Biocatalytic preparation of N-glycolylneuraminic acid, deaminoneuraminic acid (KDN) and 9-azido-9-deoxysialic acid oligosaccharides

被引:27
作者
Blixt, O [1 ]
Paulson, JC [1 ]
机构
[1] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
关键词
carbohydrates; enzyme catalysis; neuraminic acid; oligosaccharides; sialic acid; sialyltransferases;
D O I
10.1002/adsc.200303032
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A facile approach for preparative synthesis of sialyloligosaccharides containing N-glycolylneuraminic acid, deaminoneuraminic acid, and two 9-azido derivatives is described. Synthesis is accomplished by use of 6-carbon mannose/mannosamine precursors employing an aldolase, CMP-sialic acid synthetase, and sialyltransferase. Using a combination of five different sialyltransferases and various acceptor substrates, 16 sialosides representing sequences found in glycoproteins and glycolipids were synthesized with typical yields of 60-80%.
引用
收藏
页码:687 / 690
页数:4
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