Convergent synthesis of peptide conjugates using dehydroalanines for chemoselective ligations

Protein and peptide conjugates such as glycopeptides, prenylated peptides, and lipopeptides play essential roles in biology, A rapid and convergent entry into a variety of these compounds is described, The methodology involves the introduction of a dehydroalanine into peptides and subsequent chemoselective conjugate addition of an appropriate thiolate nucleophile, including farnesylthiolate or thioglycosides.