The conformational behaviour of the C-glycosyl analogue of sulfatide studied by NMR in SDS micelles.
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.
Hernández-Gay
José Juan
JJ
Departamento de Ciencia de Proteínas, Centro de Investigaciones Biológicas, CSIC, Ramiro de Maeztu 9, 28040 Madrid, Spain.
Panza
Luigi
L
Ronchetti
Fiamma
F
Cañada
F Javier
FJ
Compostella
Federica
F
Jiménez-Barbero
Jesús
J
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
D006027:Glycosides; D007202:Indicators and Reagents; D008823:Micelles; D013433:Sulfoglycosphingolipids; D012967:Sodium Dodecyl Sulfate; D005947:Glucose