THE EFFECT OF ARYL FLUORINES IN A LIPASE RESOLUTION

Authors
DASARADHI L OHAGAN D
Citation
L. Dasaradhi et D. Ohagan, THE EFFECT OF ARYL FLUORINES IN A LIPASE RESOLUTION, Bioorganic & medicinal chemistry letters, 3(8), 1993, pp. 1655-1658
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
8
Year of publication
1993
Pages
1655 - 1658
Database
ISI
SICI code
0960-894X(1993)3:8<1655:TEOAFI>2.0.ZU;2-I
Abstract
The steric influence of fluorine compared to hydrogen in enzymatic sys tems is probed by the resolution of a series of fluorinated benzhydrol acetates with lipases. Lipase AY-Amano-30 from Candida cylindracea ca n distinguish a single fluorine atom and the discrimination is most si gnificant with fluorine in the ortho position close to the reaction ce ntre. Increasing the number of fluorine atoms improves the discriminat ion and 2,3,4,5,6-pentafluoroaryl benzhydrol was resolved in 86%ee aft er 35% conversion.