Synthesis of biotinylated glycosulfopeptides by chemoselective ligation

Tyrosine sulfation and O-glycosylation are two post-translational modifications playing an essential role in modulation of biological activity, protein folding and cellular communication. Here, a novel chemical approach for the synthesis of biotinylated glycosulfopeptides is described based on a combination of acid labile protecting groups, highly acid sensitive resins and two orthogonal chemoselective ligation reactions.