KEGG   ORTHOLOGY: K08689
Entry
K08689                      KO                                     
Symbol
bphAa, bphA1, bphA
Name
biphenyl 2,3-dioxygenase subunit alpha [EC:1.14.12.18]
Pathway
map00621  Dioxin degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00543  Biphenyl degradation, biphenyl => 2-oxopent-4-enoate + benzoate
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00621 Dioxin degradation
    K08689  bphAa, bphA1, bphA; biphenyl 2,3-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
    1.14.12.18  biphenyl 2,3-dioxygenase
     K08689  bphAa, bphA1, bphA; biphenyl 2,3-dioxygenase subunit alpha
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K08689
Other DBs
RN: R05261 R05262 R05263 R05264 R05475
COG: COG4638
GO: 0018687
Genes
PSD: DSC_08755 DSC_09320
PFUW: KF707C_16330(bphA1)
PALL: UYA_07100
BXE: Bxe_C1197(bphA1)
BXB: DR64_8608(bphA)
PNA: Pnap_4152
ACK: C380_15925(bphA1)
CTES: O987_08255
ABRE: pbN1_20470
NPM: QEO92_31485
MAAD: AZF01_18230
CID: P73_0346
CON: TQ29_19170
PGV: SL003B_4095(bphAa)
RHA: RHA1_ro08060(bphAa)
ROP: ROP_pROB02-01580(bnzA1)
ROZ: CBI38_14145
RPSK: JWS13_01600(bphA1)
AG: BAM76236(bphAa)
 » show all
Reference
PMID:7592331
  Authors
Haddock JD, Gibson DT
  Title
Purification and characterization of the oxygenase component of biphenyl 2,3-dioxygenase from Pseudomonas sp. strain LB400.
  Journal
J Bacteriol 177:5834-9 (1995)
DOI:10.1128/JB.177.20.5834-5839.1995
  Sequence
[bxe:Bxe_C1197]
Reference
PMID:17142386
  Authors
Vezina J, Barriault D, Sylvestre M
  Title
Family shuffling of soil DNA to change the regiospecificity of Burkholderia xenovorans LB400 biphenyl dioxygenase.
  Journal
J Bacteriol 189:779-88 (2007)
DOI:10.1128/JB.01267-06
LinkDB

KEGG   ORTHOLOGY: K15750
Entry
K15750                      KO                                     
Symbol
bphAb, bphA2, bphE
Name
biphenyl 2,3-dioxygenase subunit beta [EC:1.14.12.18]
Pathway
map00621  Dioxin degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00543  Biphenyl degradation, biphenyl => 2-oxopent-4-enoate + benzoate
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00621 Dioxin degradation
    K15750  bphAb, bphA2, bphE; biphenyl 2,3-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
    1.14.12.18  biphenyl 2,3-dioxygenase
     K15750  bphAb, bphA2, bphE; biphenyl 2,3-dioxygenase subunit beta
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K15750
Other DBs
RN: R05261 R05262 R05263 R05264 R05475
GO: 0018687
Genes
PSD: DSC_08750
PFUW: KF707C_16320(bphA2)
BXE: Bxe_C1196(bphA2)
BXB: DR64_8609(bphE)
PNA: Pnap_4151
ACK: C380_15930(bphA2)
CTES: O987_08250
NPM: QEO92_31480
MAAD: AZF01_18225
CID: P73_0347
CON: TQ29_19175
PGV: SL003B_4096(bphAb)
RHA: RHA1_ro08059(bphAb)
ROP: ROP_pROB02-01590(bnzA2)
ROZ: CBI38_14150
RPSK: JWS13_01605(bphA2)
AG: BAM76237(bphAb)
 » show all
Reference
PMID:7592331
  Authors
Haddock JD, Gibson DT
  Title
Purification and characterization of the oxygenase component of biphenyl 2,3-dioxygenase from Pseudomonas sp. strain LB400.
  Journal
J Bacteriol 177:5834-9 (1995)
DOI:10.1128/JB.177.20.5834-5839.1995
  Sequence
[bxe:Bxe_C1196]
Reference
PMID:17142386
  Authors
Vezina J, Barriault D, Sylvestre M
  Title
Family shuffling of soil DNA to change the regiospecificity of Burkholderia xenovorans LB400 biphenyl dioxygenase.
  Journal
J Bacteriol 189:779-88 (2007)
DOI:10.1128/JB.01267-06
LinkDB

KEGG   ORTHOLOGY: K18087
Entry
K18087                      KO                                     
Symbol
bphAc, bphA3, bphF
Name
biphenyl 2,3-dioxygenase ferredoxin component
Pathway
map00621  Dioxin degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00543  Biphenyl degradation, biphenyl => 2-oxopent-4-enoate + benzoate
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00621 Dioxin degradation
    K18087  bphAc, bphA3, bphF; biphenyl 2,3-dioxygenase ferredoxin component
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K18087
Other DBs
RN: R05261 R05262 R05263 R05264 R05475
COG: COG2146
Genes
PSD: DSC_09340
PFUW: KF707C_16300(bphA3)
PALL: UYA_07085
BXE: Bxe_C1194(bphA3)
BXB: DR64_8611(bphA3)
PEW: KZJ38_26700
PNA: Pnap_4149
ACK: C380_15935(bphA3)
CTES: O987_08245
ABRE: pbN1_20500
AZI: AzCIB_4415
AZD: CDA09_21460
MAAD: AZF01_18220
CID: P73_0348
CON: TQ29_19180
PGV: SL003B_4097
BKO: CKF48_07590
NDT: L1999_23275
RHA: RHA1_ro08058(bphAc)
ROP: ROP_pROB02-01600(bnzA3)
ROZ: CBI38_14155
RPSK: JWS13_01610(bphA3)
GMG: NWF22_17565
AGRA: AGRA3207_003631
AWL: P8A24_04300
AG: BAM76238(bphAc)
 » show all
Reference
PMID:1569021
  Authors
Erickson BD, Mondello FJ
  Title
Nucleotide sequencing and transcriptional mapping of the genes encoding biphenyl dioxygenase, a multicomponent polychlorinated-biphenyl-degrading enzyme in Pseudomonas strain LB400.
  Journal
J Bacteriol 174:2903-12 (1992)
DOI:10.1128/jb.174.9.2903-2912.1992
  Sequence
[bxe:Bxe_C1194]
LinkDB

KEGG   ORTHOLOGY: K18088
Entry
K18088                      KO                                     
Symbol
bphAd, bphA4, bphG
Name
biphenyl 2,3-dioxygenase ferredoxin reductase component [EC:1.18.1.3]
Pathway
map00621  Dioxin degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
map01220  Degradation of aromatic compounds
Module
M00543  Biphenyl degradation, biphenyl => 2-oxopent-4-enoate + benzoate
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00621 Dioxin degradation
    K18088  bphAd, bphA4, bphG; biphenyl 2,3-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
     K18088  bphAd, bphA4, bphG; biphenyl 2,3-dioxygenase ferredoxin reductase component
Dioxygenases [br01602.html]
 Dioxygenases in aromatic ring cleavage
  K18088
Other DBs
RN: R05261 R05262 R05263 R05264 R05475
COG: COG1251
GO: 0008860
Genes
PSD: DSC_09345
BANN: JFN94_18375
BXE: Bxe_C1193(bphA4)
BXB: DR64_8612(bedA)
PNA: Pnap_4148
RHA: RHA1_ro08057(bphAd)
ROP: ROP_pROB02-01610(bnzA4)
ROZ: CBI38_14160
RPSK: JWS13_01615
AG: BAM76239(bphAd)
Reference
PMID:1569021
  Authors
Erickson BD, Mondello FJ
  Title
Nucleotide sequencing and transcriptional mapping of the genes encoding biphenyl dioxygenase, a multicomponent polychlorinated-biphenyl-degrading enzyme in Pseudomonas strain LB400.
  Journal
J Bacteriol 174:2903-12 (1992)
DOI:10.1128/jb.174.9.2903-2912.1992
  Sequence
[bxe:Bxe_C1193]
LinkDB

KEGG   ENZYME: 1.14.12.18
Entry
EC 1.14.12.18               Enzyme                                 
Name
biphenyl 2,3-dioxygenase;
biphenyl 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
biphenyl,NADH:oxygen oxidoreductase (2,3-hydroxylating)
Reaction(IUBMB)
biphenyl + NADH + H+ + O2 = (1S,2R)-3-phenylcyclohexa-3,5-diene-1,2-diol + NAD+ [RN:R05263]
Reaction(KEGG)
R05263;
(other) R05261 R05262 R05264
Substrate
biphenyl [CPD:C06588];
NADH [CPD:C00004];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
(1S,2R)-3-phenylcyclohexa-3,5-diene-1,2-diol [CPD:C06589];
NAD+ [CPD:C00003]
Comment
Requires Fe2+. The enzyme from Burkholderia fungorum LB400 (previously Pseudomonas sp.) is part of a multicomponent system composed of an NADH:ferredoxin oxidoreductase (FAD cofactor), a [2Fe-2S] Rieske-type ferredoxin, and a terminal oxygenase that contains a [2Fe-2S] Rieske-type iron-sulfur cluster and a catalytic mononuclear nonheme iron centre. Chlorine-substituted biphenyls can also act as substrates. Similar to the three-component enzyme systems EC 1.14.12.3 (benzene 1,2-dioxygenase) and EC 1.14.12.11 (toluene dioxygenase).
History
EC 1.14.12.18 created 2001
Pathway
ec00621  Dioxin degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K08689  biphenyl 2,3-dioxygenase subunit alpha
K15750  biphenyl 2,3-dioxygenase subunit beta
Genes
PSD: DSC_08750 DSC_08755 DSC_09320
PFUW: KF707C_16320(bphA2) KF707C_16330(bphA1)
PALL: UYA_07100
BXE: Bxe_C1196(bphA2) Bxe_C1197(bphA1)
BXB: DR64_8608(bphA) DR64_8609(bphE)
PNA: Pnap_4151 Pnap_4152
ACK: C380_15925(bphA1) C380_15930(bphA2)
CTES: O987_08250 O987_08255
ABRE: pbN1_20470
NPM: QEO92_31480 QEO92_31485
MAAD: AZF01_18225 AZF01_18230
CID: P73_0346 P73_0347
CON: TQ29_19170 TQ29_19175
PGV: SL003B_4095(bphAa) SL003B_4096(bphAb)
RHA: RHA1_ro08059(bphAb) RHA1_ro08060(bphAa)
ROP: ROP_pROB02-01580(bnzA1) ROP_pROB02-01590(bnzA2)
ROZ: CBI38_14145 CBI38_14150
RPSK: JWS13_01600(bphA1) JWS13_01605(bphA2)
 » show all
Reference
1  [PMID:7592331]
  Authors
Haddock JD, Gibson DT
  Title
Purification and characterization of the oxygenase component of biphenyl 2,3-dioxygenase from Pseudomonas sp. strain LB400.
  Journal
J Bacteriol 177:5834-9 (1995)
DOI:10.1128/JB.177.20.5834-5839.1995
  Sequence
[bxe:Bxe_C1197 Bxe_C1196]
Reference
2  [PMID:9451832]
  Authors
Haddock JD, Pelletier DA, Gibson DT.
  Title
Purification and properties of ferredoxinBPH, a component of biphenyl 2,3-dioxygenase of Pseudomonas sp strain LB400.
  Journal
J Ind Microbiol Biotechnol 19:355-9 (1997)
DOI:10.1038/sj.jim.2900429
Reference
3  [PMID:9683647]
  Authors
Broadus RM, Haddock JD.
  Title
Purification and characterization of the NADH:ferredoxinBPH oxidoreductase component of biphenyl 2,3-dioxygenase from Pseudomonas sp. strain LB400.
  Journal
Arch Microbiol 170:106-12 (1998)
DOI:10.1007/s002030050621
Other DBs
ExplorEnz - The Enzyme Database: 1.14.12.18
IUBMB Enzyme Nomenclature: 1.14.12.18
ExPASy - ENZYME nomenclature database: 1.14.12.18
UM-BBD (Biocatalysis/Biodegradation Database): 1.14.12.18
BRENDA, the Enzyme Database: 1.14.12.18
CAS: 103289-55-0
LinkDB

KEGG   REACTION: R05261
Entry
R05261                      Reaction                               
Name
biphenyl,NADH:oxygen oxidoreductase (2,3-hydroxylating)
Definition
4-Chlorobiphenyl + Oxygen + NADH + H+ <=> cis-2,3-Dihydro-2,3-dihydroxy-4'-chlorobiphenyl + NAD+
Equation
C06584 + C00007 + C00004 + C00080 <=> C06585 + C00003
Reaction class
RC00001  C00003_C00004
RC00098  C06584_C06585
Enzyme
1.14.12.18
Pathway
rn00621  Dioxin degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
rn01220  Degradation of aromatic compounds
Module
M00543  Biphenyl degradation, biphenyl => 2-oxopent-4-enoate + benzoate
Orthology
K08689  biphenyl 2,3-dioxygenase subunit alpha [EC:1.14.12.18]
K15750  biphenyl 2,3-dioxygenase subunit beta [EC:1.14.12.18]
K18087  biphenyl 2,3-dioxygenase ferredoxin component
K18088  biphenyl 2,3-dioxygenase ferredoxin reductase component [EC:1.18.1.3]
LinkDB

KEGG   REACTION: R05262
Entry
R05262                      Reaction                               
Definition
4-Chlorobiphenyl + Oxygen + NADPH + H+ <=> cis-2,3-Dihydro-2,3-dihydroxy-4'-chlorobiphenyl + NADP+
Equation
C06584 + C00007 + C00005 + C00080 <=> C06585 + C00006
Reaction class
RC00001  C00005_C00006
RC00098  C06584_C06585
Enzyme
1.14.12.18
Pathway
rn00621  Dioxin degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
rn01220  Degradation of aromatic compounds
Module
M00543  Biphenyl degradation, biphenyl => 2-oxopent-4-enoate + benzoate
Orthology
K08689  biphenyl 2,3-dioxygenase subunit alpha [EC:1.14.12.18]
K15750  biphenyl 2,3-dioxygenase subunit beta [EC:1.14.12.18]
K18087  biphenyl 2,3-dioxygenase ferredoxin component
K18088  biphenyl 2,3-dioxygenase ferredoxin reductase component [EC:1.18.1.3]
LinkDB

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