From disulfide- to thioether-linked glycoproteins

被引:118
作者
Bernardes, Goncalo J. L. [1 ]
Grayson, Elizabeth J. [1 ,2 ]
Thompson, Sam [1 ]
Chalker, Justin M. [1 ]
Errey, James C. [1 ]
El Oualid, Farid [1 ]
Claridge, Timothy D. W. [1 ]
Davis, Benjamin G. [1 ]
机构
[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England
[2] Univ Durham, Dept Chem, Durham DH1 3LE, England
基金
英国工程与自然科学研究理事会; 英国生物技术与生命科学研究理事会;
关键词
disulfides; glycoproteins; glycosylation; protein modifications; thioethers;
D O I
10.1002/anie.200704381
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Presented) Strengthening the bond: The introduction of a thiol tag in combination with chemoselective ligation to form a disulfide-linked bioconjugate is a selective and useful method for site-selective protein glycosylation. The phosphine-mediated desulfurization of such glycoconjugates to their reductant-resistant thioether-linked counterparts completes a convergent, site-selective synthesis of thioether-linked glycoproteins (see scheme). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2244 / 2247
页数:4
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