title: 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.
authors.affiliation: Department of Chemistry, University of Firenze, via della Lastruccia 3-13, I-50019, Sesto F.no (Firenze), Italy. martina.cacciarini@unifi.it
authors.forename: Martina
authors.initials: M
authors.lastname: Cacciarini
authors.forename: Cristina
authors.initials: C
authors.lastname: Nativi
authors.forename: Martina
authors.initials: M
authors.lastname: Norcini
authors.forename: Samuele
authors.initials: S
authors.lastname: Staderini
authors.forename: Oscar
authors.initials: O
authors.lastname: Francesconi
authors.forename: Stefano
authors.initials: S
authors.lastname: Roelens
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D015394:Molecular Structure; D017672:Nitrogen Compounds / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry
chemical_list: D002241:Carbohydrates; D017672:Nitrogen Compounds; D011758:Pyrroles; D013449:Sulfonamides; D010100:Oxygen