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

Organic & Biomolecular Chemistry Pub Date: 2010-05-04 DOI: 10.1039/B923275C

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.

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