title: Native N-glycopeptide thioester synthesis through N→S acyl transfer.
abstract: Peptide thioesters are important tools for the total synthesis of proteins using native chemical ligation (NCL). Preparation of glycopeptide thioesters, that enable the assembly of homogeneously glycosylated proteins, is complicated by the perceived fragile nature of the sugar moiety. Herein, we demonstrate the compatibility of thioester formation via N→S acyl transfer with native N-glycopeptides and report observations that will aid in their preparation.
authors.affiliation: Department of Chemistry, University College London, 20 Gordon Street, London WC1H 0AJ, UK.
authors.forename: Bhavesh
authors.initials: B
authors.lastname: Premdjee
authors.forename: Anna L
authors.initials: AL
authors.lastname: Adams
authors.forename: Derek
authors.initials: D
authors.lastname: Macmillan
mesh_terms: D002851:Chromatography, High Pressure Liquid; D004952:Esters / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D004952:Esters; D006020:Glycopeptides