Issue 13, 2010
From the journal:

Organic & Biomolecular Chemistry

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

Marielle Barra,ab   Olivier Roy,ab   Mounir Traïkiaab  and  Claude Taillefumier*ab  

* Corresponding authors

a Clermont Université, Université Blaise Pascal, Laboratoire SEESIB, BP 10448, CLERMONT-FERRAND, France

b CNRS, UMR 6504, Laboratoire SEESIB, AUBIERE cedex, France
E-mail: claude.taillefumier@univ-bpclermont.fr
Fax: +33 (0)4 73 40 77 17
Tel: +33 (0)4 73 40 54 27

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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Article information

DOI
https://doi.org/10.1039/B923275C
Article type
Paper
Submitted
30 Nov 2009
Accepted
08 Apr 2010
First published
04 May 2010

Org. Biomol. Chem., 2010,8, 2941-2955

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

M. Barra, O. Roy, M. Traïkia and C. Taillefumier, Org. Biomol. Chem., 2010, 8, 2941 DOI: 10.1039/B923275C

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