KEGG   ENZYME: 1.14.13.236Help
Entry
EC 1.14.13.236              Enzyme                                 

Name
toluene 4-monooxygenase;
TMO
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
toluene,NADH:oxygen oxidoreductase (4-hydroxylating)
Reaction(IUBMB)
toluene + NADH + H+ + O2 = 4-methylphenol + NAD+ + H2O [RN:R05666]
Reaction(KEGG)
Substrate
toluene [CPD:C01455];
NADH [CPD:C00004];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
4-methylphenol [CPD:C01468];
NAD+ [CPD:C00003];
H2O [CPD:C00001]
Comment
This bacterial enzyme belongs to a family of soluble diiron hydroxylases that includes toluene-, benzene-, xylene- and methane monooxygenases, phenol hydroxylases, and alkene epoxidases. The enzyme comprises a four-component complex that includes a hydroxylase, NADH-ferredoxin oxidoreductase, a Rieske-type [2Fe-2S] ferredoxin, and an effector protein.
History
EC 1.14.13.236 created 2017
Pathway
ec00623  Toluene degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K15760  toluene monooxygenase system protein A
K15761  toluene monooxygenase system protein B
K15763  toluene monooxygenase system protein D
K15764  toluene monooxygenase system protein E
Genes
PSD: DSC_04385 DSC_04390 DSC_04400 DSC_04405
MSR: AU15_20735 AU15_20740 AU15_20750 AU15_20755
CZA: CYCME_2094 CYCME_2095 CYCME_2097 CYCME_2098
TBN: TBH_C0915 TBH_C0916 TBH_C0918 TBH_C0919
VFF: VITFI_CDS2830 VITFI_CDS2831 VITFI_CDS2833 VITFI_CDS2834
RPI: Rpic_4632 Rpic_4633 Rpic_4635 Rpic_4636
RPF: Rpic12D_3556 Rpic12D_3557 Rpic12D_3559 Rpic12D_3560
REU: Reut_B5675 Reut_B5676 Reut_B5678 Reut_B5679
CNC: CNE_BB1p12320(tmoE) CNE_BB1p12330(tmoD) CNE_BB1p12350(tmoB) CNE_BB1p12360(tmoA)
RME: Rmet_1312(tmoE) Rmet_1313(tmoD) Rmet_1315(tmoB) Rmet_1316(tmoA)
CTI: pRALTA_0461(tmoA) pRALTA_0462(tmoB) pRALTA_0465(tmoD) pRALTA_0466(tmoE)
HPSE: HPF_01785(tmoE) HPF_01790(tmoD) HPF_01800(tmoB) HPF_01805(tmoA1)
MPT: Mpe_A0814(tbuA1) Mpe_A0815(tbuU) Mpe_A0817(tbuV) Mpe_A0818(tbuA2) Mpe_A2540(tbuU) Mpe_A2542(tbuV) Mpe_A2543(tbuA2)
HMC: HYPMC_2241(tmoE) HYPMC_2242(tmoD) HYPMC_2244 HYPMC_2245(tmoA)
MSHG: MSG_02600(mphN) MSG_02601(tmoB) MSG_02603(tmoD) MSG_02604
MHAS: MHAS_04833(tmoA) MHAS_04834(tmoB) MHAS_04836(tmoD) MHAS_04837(tmoE)
SSO: SSO1227(tmoA) SSO1228(tmoA) SSO1231(tmoD) SSO1233(tmoE)
SIC: SiL_0415
POG: Pogu_1801
 » show all
Taxonomy
Reference
1  [PMID:2019563]
  Authors
Whited GM, Gibson DT
  Title
Toluene-4-monooxygenase, a three-component enzyme system that catalyzes the oxidation of toluene to p-cresol in Pseudomonas mendocina KR1.
  Journal
J Bacteriol 173:3010-6 (1991)
DOI:10.1128/JB.173.9.3010-3016.1991
Reference
2  [PMID:11297417]
  Authors
Hemmi H, Studts JM, Chae YK, Song J, Markley JL, Fox BG
  Title
Solution structure of the toluene 4-monooxygenase effector protein (T4moD).
  Journal
Biochemistry 40:3512-24 (2001)
DOI:10.1021/bi0013703
Reference
3  [PMID:18479085]
  Authors
Schwartz JK, Wei PP, Mitchell KH, Fox BG, Solomon EI
  Title
Geometric and electronic structure studies of the binuclear nonheme ferrous active site of toluene-4-monooxygenase: parallels with methane monooxygenase and  insight into the role of the effector proteins in O2 activation.
  Journal
J Am Chem Soc 130:7098-109 (2008)
DOI:10.1021/ja800654d
Reference
4  [PMID:22264099]
  Authors
Bailey LJ, Acheson JF, McCoy JG, Elsen NL, Phillips GN Jr, Fox BG
  Title
Crystallographic analysis of active site contributions to regiospecificity in the diiron enzyme toluene 4-monooxygenase.
  Journal
Biochemistry 51:1101-13 (2012)
DOI:10.1021/bi2018333
Reference
5  [PMID:24798294]
  Authors
Hosseini A, Brouk M, Lucas MF, Glaser F, Fishman A, Guallar V
  Title
Atomic picture of ligand migration in toluene 4-monooxygenase.
  Journal
J Phys Chem B 119:671-8 (2015)
DOI:10.1021/jp502509a
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.236
IUBMB Enzyme Nomenclature: 1.14.13.236
ExPASy - ENZYME nomenclature database: 1.14.13.236
BRENDA, the Enzyme Database: 1.14.13.236

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