title: 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.
authors.affiliation: Department of Applied Biochemistry, School of Engineering, Tokai University, 4-1-1 Kitakaname, Hiratsuka, Kanagawa, 259-1292, Japan.
authors.forename: Hidekazu
authors.initials: H
authors.lastname: Katayama
mesh_terms: D000595:Amino Acid Sequence; D001216:Asparagine / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry*; D060327:Solid-Phase Synthesis Techniques
chemical_list: D006020:Glycopeptides; D001216:Asparagine
keywords: N-acetylglucosamine; glycopeptide; insulin-like androgenic gland factor; solid-phase peptide synthesis