title: Conformational flexibility around the Gal-β-(1 → 3)-Glc linkage: Experimental evidence for the existence of the anti-ψ conformation in aqueous solution.
abstract: NOE-based analysis of the disaccharide β-Gal-(1 → 3)-β-Glc-OMe (1), especially a diagnostic Gal1-Glc4 NOE detected in a HSQC-NOESY spectrum, reveals the existence of the anti-ψ conformer in aqueous solution in addition to the major syn conformer. This result provides experimental proof of conformational flexibility around the aglyconic bond of β-(1 → 3) disaccharides, in contrast to previous studies that suggested that the flexibility around this linkage was restricted to the syn conformational region.
authors.affiliation: Discovery Chemistry Research and Technologies, Centro de Investigación Lilly, Avenida de la Industria 30, 28108 Alcobendas, Madrid, Spain.
authors.forename: Paloma
authors.initials: P
authors.lastname: Vidal
authors.affiliation: Centro de Investigaciones Biológicas, Ramiro de Maeztu 9, 28040 Madrid, Spain. Electronic address: jjbarbero@cicbiogune.es.
authors.forename: Jesús
authors.initials: J
authors.lastname: Jiménez-Barbero
authors.affiliation: Discovery Chemistry Research and Technologies, Centro de Investigación Lilly, Avenida de la Industria 30, 28108 Alcobendas, Madrid, Spain. Electronic address: jfespinosa@lilly.com.
authors.forename: Juan F
authors.initials: JF
authors.lastname: Espinosa
mesh_terms: D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular
chemical_list: D004187:Disaccharides
keywords: Anti conformation; Conformational analysis; Disaccharide flexibility; Molecular modeling; NMR