An N-acetylglucosamine containing glycopeptide — synthesis and structure assignment

A nonapeptide sequence alignment known to be O-glycosylated at serine and/or threonine residues by N-acetylglucosamine (2-acetamido-2-deoxy-d-glucose) was chemically synthesized with and without O-GlcNAc residues. A detailed conformational analysis was performed which displays the preferred conformation of the peptide backbone and the influence of the sugar residues.