title: Relationship between structure and three-bond proton-proton coupling constants in glycosaminoglycans.
abstract: Theoretical calculations using the DFT theory at the B3LYP/6-311++G(**) level were used to determine the molecular geometry of various glycosaminoglycan (GAG) molecules. Three-bond proton-proton spin-spin coupling constants ((3)J(H-C-C-H)) were then computed and compared with the published experimental data of selected mono- and disaccharides. The computed (3)J(H-C-C-H) values showed a strong dependence on the molecular geometry and varied up to 12 Hz. This dependence was expressed in a simple analytical form relating (3)J(H-C-C-H) and torsion angles. The population of conformers in heparin and other biologically active GAGs has also been estimated using the computed coupling constants.
authors.affiliation: Institute of Chemistry, Slovak Academy of Sciences, 845 38 Bratislava, Slovakia. hricovini@savba.sk
authors.forename: M
authors.initials: M
authors.lastname: Hricovíni
authors.forename: F
authors.initials: F
authors.lastname: Bízik
mesh_terms: D002236:Carbohydrate Conformation; D006025:Glycosaminoglycans / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D015394:Molecular Structure; D011522:Protons
chemical_list: D006025:Glycosaminoglycans; D011522:Protons