Pyrrolic tripodal receptors effectively recognizing monosaccharides. Affinity assessment through a generalized binding descriptor

C Nativi, M Cacciarini, O Francesconi…

Index: Nativi, Cristina; Cacciarini, Martina; Francesconi, Oscar; Vacca, Alberto; Moneti, Gloriano; Ienco, Andrea; Roelens, Stefano Journal of the American Chemical Society, 2007 , vol. 129, # 14 p. 4377 - 4385

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Citation Number: 75

Abstract

Pyrrolic and imino (3) or amino (4) H-bonding ligands were incorporated into a benzene- based tripodal scaffold to develop a new generation of receptors for molecular recognition of carbohydrates. Receptors 3 and 4 effectively bound a set of octylglycosides of biologically relevant monosaccharides, including glucose (Glc), galactose (Gal), mannose (Man), and N- acetyl-glucosamine (GlcNAc), showing micromolar affinities in CDCl3 and millimolar ...