(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

Frederickson, M., Roszak, A.W., Coggins, J.R., Lapthorn, A.J. and Abell, C. (2004) (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. Organic and Biomolecular Chemistry, 2, pp. 1592-1596. (doi: 10.1039/b404535a)

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Abstract

The fluoro analogue of the enolate intermediate in the reaction catalyzed by type II dehydroquinases has been prepared from naturally occurring (-)-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.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Coggins, Professor John and Roszak, Dr Aleksander
Authors: Frederickson, M., Roszak, A.W., Coggins, J.R., Lapthorn, A.J., and Abell, C.
College/School:College of Medical Veterinary and Life Sciences
College of Science and Engineering > School of Chemistry
Journal Name:Organic and Biomolecular Chemistry
Journal Abbr.:Org. Biomol. Chem.
ISSN:1477-0520
ISSN (Online):1477-0539

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