An advance in the chemical synthesis of homogeneous N-linked glycopolypeptides by convergent aspartylation

Abstract

We describe a useful advance in glycopeptide synthesis. We have developed a one-flask aspartylation/deprotection method, wherein long peptide fragments, bearing proximal pseudoproline functionality are merged with complex glycan domains. Following aspartylation, acidmediated global deprotection reveals the elaborated glycopeptide. The temporary pseudoproline functionality serves to suppress formation of aspartimide side products during solid phase peptide synthesis and aspartylation.