EC 184.108.40.206 Enzyme
xylM (gene names);
ntnM (gene names)
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced iron-sulfur protein as one donor, and incorporation of one atom of oxygen into the other donor
methylbenzene,ferredoxin:oxygen oxidoreductase (methyl-hydroxylating)
(1) toluene + O2 + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ = benzyl alcohol + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O [RN:
(2) p-xylene + O2 + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ = 4-methylbenzyl alcohol + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O [RN:
(3) m-xylene + O2 + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ = 3-methylbenzyl alcohol + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O [RN:
reduced ferredoxin [iron-sulfur] cluster [CPD:
benzyl alcohol [CPD:
oxidized ferredoxin [iron-sulfur] cluster [CPD:
4-methylbenzyl alcohol [CPD:
3-methylbenzyl alcohol [CPD:
The enzyme, characterized from several Pseudomonas strains, catalyses the first step in the degradation of toluenes and xylenes. It has a broad substrate specificity and is also active with substituted compounds, such as chlorotoluenes. The electrons are provided by a reductase (EC
, ferredoxin---NAD+ reductase) that transfers electrons from NADH via FAD and an [2Fe-2S] cluster. The enzyme can also act on its products, producing gem-diols that spontaneously dehydrate to form aldehydes.
EC 220.127.116.11 created 2018
Microbial metabolism in diverse environments
Suzuki M, Hayakawa T, Shaw JP, Rekik M, Harayama S
Primary structure of xylene monooxygenase: similarities to and differences from the alkane hydroxylation system.
J Bacteriol 173:1690-5 (1991)
Shaw JP, Harayama S
Purification and characterisation of the NADH:acceptor reductase component of xylene monooxygenase encoded by the TOL plasmid pWW0 of Pseudomonas putida mt-2.
Eur J Biochem 209:51-61 (1992)
Brinkmann U, Reineke W
Degradation of chlorotoluenes by in vivo constructed hybrid strains: problems of enzyme specificity, induction and prevention of meta-pathway.
FEMS Microbiol Lett 75:81-7 (1992)
James KD, Williams PA
ntn genes determining the early steps in the divergent catabolism of 4-nitrotoluene and toluene in Pseudomonas sp. strain TW3.
J Bacteriol 180:2043-9 (1998)
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