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A practical synthesis of alpha-D-Manp-(1 -> 3)-alpha-D-Manp-(1 -> 2)-[alpha-D-Glcp-(1 -> 3)]-alpha-D-Manp-(1 -> 2 )-alpha-D-Manp-(1 -> 2)-alpha-D-Manp, an O-specific heterohexasaccharide fragment of Citrobacter braakii O7a, 3b, 1c

文献类型:期刊论文

作者Chen, LQ; Kong, FZ
刊名CARBOHYDRATE RESEARCH
出版日期2003
卷号338期号:21页码:2169-2175
关键词Oligosaccharide Glucose Mannose Regio- And Stereoselective Synthesis
DOI10.1016/S0008-6215(03)00381-1
英文摘要An O-specific heterohexasaccharide fragment of Citrobacter braakii O7a, 3b, 1c, alpha-D-Manp-(1-->3)-alpha-D-Manp-(1-->2)-[alpha-D-Glcp(1-->3)] alpha-D-Manp-(1-->2)-alpha-D-Manp-(1-->2)-alpha-D-Manp was synthesized as its methyl glycoside. Acetylation of allyl 4,6-O-benzylidene-alpha-D-mannopyranoside, followed by debenzylidenization and benzoylation gave allyl 2,3-di-O-acetyl-4,6-di-O-benzoyl-alpha-D-mannopyranoside (3), and subsequent deacetylation of 3 with CH3COCl-MeOH gave the monosaccharide acceptor 4. Condensation of isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-beta-D-glucopyranoside (6) with 4 selectively afforded the alpha-(l-->3)-linked disaccharide 7. Condensation of 7 with the (1-->3)-linked disaccharide donor 9, followed by deallylation and trichloroacetimidation, afforded the tetrasaccharide donor 12. Coupling of 12 with disaccharide acceptor 13, followed by debenzylation and deacylation, furnished the target heterohexasaccharide 16. (C) 2003 Elsevier Ltd. All rights reserved.
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
WOS记录号WOS:000186003700002
源URL[http://ir.rcees.ac.cn/handle/311016/23812]  
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
Chen, LQ,Kong, FZ. A practical synthesis of alpha-D-Manp-(1 -> 3)-alpha-D-Manp-(1 -> 2)-[alpha-D-Glcp-(1 -> 3)]-alpha-D-Manp-(1 -> 2 )-alpha-D-Manp-(1 -> 2)-alpha-D-Manp, an O-specific heterohexasaccharide fragment of Citrobacter braakii O7a, 3b, 1c[J]. CARBOHYDRATE RESEARCH,2003,338(21):2169-2175.
APA Chen, LQ,&Kong, FZ.(2003).A practical synthesis of alpha-D-Manp-(1 -> 3)-alpha-D-Manp-(1 -> 2)-[alpha-D-Glcp-(1 -> 3)]-alpha-D-Manp-(1 -> 2 )-alpha-D-Manp-(1 -> 2)-alpha-D-Manp, an O-specific heterohexasaccharide fragment of Citrobacter braakii O7a, 3b, 1c.CARBOHYDRATE RESEARCH,338(21),2169-2175.
MLA Chen, LQ,et al."A practical synthesis of alpha-D-Manp-(1 -> 3)-alpha-D-Manp-(1 -> 2)-[alpha-D-Glcp-(1 -> 3)]-alpha-D-Manp-(1 -> 2 )-alpha-D-Manp-(1 -> 2)-alpha-D-Manp, an O-specific heterohexasaccharide fragment of Citrobacter braakii O7a, 3b, 1c".CARBOHYDRATE RESEARCH 338.21(2003):2169-2175.

入库方式: OAI收割

来源:生态环境研究中心

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