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学科主题: 药学
题名:
Synthesis of triazolyl-linked polysialic acids
作者: Xiong, De-Cai; Zhou, Yichuan; Cui, Yuxin; Ye, Xin-Shan
关键词: Polysialic acid ; click reaction ; Triazole ; Cycloaddition ; Carbohydrate
刊名: TETRAHEDRON
发表日期: 2014-12-09
DOI: 10.1016/j.tet.2014.10.028
卷: 70, 期:49, 页:9405-9412
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]: STEREOSELECTIVE-SYNTHESIS ; NEISSERIA-MENINGITIDIS ; MENINGOCOCCAL POLYSACCHARIDES ; TRIMETHYLSILYL ACETYLENES ; CARBOHYDRATE-CHEMISTRY ; CHEMICAL PROPERTIES ; OLIGOSIALIC ACIDS ; TERMINAL ALKYNES ; CLICK REACTION ; SIALIC ACIDS
英文摘要:

A new approach for the synthesis of triazolyl-linked alpha-(2-9) oligosialic acids by iterative copper(I)-catalyzed allcyne azide cycloaddition (CuAAC) and desilylation has been developed. By using propargyl alpha-sialoside 5 and trimethylsilylated-propargyl 9-azido-alpha-sialoside 3 as building blocks, triazolyl-linked alpha-(2-9) di- to octa-sialic acids were constructed in good to moderate yields. Finally, the pseudo-alpha-(2-9)-oligosialic acids were obtained very smoothly via O-deprotection. The oligosialic acids with a triazolyl-linkage represent a new type of pseudooligosialic acids. This protocol may find applications in the preparation of oligosialic acid analogues with biological importance. (C) 2014 Elsevier Ltd. All rights reserved.

语种: 英语
所属项目编号: 2012CB822100 ; 2012ZX09502001-001 ; 21102008 ; 21232002 ; YETP0063
项目资助者: Ministry of science and Technology of the People&prime ; s Republic of China ; National Natural Science Education of China ; Beijing Higher Education Young Elite Teacher Project
WOS记录号: WOS:000345950800014
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/52329
Appears in Collections:北京大学药学院_期刊论文

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

Recommended Citation:
Xiong, De-Cai,Zhou, Yichuan,Cui, Yuxin,et al. Synthesis of triazolyl-linked polysialic acids[J]. TETRAHEDRON,2014,70(49):9405-9412.
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