title: An efficient synthetic route to glycoamino acid building blocks for glycopeptide synthesis.
abstract: [reaction: see text] Chemical glycopeptide synthesis requires access to gram quantities of glycosylated amino acid building blocks. Hence, the efficiency of synthesis of such building blocks is of great importance. Here, we report a fast and highly efficient synthetic route to Fmoc-protected asparaginyl glycosides from unprotected sugars in three steps with high yields. The glycosylated amino acids were successfully incorporated into target glycopeptides 7 and 8 by standard Fmoc solid-phase peptide synthesis.
authors.affiliation: School of Chemistry, The University of Edinburgh, King's Buildings, West Mains Road, Edinburgh EH9 3JJ, United Kingdom.
authors.forename: Mallesham
authors.initials: M
authors.lastname: Bejugam
authors.forename: Sabine L
authors.initials: SL
authors.lastname: Flitsch
mesh_terms: D000586:Amination; D000596:Amino Acids / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis*; D006031:Glycosylation; D008872:Microwaves; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D006020:Glycopeptides