An efficient synthetic route to glycoamino acid building blocks for glycopeptide synthesis.
[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.
Bejugam
Mallesham
M
School of Chemistry, The University of Edinburgh, King's Buildings, West Mains Road, Edinburgh EH9 3JJ, United Kingdom.
Flitsch
Sabine L
SL
D000586:Amination; D000596:Amino Acids / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis*; D006031:Glycosylation; D008872:Microwaves; D015394:Molecular Structure; D013237:Stereoisomerism
D000596:Amino Acids; D006020:Glycopeptides