The total chemical synthesis of the monoglycosylated GM2 ganglioside activator using a novel cysteine surrogate

Abstract

We describe a novel peptide ligation/desulfurization strategy using a β-mercapto-N-glycosylated asparagine derivative. The newly developed procedure was successfully applied to the total chemical synthesis of the GM2 ganglioside activator protein bearing a monosaccharide on the native glycosylation site.