Oxidation of nitrotoluenes by toluene dioxygenase: evidence for a monooxygenase reaction.

Abstract:

:Pseudomonas putida F1 and Pseudomonas sp. strain JS150 initiate toluene degradation by incorporating molecular oxygen into the aromatic nucleus to form cis-1,2-dihydroxy-3-methylcyclohexa-3,5-diene. When toluene-grown cells were incubated with 2- and 3-nitrotoluene, the major products identified were 2- and 3-nitrobenzyl alcohol, respectively. The same cells oxidized 4-nitrotoluene to 2-methyl-5-nitrophenol and 3-methyl-6-nitrocatechol. Escherichia coli JM109(pDTG601), which contains the toluene dioxygenase genes from P. putida F1 under the control of the tac promoter, oxidized the isomeric nitrotoluenes to the same metabolites as those formed by P. putida F1 and Pseudomonas sp. strain JS150. These results extend the range of substrates known to be oxidized by this versatile enzyme and demonstrate for the first time that toluene dioxygenase can oxidize an aromatic methyl substituent.

journal_name

Appl Environ Microbiol

authors

Robertson JB,Spain JC,Haddock JD,Gibson DT

doi

10.1128/AEM.58.8.2643-2648.1992

keywords:

subject

Has Abstract

pub_date

1992-08-01 00:00:00

pages

2643-8

issue

8

eissn

0099-2240

issn

1098-5336

journal_volume

58

pub_type

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