(1R,4S,5R)-3-Fluoro-1,4,5-trihydroxy-2-cyclohexene-1-carboxylic acid: the fluoro analogue of the enolate intermediate in the reaction catalyzed by type II dehydroquinases
Martyn Frederickson,Aleksander W. Roszak,John R. Coggins,Adrian J. Lapthorn,Chris Abell
Organic & Biomolecular Chemistry Pub Date : 05/06/2004 00:00:00 , DOI:
10.1039/B404535AAbstract
The fluoro analogue of the enolate intermediate in the reaction catalyzed by type II dehydroquinases has been prepared from naturally occuring (−)-quinic acid over seven steps and has been shown to be the most potent inhibitor reported to date of the type II enzyme from Mycobacterium tuberculosis.