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6926215 
Journal Article 
Pyrrolic tripodal receptors for carbohydrates. Role of functional groups and binding geometry on carbohydrate recognition 
Cacciarini, M; Nativi, C; Norcini, M; Staderini, S; Francesconi, O; Roelens, S; , 
2011 
1 
Organic and Biomolecular Chemistry
ISSN: 1477-0520
EISSN: 1477-0539 
ROYAL SOC CHEMISTRY 
CAMBRIDGE 
1085-1091 
English 
21152642 
WOS:000286895900020 
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.