Structure / Activity Relationship of Carba- and C-Fucopyranosides as Inhibitors of an α 1,6-Fucosyltransferase by Molecular Modeling and Kinetic Studies

Several carba- and C-fucopyranosides have been tested as inhibitors of recombinant α 1,6- Fucosyltransferase from Rhizobium sp. 1-(R)-amino-phenylmethyl C-fucopyranoside (7) with 4C1(L) conformation showed the highest inhibition (IC50 = 690 μM). Molecular modeling alloweded us to establish an structure/activity relationship for the carba- and C-fucopyranosides inhibition activity.