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Issue 11, 2004
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(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

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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 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.

Graphical abstract: (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

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Publication details

The article was received on 29 Mar 2004, accepted on 19 Apr 2004 and first published on 06 May 2004


Article type: Paper
DOI: 10.1039/B404535A
Citation: Org. Biomol. Chem., 2004,2, 1592-1596
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    (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

    M. Frederickson, A. W. Roszak, J. R. Coggins, A. J. Lapthorn and C. Abell, Org. Biomol. Chem., 2004, 2, 1592
    DOI: 10.1039/B404535A

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