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

Hernández-Gay JJ, Panza L, Ronchetti F, Cañada FJ, Compostella F, Jiménez-Barbero J

Departamento de Ciencia de Proteínas, Centro de Investigaciones Biológicas, CSIC, Ramiro de Maeztu 9, 28040 Madrid, Spain.

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.

Published 20 July 2007 in Carbohydr Res, 342(12): 1966-73.
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