and mannose hexasaccharide antigenic factor 13b".CARBOHYDRATE RESEARCH 337.3(2002):207-215. |
入库方式: OAI收割
来源:生态环境研究中心
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