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

Author(s): Felix Calderon, Mercedes Carpintero, Eduardo Garcia-Junceda, Alfonso Fernandez-Mayoralas, Agatha Bastida

Journal Name: Letters in Organic Chemistry

Volume 2 , Issue 3 , 2005

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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.

Keywords: glycosyltransferases, inhibitors, c-glycosides, carbocycles, molecular mechanics calculations

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Article Details

Year: 2005
Page: [247 - 251]
Pages: 5
DOI: 10.2174/1570178053765393
Price: $65

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