From Disulfide- to Thioether-Linked Glycoproteins (pages 2244–2247)
Gonçalo J. L. Bernardes, Elizabeth J. Grayson, Sam Thompson, Justin M. Chalker, James C. Errey, Farid El Oualid, Timothy D. W. Claridge and Benjamin G. Davis
Version of Record online: 14 FEB 2008 | DOI: 10.1002/anie.200704381
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).