Design and synthesis of a “click” high-mannose oligosaccharide mimic emulating Man8 binding affinity towards Con A

Virginie Cendret; Marc François-Heude; Alejandro Méndez-Ardoy; Vincent Moreau; José M. García Fernández; Florence Djedaïni-Pilard

doi:10.1039/C2CC30773A

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Design and synthesis of a “click” high-mannose oligosaccharide mimic emulating Man₈ binding affinity towards Con A†

Virginie Cendret,‡^a Marc François-Heude,‡^a Alejandro Méndez-Ardoy,^b Vincent Moreau,*^a José M. García Fernández^c and Florence Djedaïni-Pilard^a

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* Corresponding authors

^a Laboratoire des Glucides FRE-CNRS 3517, Institut de Chimie de Picardie, Université de Picardie Jules Verne, 33 Rue Saint-Leu, 80039 Amiens Cedex 1, France
E-mail: vincent.moreau@u-picardie.fr
Fax: +33-3-22827568
Tel: +33-3-22827661

^b Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Apartado 553, E-41071 Sevilla, Spain

^c Instituto de Investigaciones Químicas, CSIC, Américo Vespucio 49, Isla de la Cartuja, E-41092 Sevilla, Spain

Abstract

A dendritic “click” mannooligomer mimicking the high-mannose oligosaccharide Man₈ has been designed by replacing some of the inner mannopyranosyl subunits with triazole moieties; evaluation of its binding affinity towards the mannose-specific lectin concanavalin A revealed striking similarities between the “click” mimic and the natural Man₈.

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Article information

DOI: https://doi.org/10.1039/C2CC30773A
Article type: Communication
Submitted: 03 Feb 2012
Accepted: 23 Feb 2012
First published: 24 Feb 2012

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Chem. Commun., 2012,48, 3733-3735

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Design and synthesis of a “click” high-mannose oligosaccharide mimic emulating Man₈ binding affinity towards Con A

V. Cendret, M. François-Heude, A. Méndez-Ardoy, V. Moreau, J. M. García Fernández and F. Djedaïni-Pilard, Chem. Commun., 2012, 48, 3733 DOI: 10.1039/C2CC30773A

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