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学科主题: 药学
题名:
Synthesis of N-modified ganglioside GM3 derivatives
作者: Zheng, Mingwei; Ye, Xin-Shan
关键词: N-Modified ganglioside ; GM3 ; Carbohydrate ; Synthesis
刊名: TETRAHEDRON
发表日期: 2012-02-04
DOI: 10.1016/j.tet.2011.12.019
卷: 68, 期:5, 页:1475-1482
收录类别: SCI ; IC
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: GLYCOSYNAPTIC MICRODOMAINS ; EFFICIENT SYNTHESIS ; CELL-GROWTH ; CERAMIDE ; GM(3) ; SPHINGOLIPIDS ; MOTILITY ; ADHESION ; ANALOGS ; MOIETY
英文摘要:

Ganglioside GM3 and its derivatives have many important biological functions. Using diethyl phosphite protected sialic acid as glycosyl donor and 3,2′,3′,4′-unprotected lactose as glycosyl acceptor, the sialic acid-containing trisaccharide was assembled with excellent anomeric stereoselectivity. The trisaccharide was further coupled with ceramide precursor to yield sphingosine 1. Based on this key intermediate, two different series of N-modified GM3 analogues with modifications on either the nitrogen of sialic acid residue or the nitrogen of ceramide moiety and GM3 itself were synthesized smoothly. (C) 2011 Elsevier Ltd. All rights reserved.

语种: 英语
所属项目编号: 2012CB822100
项目资助者: National Natural Science Foundation of China ; Ministry of Science and Technology of China
WOS记录号: WOS:000299759000019
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/65792
Appears in Collections:北京大学药学院_期刊论文

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作者单位: Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China

Recommended Citation:
Zheng, Mingwei,Ye, Xin-Shan. Synthesis of N-modified ganglioside GM3 derivatives[J]. TETRAHEDRON,2012,68(5):1475-1482.
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