Triazole-linked glycopeptides are prepared by C-terminal elongation of glycoamino
acids with proteinogenic amino acids following a chemical or enzymatic coupling protocol.
Two orthogonal routes for a chemoenzymatic strategy were explored, involving a click-reaction
before amide bond formation or in reverse order. It was found that enzymatic peptide
coupling under the influence of alcalase proceeds cleanly and in high yields, while the resulting dipeptides can be efficiently
clicked to acetylene- or azide-containing sugars.
glycopeptides - azides - alkynes - click chemistry - enzymatic coupling
