期刊
CARBOHYDRATE RESEARCH
卷 343, 期 10-11, 页码 1509-1522出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2008.03.025
关键词
glycopeptides; glycoproteins; chemoenzymatic synthesis; transglycosylation; sugar oxazolines; endoglycosidase
资金
- NIGMS NIH HHS [R01 GM080374, R01 GM 080374, R01 GM080374-03] Funding Source: Medline
Homogeneous glycopeptides and glycoproteins are indispensable for detailed structural and functional studies of glycoproteins. It is also fundamentally important to correct glycosylation patterns for developing effective glycoprotein-based therapeutics. This review discusses a useful chemoenzymatic method that takes advantage of the endoglycosidase-catalyzed transglycosylation to attach an intact oligosaccharide to a polypeptide in a single step, without the need for any protecting groups. The exploration of sugar oxazolines (enzymatic reaction intermediates) as donor substrates has not only expanded substrate availability, but also has significantly enhanced the enzymatic transglycosylation efficiency. Moreover, the discovery of a novel mutant with glycosynthase-like activity has made it possible to synthesize homogeneous glycoproteins with full-size natural N-glycans. Recent advances in this highly convergent chemoenzymatic approach and its application for glycopeptide and glycoprotein synthesis are highlighted. (C) 2008 Elsevier Ltd. All rights reserved.
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