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.

The conformational behaviour of the C-glycosyl analogue of sulfatide studied by NMR in SDS micelles / J.J. Hernández, L. Panza, F. Ronchetti, F.J. Cañada, F. Compostella, J. Jiménez-Barbero. - In: CARBOHYDRATE RESEARCH. - ISSN 0008-6215. - 342:12-13(2007), pp. 1966-1973.

The conformational behaviour of the C-glycosyl analogue of sulfatide studied by NMR in SDS micelles

F. Ronchetti;F. Compostella;
2007

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.
C-glycosides; Glycomimetics; Micelles; NMR; Sulfatide
Settore BIO/10 - Biochimica
CARBOHYDRATE RESEARCH
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/34931
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