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An effective synthesis of an arabinogalactan with a beta-(1 -> 6)-linked galactopyranose backbone and alpha-(1 -> 2) arabinofuranose side chains

文献类型:期刊论文

作者Li, AX; Zeng, Y; Kong, FZ
刊名CARBOHYDRATE RESEARCH
出版日期2004
卷号339期号:3页码:673-681
关键词Arabinogalactan Trichloroacetimidates Synthesis
DOI10.1016/j.carres.2003.11.006
英文摘要An octasaccharide, beta-D-Galp-(1 --> 6)-[alpha-L-Araf-(1--> 2)-beta-D-Galp-(1--> 6)-beta-D-Galp-(1--> 6)-[alpha-L-Araf-(1--> 5)-alpha-L-Araf(1 --> 2]-beta-D-Galp-(1--> 6)-beta-D-Galp-1--> OMP was synthesized. 4-Methoxyphenyl 2,3,4-tri-O-benzoyl-beta-D-galactopyranoside (5), 2,6-di-O-acetyl-3,4-di-O-benzoyl-alpha-D-galactopyranosyl trichloroacetimidate (9), and 4-methoxyphenyl 2-O-acetyl-3,4-di-O-benzoyl-beta- D-galactopyranoside (11), 2,3,4,6-tetra-O-benzoyl-alpha-D-galactopyranosyl trichloroacetimidate (12), and 2,3,5-tri-O-benzoyl-alpha-L-arabinofuranosyl trichloroacetimidate (17) were used as the synthons. A concise route was used to gain the tetrasaccharide donor 19 by the use of 11, 12, 5, and 17. Meanwhile, treatment of 5 with 9 yielded beta-(1--> 6)-linked disaccharide 20, and subsequent selective 6-O-deacetylation produced the disaccharide acceptor 21. Reaction of 21 with 19 gave 22, and subsequent selective 2-O-deacetylation afforded the hexasaccharide acceptor 23. Condensation of 23 with alpha-L-(1--> 5)-linked arabinofuranose disaccharide 24, followed by deprotection, yielded the target octasaccharide. (C) 2003 Elsevier Ltd. All rights reserved.
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
WOS记录号WOS:000189085600025
源URL[http://ir.rcees.ac.cn/handle/311016/23582]  
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
Li, AX,Zeng, Y,Kong, FZ. An effective synthesis of an arabinogalactan with a beta-(1 -> 6)-linked galactopyranose backbone and alpha-(1 -> 2) arabinofuranose side chains[J]. CARBOHYDRATE RESEARCH,2004,339(3):673-681.
APA Li, AX,Zeng, Y,&Kong, FZ.(2004).An effective synthesis of an arabinogalactan with a beta-(1 -> 6)-linked galactopyranose backbone and alpha-(1 -> 2) arabinofuranose side chains.CARBOHYDRATE RESEARCH,339(3),673-681.
MLA Li, AX,et al."An effective synthesis of an arabinogalactan with a beta-(1 -> 6)-linked galactopyranose backbone and alpha-(1 -> 2) arabinofuranose side chains".CARBOHYDRATE RESEARCH 339.3(2004):673-681.

入库方式: OAI收割

来源:生态环境研究中心

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