Tetrahedron

Synthesis and conformational analysis of glycomimetic analogs of thiochitobiose

A Fettke, D Peikow, MG Peter, E Kleinpeter

Index: Fettke, Anja; Peikow, Dirk; Peter, Martin G.; Kleinpeter, Erich Tetrahedron, 2009 , vol. 65, # 22 p. 4356 - 4366

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Citation Number: 10

Abstract

The synthesis of six analogs of N, N′-diacetylchitobiose is reported, including a novel transglycosylation reaction for the preparation of S-aryl thioglycosides. The conformations of the compounds were studied by a combination of NMR spectroscopy and molecular modeling, using force field calculations. In the case of the S-aryl thioglycosides with exclusively S-glycosidic linkages, dihedral angles of the disaccharidic S-glycosidic bonds, ...

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