A Chemoenzymatic Total Synthesis of the Neurogenic Starfish Ganglioside LLG-3 Using an Engineered and Evolved Synthase

被引：31

作者：

Rich, Jamie R. ^{[1
]}

Withers, Stephen G. ^{[1
]}

机构：

[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 34期

关键词：

carbohydrates; chemoenzymatic synthesis; gangliosides; glycosynthase; sialic acids; BIOLOGICALLY-ACTIVE GLYCOSIDES; SIALIC ACIDS; ASTERIAS-RUBENS; GLYCOSPHINGOLIPIDS; BIOSYNTHESIS; ASTEROIDEA; EXPRESSION;

D O I：

10.1002/anie.201204578

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An LLG-3 oligosaccharide-fluoride (see scheme) can be assembled chemoenzymatically and readily coupled with various sphingosines by an engineered endoglycoceramidase glycosynthase. The lyso?ganglioside products are acylated to generate the individual isomers identified in the heterogeneous natural isolates, as well as modified glycosphingolipids.

引用

页码：8640 / 8643

页数：4

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