SYNTHETIC O-GLYCOPEPTIDES AS MODEL SUBSTRATES FOR GLYCOSYLTRANSFERASES

被引：63

作者：

SCHULTZ, M ^{[1
]}

KUNZ, H ^{[1
]}

机构：

[1] UNIV MAINZ,INST ORGAN CHEM,BECHERWEG 18-20,W-6500 MAINZ,GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(00)80230-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new approach to O-glycopeptides of the glucosamine type is described. N-Urethane protected, peracetylated glucosamine is converted into its 1-thio (1-bromo) derivative and used for glycosylation of a variety of protected serine or threonine derivatives as acceptors. The urethane group is easily exchanged for the natural N-acetyl moiety and O-deacetylation is achieved with hydrazine/methanol. The resulting O-GlcNAc derivatives are subjected to an enzymatic galactosylation procedure using beta-1,4-galactosyluwsferase (EC 2.4.1.22) to furnish O-glycopeptides of the neolactosamine type.

引用

页码：1205 / 1220

页数：16

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