文献类型：期刊文献

英文题名：6-O-Amino-2-O-carboxymethyl Glucopyranoside as Novel Glycoaminoxy Acid Building Block for the Construction of Oligosaccharide Mimetics

作者：Song, Zhuo[1,2];He, Xiao-Peng[1,2,3];Chen, Guo-Rong[1,2];Xie, Juan[3]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]ENS Cachan, PPSM, CNRS, F-94230 Cachan, France

年份：2011

期号：17

起止页码：2761

外文期刊名：SYNTHESIS-STUTTGART

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000294158700010)】；

基金：X.-P. He gratefully acknowledges the French Embassy in Beijing, China for a co-tutored doctorate fellowship. This project was supported by National Natural Science Foundation of China (Grant No. 20876045), Shanghai Science and Technology Community (No. 10410702700) and the Fundamental Research Funds for the Central Universities (No. WK1013002).

语种：英文

外文关键词：aminoxy acids; glycoaminoxy acids; oligosaccharide mimetics; carbohydrates; oligomers

摘要：The synthesis of diversely functionalized carbohydrate building blocks is of great interest towards the generation of new carbohydrate mimetics. Glycoaminoxy acids are recently developed glycoamino acid analogues with both an aminoxy and a carboxyl group connected to the sugar scaffold. These molecules could be readily used for the synthesis of various glycoconjugates through N-oxy amide or oxime bond, thus providing a potent tool for the design of novel functional carbohydrate mimetics. Here, the efficient synthesis of 2,6-functionalized pyranoid glycoaminoxy acid from commercially available methyl glucopyranoside is reported. The subsequent assembly of this glycoaminoxy acid building unit via N-acylation led successfully to the novel 2,6-linked oligosaccharide mimetics.