info:eu-repo/semantics/article
Design and Synthesis of 2-Acetamido-2,3-dideoxythiodisaccharides via Diastereoselective Conjugate Addition to Sugar Enone O-Acetyl Oximes. Galactosidase Inhibition Studies
Fecha
2018-10Registro en:
Dada, Lucas; Manzano, Veronica Elena; Varela, Oscar Jose; Design and Synthesis of 2-Acetamido-2,3-dideoxythiodisaccharides via Diastereoselective Conjugate Addition to Sugar Enone O-Acetyl Oximes. Galactosidase Inhibition Studies; American Chemical Society; Organic Letters; 20; 19; 10-2018; 6225-6228
1523-7060
CONICET Digital
CONICET
Autor
Dada, Lucas
Manzano, Veronica Elena
Varela, Oscar Jose
Resumen
The key step in a new synthesis of 2-acetamido-2,3-dideoxy-(14)-thiodisaccharides was the conjugate addition of a 1-thiogalactose derivative to E and Z acetyl oximes derived from sugar enones. This reaction was shown to be completely diastereoselective for both the formation of the thioglycosidic linkage and the configuration of acetyl oxime. The thiodisaccharides have been designed as inhibitors of the β-galactosidase from E. coli, and they have been shown to successfully meet such requirements.