Conformational differences between Fuc(alpha 1-3) GlcNAc and its thioglycoside analogue.
NOE measurements and molecular mechanics calculations have been performed to study the conformational behaviour of Fuc(alpha 1-3)GlcNAc and its thioglycoside analogue in solution. Experimental data show that, in contrast with the natural O-disaccharide, which is basically monoconformational, the S-analogue shows two conformational families, namely syn and anti.
Aguilera
B
B
Departmento de Química Orgánica Biológica, Instituto de Química Orgánica, CSIC, Madrid, Spain.
Jiménez-Barbero
J
J
Fernández-Mayoralas
A
A
D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D013865:Thioglycosides / Q000737:chemistry*
D004187:Disaccharides; D013865:Thioglycosides; C106531:3-O-fucopyranosyl-2-acetamido-2-deoxyglucopyranose