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Synthesis and conformational analysis of methyl 2-O-(α-D-Mannopyranosyl)-α-D-mannopyranoside

✍ Scribed by Peters, Thomas

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
810 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

NMR experiments such as steady state NOE experiments and spin lattice ^1^H relaxation time measurements were performed on the synthetic disaccharide 10 that constitutes part of the polysaccharide backbone in fungal mannans. The spectro‐scopic data were compared with a theoretical model that is based upon the HSEA force field and statistical mechanics, taking into account the flexibility around the glycosidic linkage. Potential energy calculations were performed with a modified version of the GESA program in order to derive the global minimum conformation of disaccharide 10 and to calculate ensemble average NOE and T~1~ values by averaging all energetically accessible conformational microstates, using a normalized Boltzmann distribution function. The fit between experimental and theoretical results improved significantly when we applied a dynamic model instead of a single state model based solely on the global minimum conformation of 10. Efficient synthesis of 10 was achieved by a recently published protocol for the in situ activation of thioglycosides.

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