A method for bioconjugation of carbohydrates using Diels-Alder cycloaddition

被引：43

作者：

Pozsgay, V

Vieira, NE

Yergey, A

机构：

[1] NICHHD, Dev & Mol Immun Lab, NIH, Bethesda, MD 20892 USA

[2] NICHHD, Lab Cellular & Mol Biophys, NIH, Bethesda, MD 20892 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 19期

关键词：

D O I：

10.1021/ol026179v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder-type cycloaddition of an electronically matched pair of saccharide-linked conjugated dienes and a dienophile-equipped protein gives negoglycoproteins at ambient temperature in pure water with a reaction half-life of approximately 2 h. Uncoupled saccharides can be recovered by diafiltration with complete conservation of the diene moiety, thus allowing their repeated use. The procedure described is the first for creating a carbon-carbon covalent bond in the bioconjugation step between a saccharide and a protein.

引用

页码：3191 / 3194

页数：4

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