Issue 21, 2011
From the journal:

Chemical Communications

Combining carbohydrate substitutions at bioinspired positions with multivalent presentation towards optimising lectin inhibitors: case study with calixarenes†‡

Sabine André,§a   Cyrille Grandjean,§b   François-Moana Gautier,b   Silvia Bernardi,c   Francesco Sansone,c   Hans-Joachim Gabiusa  and  Rocco Ungaro*c  

* Corresponding authors

a Institut für Physiologische Chemie, Tierärztliche Fakultät, Ludwig-Maximilians-Universität, Veterinärstr. 13, 80539 München, Germany
E-mail: gabius@tiph.vetmed.uni-muenchen.de
Fax: +49-89-2108-2508
Tel: +49-89-2108-2290

b Laboratoire des Glucides, UMR CNRS 6219, Institut de Chimie de Picardie, Université de Picardie Jules Verne, 33 rue Saint-Leu, F-80039 Amiens, France
E-mail: cyrille.grandjean@u-picardie.fr
Fax: +33 322827560
Tel: +33 322828812

c Dipartimento di Chimica Organica e Industriale, Università degli Studi, Parco Area delle Scienze 17/A, 43124 Parma, Italy
E-mail: rocco.ungaro@unipr.it
Fax: +39 0521 905472
Tel: +39 0521 905458

Abstract

Carbohydrate derivatisation and glycocluster formation are both known to enhance avidity for lectin binding. Using a plant toxin and human adhesion/growth-regulatory lectins (inter- and intrafamily comparisons) the effect of their combination is examined. In detail, aromatic substituents were introduced at the 2-N or 3′-positions of N-acetyllactosamine and the products conjugated to two types of calix[n]arenes (n = 4, 6) viathiourea-linker chemistry.

Graphical abstract: Combining carbohydrate substitutions at bioinspired positions with multivalent presentation towards optimising lectin inhibitors: case study with calixarenes

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Article information

DOI
https://doi.org/10.1039/C1CC11163A
Article type
Communication
Submitted
26 Feb 2011
Accepted
31 Mar 2011
First published
26 Apr 2011

Chem. Commun., 2011,47, 6126-6128

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Combining carbohydrate substitutions at bioinspired positions with multivalent presentation towards optimising lectin inhibitors: case study with calixarenes

S. André, C. Grandjean, F. Gautier, S. Bernardi, F. Sansone, H. Gabius and R. Ungaro, Chem. Commun., 2011, 47, 6126 DOI: 10.1039/C1CC11163A

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