KEGG   ORTHOLOGY: K03268Help
Entry
K03268            Tight     KO                                     

Name
todC1, bedC1, tcbAa
Definition
benzene/toluene/chlorobenzene dioxygenase subunit alpha [EC:1.14.12.3 1.14.12.11 1.14.12.-]
Pathway
ko00361  Chlorocyclohexane and chlorobenzene degradation
ko00362  Benzoate degradation
ko00623  Toluene degradation
ko00625  Chloroalkane and chloroalkene degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
ko01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
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
KEGG modules [BR:ko00002]
 Pathway module
  Secondary metabolism
   Aromatics degradation
    M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
     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.-  
     K03268  todC1, bedC1, tcbAa; benzene/toluene/chlorobenzene dioxygenase subunit alpha
BRITE hierarchy
Other DBs
RN: R03543 R03559 R05429 R06831 R06856 R09151 R09152
GO: 0018619 0018624 0018609
Genes
PPF: Pput_2881
PPX: T1E_4266(todC1)
PMON: X969_10930
PMOT: X970_10585
BPT: Bpet3738
AG: AAC43632(tcbAa)
TaxonomyKoalaUniProt
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)
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

KEGG   ORTHOLOGY: K16268Help
Entry
K16268            Tight     KO                                     

Name
todC2, bedC2, tcbAb
Definition
benzene/toluene/chlorobenzene dioxygenase subunit beta [EC:1.14.12.3 1.14.12.11 1.14.12.-]
Pathway
ko00361  Chlorocyclohexane and chlorobenzene degradation
ko00362  Benzoate degradation
ko00623  Toluene degradation
ko00625  Chloroalkane and chloroalkene degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
ko01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
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
KEGG modules [BR:ko00002]
 Pathway module
  Secondary metabolism
   Aromatics degradation
    M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
     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.-  
     K16268  todC2, bedC2, tcbAb; benzene/toluene/chlorobenzene dioxygenase subunit beta
BRITE hierarchy
Other DBs
RN: R03543 R03559 R05429 R06831 R06856 R09151 R09152
GO: 0018619 0018624 0018609
Genes
PPF: Pput_2880
PPX: T1E_4267(todC2)
PMON: X969_10935
PMOT: X970_10590
BPT: Bpet3739
AG: AAC43633(tcbAb)
TaxonomyKoalaUniProt
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)
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

KEGG   ORTHOLOGY: K18089Help
Entry
K18089            Tight     KO                                     

Name
todB, tcbAc
Definition
benzene/toluene/chlorobenzene dioxygenase ferredoxin component
Pathway
ko00361  Chlorocyclohexane and chlorobenzene degradation
ko00362  Benzoate degradation
ko00623  Toluene degradation
ko00625  Chloroalkane and chloroalkene degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
ko01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
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
KEGG modules [BR:ko00002]
 Pathway module
  Secondary metabolism
   Aromatics degradation
    M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
     K18089  todB, tcbAc; benzene/toluene/chlorobenzene dioxygenase ferredoxin component
BRITE hierarchy
Other DBs
RN: R03543 R03559 R05429 R06831 R06856 R09151 R09152
COG: COG2146
Genes
PPF: Pput_2879
PPX: T1E_4268(tobB)
PMON: X969_10940
PMOT: X970_10595
BPT: Bpet3740
AG: AAC43634(tcbAc)
TaxonomyKoalaUniProt
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

KEGG   ORTHOLOGY: K18090Help
Entry
K18090            Tight     KO                                     

Name
todA, tcbAd
Definition
benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component [EC:1.18.1.3 1.18.1.-]
Pathway
ko00361  Chlorocyclohexane and chlorobenzene degradation
ko00362  Benzoate degradation
ko00623  Toluene degradation
ko00625  Chloroalkane and chloroalkene degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
ko01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
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
KEGG modules [BR:ko00002]
 Pathway module
  Secondary metabolism
   Aromatics degradation
    M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
     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
    1.18.1.-  
     K18090  todA, tcbAd; benzene/toluene/chlorobenzene dioxygenase ferredoxin reductase component
BRITE hierarchy
Other DBs
RN: R03543 R03559 R05429 R06831 R06856 R09151 R09152
COG: COG0446
GO: 0008860
Genes
PPF: Pput_2878
PPX: T1E_4269(tobA)
PMON: X969_10945
PMOT: X970_10600
BPT: Bpet3741
AG: AAC43635(tcbAd)
TaxonomyKoalaUniProt
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

KEGG   ENZYME: 1.14.12.11Help
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
BRITE hierarchy
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
Show
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
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
BPT: Bpet3738 Bpet3739
Taxonomy
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)
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

KEGG   REACTION: R03559Help
Entry
R03559                      Reaction                               

Name
toluene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
Definition
Toluene + Oxygen + NADH + H+ <=> Toluene-cis-dihydrodiol + NAD+
Equation
Reaction class
RC00001  C00003_C00004
RC00098  C01455_C04592
Enzyme
Pathway
rn00623  Toluene degradation
rn01120  Microbial metabolism in diverse environments
rn01220  Degradation of aromatic compounds
Module
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol
Orthology
K03268  benzene/toluene/chlorobenzene dioxygenase subunit alpha [EC:1.14.12.3 1.14.12.11 1.14.12.-]
K16268  benzene/toluene/chlorobenzene dioxygenase subunit beta [EC:1.14.12.3 1.14.12.11 1.14.12.-]
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

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