(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).
Bernardes, Goncalo J. L.,Grayson, Elizabeth J.,Thompson, Sam,Chalker, Justin M.,Errey, James C.,El Oualid, Farid,Claridge, Timothy D. W.,Davis, Benjamin G.