INFIQC 05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Diastereomeric Glycosyl Sulfoxides Display Different Recognition Features versus E. coli β-Galactosidase
Autor/es:
BEATRIZ FERNÁNDEZ DE TORO; JESÚS JIMÉNEZ-BARBERO; JUAN P. COLOMER; FRANCISCO CORZANA; OSCAR VARELA; F. JAVIER CAÑADA; ÁNGELES CANALES
Revista:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Editorial:
WILEY-V C H VERLAG GMBH
Referencias:
Lugar: Weinheim; Año: 2016 vol. 2016 p. 5117 - 5122
ISSN:
1434-193X
Resumen:
The conformational analysis of the (S) and (R) diastereoisomersof benzyl 3-deoxy-4S-(-D-galactopyranosyl)-4-thio-beta-D-threo-pentopyranoside S-oxide (1S and 1R, respectively)has been performed by using NMR spectroscopy assistedby molecular modelling methods. The results point out thatsulfoxide 1S and 1R display rather different conformational behaviors, 1S being significantly more flexible than 1R. Bothsulfoxides have shown to be competitive inhibitors of the -galactosidase from E. coli, although with different potencies.The key structural features of the molecular recognition processhave been characterized.
