Chemo-enzymatic synthesis of imidazolium-tagged sialyllactosamine probes

被引：14
|
作者：
Sittel, Imke [1 ]
Galan, M. Carmen [1 ]
机构：
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2015年 / 25卷 / 19期
基金：
英国工程与自然科学研究理事会;
关键词：
Sialic acid; Sialyltransferases; Oligosaccharide probes; Ionic tags; Enzyme kinetics; Mass spectrometry labels; IONIC LIQUIDS; GLYCOSYLTRANSFERASE ACTIVITY; OLIGOSACCHARIDE SYNTHESIS; ACID; SIALYLTRANSFERASE;
D O I：
10.1016/j.bmcl.2015.07.049
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Two novel alpha-linked sialyltrisaccharide imidazolium-type probes (ITags) based on the structures of biologically relevant 6'-sialyllactosamine and 30-sialyllactosamine were efficiently and stereoselectively prepared using a chemo-enzymatic approach. The apparent kinetic parameters for the enzyme catalyzed transformations with alpha-2,3-sialyltransferase (alpha-2,3-ST) and alpha-2,6-sialyltransferase (alpha-2,6-ST) were measured by LC-MS using the ionic probes. This strategy demonstrates the suitability of the ITags to probe glycosyltransferase activity and their versatility in the preparation of sialylated epitopes for glycobiology research. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4329 / 4332
页数：4
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