Benzothiazinones: prodrugs that covalently modify the decaprenylphosphoryl-β-D-ribose 2'-epimerase DprE1 of Mycobacterium tuberculosis

Benzothiazinones (BTZs) form a new class of potent antimycobacterial agents. Although the target of BTZs has been identified as decaprenylphosphoryl-β-D-ribose 2'-epimerase (DprE1), their detailed mechanism of action remains obscure. Here we demonstrate that BTZs are activated in the bacterium by reduction of an essential nitro group to a nitroso derivative, which then specifically reacts with a cysteine residue in the active site of DprE1.


Published in:
Journal of the American Chemical Society, 132, 39, 13663-5
Year:
2010
Publisher:
American Chemical Society
ISSN:
1520-5126
Keywords:
Laboratories:




 Record created 2010-10-14, last modified 2018-12-03


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