A New Ligation Strategy for Peptide and Protein Glycosylation: Photoinduced Thiol–Ene Coupling

Abstract

Photoclick with proteins: Two cysteine containing peptides and the natural protein bovine serum albumin (BSA) were glycosylated (see scheme) by an alkenyl glycoside upon irradiation with visible light in the presence of a sensitizer (click thiol–ene coupling). The hyperglycosylation of BSA involved the cysteine free SH and two SH groups derived from selective photocleavage of a cystine residue.