Facile preparation of the N-acetyl-glucosaminylated asparagine derivative with TFA-sensitive protecting groups useful for solid-phase glycopeptide synthesis.

Abstract

In this study, a novel N-acetyl-glucosaminylated asparagine derivative was developed. This derivative carried TFA-sensitive protecting groups and was derived from commercially available compounds only in three steps. It was applicable to the ordinary 9-fluorenylmethoxycarbonyl (Fmoc)-based solid-phase peptide synthesis (SPPS) method, and the protecting groups on the carbohydrate moiety could be removed by a single step of TFA cocktail treatment generally used for the final deprotection step in Fmoc-SPPS.