Click glycoconjugation of per-azido- and alkynyl-functionalized β-peptides built from aspartic acid

Abstract

Azide- and alkynyl-containing homo-β³-peptides, of up to six residues in length, were synthesised in solution from aspartic acid. Their subsequent conjugation with monosaccharides bearing an azide or a terminal alkyne function was efficiently achieved by copper-mediated cycloadditions leading to two novel families of small glycoclusters. These compounds represent ideal tools to explore carbohydrate-mediated multivalent interactions.