title: The conformational behaviour of the C-glycosyl analogue of sulfatide studied by NMR in SDS micelles.
abstract: The conformational behaviour of sulfatide and its C-glycosyl analogue has been studied by using a combination of J and NOE data assisted by molecular mechanics calculations. There is a major exoanomeric conformation around the phi angle of both molecules with two or three conformers contributing to the equilibrium around psi. The MM3* calculations only provide a qualitative description of the actual population distribution. Despite this geometrical similarity, the quantitative analysis of the NOE intensities at a variety of mixing times indicates that the motion around the pseudoglycosidic linkages of the C-glycosyl analogue is faster than that for the natural compound.
authors.affiliation: Departamento de Ciencia de Proteínas, Centro de Investigaciones Biológicas, CSIC, Ramiro de Maeztu 9, 28040 Madrid, Spain.
authors.forename: José Juan
authors.initials: JJ
authors.lastname: Hernández-Gay
authors.forename: Luigi
authors.initials: L
authors.lastname: Panza
authors.forename: Fiamma
authors.initials: F
authors.lastname: Ronchetti
authors.forename: F Javier
authors.initials: FJ
authors.lastname: Cañada
authors.forename: Federica
authors.initials: F
authors.lastname: Compostella
authors.forename: Jesús
authors.initials: J
authors.lastname: Jiménez-Barbero
mesh_terms: D002236:Carbohydrate Conformation; D005947:Glucose / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D006031:Glycosylation; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008823:Micelles; D008958:Models, Molecular; D008968:Molecular Conformation; D012967:Sodium Dodecyl Sulfate; D013433:Sulfoglycosphingolipids / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D006027:Glycosides; D007202:Indicators and Reagents; D008823:Micelles; D013433:Sulfoglycosphingolipids; D012967:Sodium Dodecyl Sulfate; D005947:Glucose