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J Am Chem Soc. 2014 Apr 9;136(14):5205-8. doi: 10.1021/ja5000609. Epub 2014 Mar 31.

Regioselective chemoenzymatic synthesis of ganglioside disialyl tetrasaccharide epitopes.

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1
National Glycoengineering Research Center, School of Pharmaceutical Science, Shandong University , Jinan 250012, China.

Abstract

A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic α2-6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.

PMID:
24649890
PMCID:
PMC4210053
DOI:
10.1021/ja5000609
[Indexed for MEDLINE]
Free PMC Article
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