Issue 4, 2011

Pyrrolic tripodal receptors for carbohydrates. Role of functional groups and binding geometry on carbohydrate recognition

Abstract

The contribution from several H-bonding groups and the impact of geometric requirements on the binding ability of benzene-based tripodal receptors toward carbohydrates have been investigated by measuring the affinity of a set of structures toward octyl β-D-glucopyranoside, selected as a representative monosaccharide. The results reported in the present study demonstrate that a judicious choice of correct geometry and appropriate functional groups is critical to achieve the complementary hydrogen bonding interactions required for an effective carbohydrate recognition.

Graphical abstract: Pyrrolic tripodal receptors for carbohydrates. Role of functional groups and binding geometry on carbohydrate recognition

Supplementary files

Article information

Article type
Paper
Submitted
31 Aug 2010
Accepted
29 Oct 2010
First published
13 Dec 2010

Org. Biomol. Chem., 2011,9, 1085-1091

Pyrrolic tripodal receptors for carbohydrates. Role of functional groups and binding geometry on carbohydrate recognition

M. Cacciarini, C. Nativi, M. Norcini, S. Staderini, O. Francesconi and S. Roelens, Org. Biomol. Chem., 2011, 9, 1085 DOI: 10.1039/C0OB00651C

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