KEGG   ORTHOLOGY: K03268
Entry
K03268            Tight     KO                                     
Symbol
todC1, bedC1, tcbAa
Name
benzene/toluene/chlorobenzene dioxygenase subunit alpha [EC:1.14.12.3 1.14.12.11 1.14.12.26]
Pathway
map00361  Chlorocyclohexane and chlorobenzene degradation
map00362  Benzoate degradation
map00623  Toluene degradation
map00625  Chloroalkane and chloroalkene degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
Reaction
R03543  benzene,NADH:oxygene 1,2-oxidoreductase
R03559  toluene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R05429  1,4-dichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06831  1,2,4-trichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06856  chlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R09151  trichloroethene,NADH:oxygen oxidoreductase (glyoxylate-forming)
R09152  trichloroethene,NADH:oxygen oxidoreductase (formate-forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00362 Benzoate degradation
    K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
   00625 Chloroalkane and chloroalkene degradation
    K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
   00361 Chlorocyclohexane and chlorobenzene degradation
    K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
   00623 Toluene degradation
    K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.12  With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor
    1.14.12.3  benzene 1,2-dioxygenase
     K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
    1.14.12.11  toluene dioxygenase
     K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
    1.14.12.26  chlorobenzene dioxygenase
     K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K03268
Other DBs
GO: 0018619 0018624 0018609
Genes
PPF: Pput_2881
PPX: T1E_4266(todC1)
PMON: X969_10930
PMOT: X970_10585
PASI: LG197_17450
BPT: Bpet3738
ATEM: PQV96_18710
AG: AAC43632(tcbAa)
Reference
PMID:8824602
  Authors
Fong KP, Goh CB, Tan HM
  Title
Characterization and expression of the plasmid-borne bedD gene from Pseudomonas putida ML2, which codes for a NAD+-dependent cis-benzene dihydrodiol dehydrogenase.
  Journal
J Bacteriol 178:5592-601 (1996)
DOI:10.1128/JB.178.19.5592-5601.1996
Reference
PMID:2670929
  Authors
Zylstra GJ, Gibson DT
  Title
Toluene degradation by Pseudomonas putida F1. Nucleotide sequence of the todC1C2BADE genes and their expression in Escherichia coli.
  Journal
J Biol Chem 264:14940-6 (1989)
  Sequence
[ppf:Pput_2881]
Reference
PMID:8626733
  Authors
Werlen C, Kohler HP, van der Meer JR
  Title
The broad substrate chlorobenzene dioxygenase and cis-chlorobenzene dihydrodiol dehydrogenase of Pseudomonas sp. strain P51 are linked evolutionarily to the enzymes for benzene and toluene degradation.
  Journal
J Biol Chem 271:4009-16 (1996)
DOI:10.1074/jbc.271.8.4009
  Sequence
[ag:AAC43632]
LinkDB

KEGG   ORTHOLOGY: K16268
Entry
K16268            Tight     KO                                     
Symbol
todC2, bedC2, tcbAb
Name
benzene/toluene/chlorobenzene dioxygenase subunit beta [EC:1.14.12.3 1.14.12.11 1.14.12.26]
Pathway
map00361  Chlorocyclohexane and chlorobenzene degradation
map00362  Benzoate degradation
map00623  Toluene degradation
map00625  Chloroalkane and chloroalkene degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
Reaction
R03543  benzene,NADH:oxygene 1,2-oxidoreductase
R03559  toluene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R05429  1,4-dichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06831  1,2,4-trichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06856  chlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R09151  trichloroethene,NADH:oxygen oxidoreductase (glyoxylate-forming)
R09152  trichloroethene,NADH:oxygen oxidoreductase (formate-forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00362 Benzoate degradation
    K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
   00625 Chloroalkane and chloroalkene degradation
    K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
   00361 Chlorocyclohexane and chlorobenzene degradation
    K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
   00623 Toluene degradation
    K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.12  With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor
    1.14.12.3  benzene 1,2-dioxygenase
     K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
    1.14.12.11  toluene dioxygenase
     K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
    1.14.12.26  chlorobenzene dioxygenase
     K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K16268
Other DBs
GO: 0018619 0018624 0018609
Genes
PPF: Pput_2880
PPX: T1E_4267(todC2)
PMON: X969_10935
PMOT: X970_10590
PASI: LG197_17455
BPT: Bpet3739
ATEM: PQV96_18705
AG: AAC43633(tcbAb)
Reference
PMID:8824602
  Authors
Fong KP, Goh CB, Tan HM
  Title
Characterization and expression of the plasmid-borne bedD gene from Pseudomonas putida ML2, which codes for a NAD+-dependent cis-benzene dihydrodiol dehydrogenase.
  Journal
J Bacteriol 178:5592-601 (1996)
DOI:10.1128/JB.178.19.5592-5601.1996
Reference
PMID:2670929
  Authors
Zylstra GJ, Gibson DT
  Title
Toluene degradation by Pseudomonas putida F1. Nucleotide sequence of the todC1C2BADE genes and their expression in Escherichia coli.
  Journal
J Biol Chem 264:14940-6 (1989)
  Sequence
[ppf:Pput_2880]
Reference
PMID:8626733
  Authors
Werlen C, Kohler HP, van der Meer JR
  Title
The broad substrate chlorobenzene dioxygenase and cis-chlorobenzene dihydrodiol dehydrogenase of Pseudomonas sp. strain P51 are linked evolutionarily to the enzymes for benzene and toluene degradation.
  Journal
J Biol Chem 271:4009-16 (1996)
DOI:10.1074/jbc.271.8.4009
  Sequence
[ag:AAC43633]
LinkDB

KEGG   ORTHOLOGY: K18089
Entry
K18089            Tight     KO                                     
Symbol
todB, tcbAc
Name
benzene/toluene/chlorobenzene dioxygenase ferredoxin component
Pathway
map00361  Chlorocyclohexane and chlorobenzene degradation
map00362  Benzoate degradation
map00623  Toluene degradation
map00625  Chloroalkane and chloroalkene degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
Reaction
R03543  benzene,NADH:oxygene 1,2-oxidoreductase
R03559  toluene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R05429  1,4-dichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06831  1,2,4-trichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06856  chlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R09151  trichloroethene,NADH:oxygen oxidoreductase (glyoxylate-forming)
R09152  trichloroethene,NADH:oxygen oxidoreductase (formate-forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00362 Benzoate degradation
    K18089  todB, tcbAc; benzene/toluene/chlorobenzene dioxygenase ferredoxin component
   00625 Chloroalkane and chloroalkene degradation
    K18089  todB, tcbAc; benzene/toluene/chlorobenzene dioxygenase ferredoxin component
   00361 Chlorocyclohexane and chlorobenzene degradation
    K18089  todB, tcbAc; benzene/toluene/chlorobenzene dioxygenase ferredoxin component
   00623 Toluene degradation
    K18089  todB, tcbAc; benzene/toluene/chlorobenzene dioxygenase ferredoxin component
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K18089
Other DBs
COG: COG2146
Genes
PPF: Pput_2879
PPX: T1E_4268(tobB)
PMON: X969_10940
PMOT: X970_10595
PASI: LG197_17460
BPT: Bpet3740
ATEM: PQV96_18700
AG: AAC43634(tcbAc)
Reference
PMID:8626733
  Authors
Werlen C, Kohler HP, van der Meer JR
  Title
The broad substrate chlorobenzene dioxygenase and cis-chlorobenzene dihydrodiol dehydrogenase of Pseudomonas sp. strain P51 are linked evolutionarily to the enzymes for benzene and toluene degradation.
  Journal
J Biol Chem 271:4009-16 (1996)
DOI:10.1074/jbc.271.8.4009
  Sequence
[ag:AAC43634]
LinkDB

KEGG   ORTHOLOGY: K18090
Entry
K18090            Tight     KO                                     
Symbol
todA, tcbAd
Name
benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component [EC:1.18.1.3 1.18.1.-]
Pathway
map00361  Chlorocyclohexane and chlorobenzene degradation
map00362  Benzoate degradation
map00623  Toluene degradation
map00625  Chloroalkane and chloroalkene degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
Reaction
R03543  benzene,NADH:oxygene 1,2-oxidoreductase
R03559  toluene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R05429  1,4-dichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06831  1,2,4-trichlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06856  chlorobenzene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R09151  trichloroethene,NADH:oxygen oxidoreductase (glyoxylate-forming)
R09152  trichloroethene,NADH:oxygen oxidoreductase (formate-forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00362 Benzoate degradation
    K18090  todA, tcbAd; benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component
   00625 Chloroalkane and chloroalkene degradation
    K18090  todA, tcbAd; benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component
   00361 Chlorocyclohexane and chlorobenzene degradation
    K18090  todA, tcbAd; benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component
   00623 Toluene degradation
    K18090  todA, tcbAd; benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.18  Acting on iron-sulfur proteins as donors
   1.18.1  With NAD+ or NADP+ as acceptor
    1.18.1.3  ferredoxin---NAD+ reductase
     K18090  todA, tcbAd; benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K18090
Other DBs
COG: COG0446
GO: 0008860
Genes
PPF: Pput_2878
PPX: T1E_4269(tobA)
PMON: X969_10945
PMOT: X970_10600
PASI: LG197_17465
BPT: Bpet3741
ATEM: PQV96_18695
AG: AAC43635(tcbAd)
Reference
PMID:8626733
  Authors
Werlen C, Kohler HP, van der Meer JR
  Title
The broad substrate chlorobenzene dioxygenase and cis-chlorobenzene dihydrodiol dehydrogenase of Pseudomonas sp. strain P51 are linked evolutionarily to the enzymes for benzene and toluene degradation.
  Journal
J Biol Chem 271:4009-16 (1996)
DOI:10.1074/jbc.271.8.4009
  Sequence
[ag:AAC43635]
LinkDB

KEGG   ENZYME: 1.14.12.11
Entry
EC 1.14.12.11               Enzyme                                 
Name
toluene dioxygenase;
toluene 2,3-dioxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor
Sysname
toluene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
Reaction(IUBMB)
toluene + NADH + H+ + O2 = (1S,2R)-3-methylcyclohexa-3,5-diene-1,2-diol + NAD+ [RN:R03559]
Reaction(KEGG)
R03559;
(other) R09151 R09152
Substrate
toluene [CPD:C01455];
NADH [CPD:C00004];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
(1S,2R)-3-methylcyclohexa-3,5-diene-1,2-diol [CPD:C04592];
NAD+ [CPD:C00003]
Comment
A system, containing a reductase which is an iron-sulfur flavoprotein (FAD), an iron-sulfur oxygenase, and a ferredoxin. Some other aromatic compounds, including ethylbenzene, 4-xylene and some halogenated toluenes, are converted into the corresponding cis-dihydrodiols.
History
EC 1.14.12.11 created 1992
Pathway
ec00623  Toluene degradation
ec00625  Chloroalkane and chloroalkene degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K03268  benzene/toluene/chlorobenzene dioxygenase subunit alpha
K16268  benzene/toluene/chlorobenzene dioxygenase subunit beta
Genes
PPF: Pput_2880 Pput_2881
PPX: T1E_4266(todC1) T1E_4267(todC2)
PMON: X969_10930 X969_10935
PMOT: X970_10585 X970_10590
PASI: LG197_17450 LG197_17455
BPT: Bpet3738 Bpet3739
ATEM: PQV96_18705 PQV96_18710
Reference
1  [PMID:16347845]
  Authors
Renganathan V.
  Title
Possible Involvement of Toluene-2,3-Dioxygenase in Defluorination of 3-Fluoro-Substituted Benzenes by Toluene-Degrading Pseudomonas sp. Strain T-12.
  Journal
Appl Environ Microbiol 55:330-334 (1989)
DOI:10.1128/AEM.55.2.330-334.1989
Reference
2  [PMID:526270]
  Authors
Subramanian V, Liu TN, Yeh WK, Gibson DT.
  Title
Toluene dioxygenase: purification of an iron-sulfur protein by affinity chromatography.
  Journal
Biochem Biophys Res Commun 91:1131-9 (1979)
DOI:10.1016/0006-291X(79)91998-3
Other DBs
ExplorEnz - The Enzyme Database: 1.14.12.11
IUBMB Enzyme Nomenclature: 1.14.12.11
ExPASy - ENZYME nomenclature database: 1.14.12.11
UM-BBD (Biocatalysis/Biodegradation Database): 1.14.12.11
BRENDA, the Enzyme Database: 1.14.12.11
CAS: 120038-36-0
LinkDB

KEGG   REACTION: R03559
Entry
R03559                      Reaction                               
Name
toluene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
Definition
Toluene + Oxygen + NADH + H+ <=> Toluene-cis-dihydrodiol + NAD+
Equation
C01455 + C00007 + C00004 + C00080 <=> C04592 + C00003
Reaction class
RC00001  C00003_C00004
RC00098  C01455_C04592
Enzyme
1.14.12.11
Pathway
rn00623  Toluene degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
rn01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.12  With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor
    1.14.12.11
     R03559  Toluene + Oxygen + NADH + H+ <=> Toluene-cis-dihydrodiol + NAD+
Orthology
K03268  benzene/toluene/chlorobenzene dioxygenase subunit alpha [EC:1.14.12.3 1.14.12.11 1.14.12.26]
K16268  benzene/toluene/chlorobenzene dioxygenase subunit beta [EC:1.14.12.3 1.14.12.11 1.14.12.26]
K18089  benzene/toluene/chlorobenzene dioxygenase ferredoxin component
K18090  benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component [EC:1.18.1.3 1.18.1.-]
Other DBs
RHEA: 16740
LinkDB

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