Information on EC 1.14.12.26 - chlorobenzene dioxygenase

Q52383; Q52384; Q52385; Q52386

-

746688, 746689

TecA

tetrachlorobenzene dioxygenase

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Chlorocyclohexane and chlorobenzene degradation, Microbial metabolism in diverse environments

chlorobenzene + NADH + H+ + O2 = (1R,2R)-3-chlorocyclohexa-3,5-diene-1,2-diol + NAD+

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KEGG

MetaCyc

1,2,4,5-tetrachlorobenzene degradation, 1,2,4-trichlorobenzene degradation, 1,2-dichlorobenzene degradation, 1,3-dichlorobenzene degradation, 1,4-dichlorobenzene degradation, 2,4-dichlorotoluene degradation, 2,5-dichlorotoluene degradation, 3,4-dichlorotoluene degradation, 3-chlorotoluene degradation I, chlorobenzene degradation

chlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)

This bacterial enzyme is a class IIB dioxygenase, comprising three components - a heterodimeric terminal dioxygenase, a ferredoxin protein, and a ferredoxin reductase. The enzyme acts on a range of aromatic compounds, including mono-, di-, tri-, and tetra-chlorinated benzenes and toluenes.

1,2,4,5-tetrachlorobenzene + NADH + H+ + O2

? + NAD+

1,2,4-trichlorobenzene + NADH + H+ + O2

? + NAD+

Rhodococcus sp. MS11

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748606

Substrates: -
Products: -

?

1,3-dichlorobenzene + NADH + H+ + O2

? + NAD+

-

Substrates: -
Products: -

?

1,4-dichlorobenzene + NADH + H+ + O2

? + NAD+

1,4-dimethylbenzene + NADH + H+ + O2

? + NAD+

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Substrates: oxidized with low efficiency
Products: -

?

2,3-dichlorotoluene + NADH + H+ + O2

2,3-dichlorobenzyl alcohol + NAD+

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Substrates: -
Products: -

?

2,4,5-trichlorotoluene + NADH + H+ + O2

2,4,5-trichlorobenzyl alcohol + NAD+

-

Substrates: -
Products: -

?

2,6-dichlorotoluene + NADH + H+ + O2

2,6-dichlorobenzyl alcohol + NAD+

-

Substrates: -
Products: -

?

2-bromobenzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-4-bromo-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

2-chlorobenzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-4-chloro-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

2-fluorobenzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-4-fluoro-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

3,5-dichlorotoluene + NADH + H+ + O2

3,5-dichlorobenzyl alcohol + NAD+

-

Substrates: -
Products: -

?

3-chlorobenzoate + NADH + H+ + O2

? + NAD+

Rhodococcus sp. MS11

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748606

Substrates: -
Products: -

?

3-fluorobenzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-5-fluoro-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

4-chlorobenzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-6-chloro-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

4-fluorobenzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-6-fluoro-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

4-methylbenzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-6-methyl-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

benzonitrile + NADH + H+ + O2

cis-1,2-dihydroxy-3-cyanocyclohexa-3,5-diene + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

benzyl cyanide + NADH + H+ + O2

cis-1,2-dihydroxy-3,5-cyclohexadienyl acetonitrile + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

chlorobenzene + NADH + H+ + O2

(1R,2R)-3-chlorocyclohexa-3,5-diene-1,2-diol + NAD+

cinnamonitrile + NADH + H+ + O2

trans-3-[(5S,6R)-5,6-dihydroxycyclo-hexa-1,3-dienyl]-acrylonitrile + NAD+

Q52383; Q52384; Q52385; Q52386

Substrates: -
Products: -

?

cinnamonitrile + NADH + H+ + O2

trans-3-[(5S,6R)-5,6-dihydroxycyclohexa-1,3-dienyl]-acrylonitrile + NAD+

Q52383; Q52384; Q52385; Q52386

746688

Substrates: -
Products: -

?

methylbenzene + NADH + H+ + O2

? + NAD+

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Substrates: oxidized with low efficiency
Products: -

?

NADH

-

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746812, 747688, 748068

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Rhodococcus sp. MS11

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748606

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Xanthobacter flavus

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746809

-

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culture condition:chlorobenzene-grown cell

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Highest Expressing Human Cell Lines

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Cell Line Links

Gene Links

evolution

Q52383; Q52384; Q52385; Q52386

chlorobenzene dioxygenase of Pseudomonas sp. strain P51 is linked evolutionarily to the enzymes for benzene and toluene degradation. The chlorobenzene dioxygenase originates from a toluene or benzene degradation pathway, probably by horizontal gene transfer

748143

additional information

chlorobenzene dioxygenase genes tcbAa, tcbAb, tcbAc, and tcbAd are expressed in Escherichia coli JM101 (pTEZ30) under the control of the alk regulatory system of Pseudomonas oleovorans GPo1

Q52383; Q52384; Q52385; Q52386

746688

cloned under the strict control of the Palk promoter of Pseudomonas putida GPo1. Escherichia coli JM101 cells carrying the resulting plasmid pTEZ30 are used for the biotransformation of benzonitrile in a 2-l stirred tank bioreactor

Q52383; Q52384; Q52385; Q52386

Escherichia coli cells producing recombinant TecA enzyme dioxygenate and simultaneously eliminate a halogen substituent from 1,2,4,5-tetrachlorobenzene but show no activity toward benzene

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748068

expressed in Escherichia coli

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747688

the tcbA and tcbB genes for chlorobenzene dioxygenase and dehydrogenase are located on a transposable element, Tn5280. Tn5280 shows the features of a composite bacterial transposon with iso-insertion elements (IS1066 and IS1067) at each end of the transposon oriented in an inverted position. When a 12-kb Hindlll fragment of pP51 containing Tn5280 is cloned in the suicide donor plasmid pSUP202, marked with a kanamycin resistance gene, and introduced into Pseudomonas putida KT2442, TnS280 is found to transpose into the genome at random and in single copy. The presence of the catabolic genes tcbA and tcbB on TnS280 suggests a mechanism by which gene clusters can be mobilized as gene cassettes and joined with others to form novel catabolic pathways

Q52383; Q52384; Q52385; Q52386

748060

the tecB gene is cloned into Escherichia coli DH5a together with the tecA gene into Escherichia coli DH5alpha

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induced in cells grown on 1,4-dichlorobenzene

Xanthobacter flavus

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746809

synthesis