KEGG   ORTHOLOGY: K18277
Entry
K18277                      KO                                     

Name
tmm
Definition
trimethylamine monooxygenase [EC:1.14.13.148]
Pathway
ko00680  Methane metabolism
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09102 Energy metabolism
   00680 Methane metabolism
    K18277  tmm; trimethylamine monooxygenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.13  With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.13.148  trimethylamine monooxygenase
     K18277  tmm; trimethylamine monooxygenase
Other DBs
RN: R05623
Genes
STEK: AXG53_01325
LUG: FPZ22_13350
PMY: Pmen_3459
PRE: PCA10_14390
PCQ: PcP3B5_34340(hapE_3)
PPG: PputGB1_2270
PPUT: L483_19090
PPUN: PP4_21860
PFS: PFLU_2331
PFE: PSF113_3540
PMAN: OU5_0413
PSET: THL1_1501
PSIL: PMA3_11125
PHA: PSHAa1699
PTN: PTRA_a2101(tmm)
PNG: PNIG_a2218(tmm)
OCE: GU3_01635
BAV: BAV1821
BTRM: SAMEA390648701700(hapE_2)
HAR: HEAR2456
LCH: Lcho_0154
MXA: MXAN_0506
MLO: mlr7328
MHUA: MCHK_0843
AMIH: CO731_04990(hapE_2)
SME: SMc04149
SMER: DU99_00555
SMD: Smed_3315
ARA: Arad_8377
RLE: pRL110548
RLG: Rleg_6584
AZC: AZC_1374
MSL: Msil_3604
SIL: SPO1551(tmm)
RDE: RD1_0632
PAMN: pAMV1p0112(tmm)
LAQU: R2C4_19660
CID: P73_0139
RID: RIdsm_02096(hapE_4)
ROH: FIU89_06135(hapE)
MALU: KU6B_39800
SSAN: NX02_15600
GXL: H845_65
MVA: Mvan_1201
MGI: Mflv_5135
MPHL: MPHLCCUG_02553(pamO_2)
MVQ: MYVA_1579
MHAS: MHAS_01947(pamO_2)
MAUU: NCTC10437_00993(hapE_2)
MMOR: MMOR_34870
CGL: NCgl1096(Cgl1141)
CGB: cg1292
CGU: WA5_1096
CGT: cgR_1225
CGM: cgp_1292
CGJ: AR0_06205
CEF: CE1213
CSUR: N24_1258
REQ: REQ_34750
RRT: 4535765_01758(hapE_3)
MOY: CVS54_00105(hapE)
ARM: ART_3120
NAL: B005_2927
TER: Tery_0516
SMIZ: 4412673_01531(hapE)
MPW: MPR_3295
CJG: NCTC13459_01237(hapE)
CANT: NCTC13489_02194(pamO)
 » show all
Reference
  Authors
Chen Y, Patel NA, Crombie A, Scrivens JH, Murrell JC
  Title
Bacterial flavin-containing monooxygenase is trimethylamine monooxygenase.
  Journal
Proc Natl Acad Sci U S A 108:17791-6 (2011)
DOI:10.1073/pnas.1112928108
  Sequence
[msl:Msil_3604]

KEGG   ENZYME: 1.14.13.148
Entry
EC 1.14.13.148              Enzyme                                 

Name
trimethylamine monooxygenase;
flavin-containing monooxygenase 3;
FMO3;
tmm (gene name)
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
Sysname
N,N,N-trimethylamine,NADPH:oxygen oxidoreductase (N-oxide-forming)
Reaction(IUBMB)
N,N,N-trimethylamine + NADPH + H+ + O2 = N,N,N-trimethylamine N-oxide + NADP+ + H2O [RN:R05623]
Reaction(KEGG)
R05623
Substrate
N,N,N-trimethylamine;
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
N,N,N-trimethylamine N-oxide;
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A flavoprotein. The bacterial enzyme enables bacteria to use trimethylamine as the sole source of carbon and energy [1,4]. The mammalian enzyme is involved in detoxification of trimethylamine. Mutations in the human enzyme cause the inheritable disease known as trimethylaminuria (fish odor syndrome) [2,3].
History
EC 1.14.13.148 created 2012
Pathway
ec00680  Methane metabolism
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K18277  trimethylamine monooxygenase
Genes
STEK: AXG53_01325
LUG: FPZ22_13350
PMY: Pmen_3459
PRE: PCA10_14390
PCQ: PcP3B5_34340(hapE_3)
PPG: PputGB1_2270
PPUT: L483_19090
PPUN: PP4_21860
PFS: PFLU_2331
PFE: PSF113_3540
PMAN: OU5_0413
PSET: THL1_1501
PSIL: PMA3_11125
PHA: PSHAa1699
PTN: PTRA_a2101(tmm)
PNG: PNIG_a2218(tmm)
OCE: GU3_01635
BAV: BAV1821
BTRM: SAMEA390648701700(hapE_2)
HAR: HEAR2456
LCH: Lcho_0154
MXA: MXAN_0506
MLO: mlr7328
MHUA: MCHK_0843
AMIH: CO731_04990(hapE_2)
SME: SMc04149
SMER: DU99_00555
SMD: Smed_3315
ARA: Arad_8377
RLE: pRL110548
RLG: Rleg_6584
AZC: AZC_1374
MSL: Msil_3604
SIL: SPO1551(tmm)
RDE: RD1_0632
PAMN: pAMV1p0112(tmm)
LAQU: R2C4_19660
CID: P73_0139
RID: RIdsm_02096(hapE_4)
ROH: FIU89_06135(hapE)
MALU: KU6B_39800
SSAN: NX02_15600
GXL: H845_65
MVA: Mvan_1201
MGI: Mflv_5135
MPHL: MPHLCCUG_02553(pamO_2)
MVQ: MYVA_1579
MHAS: MHAS_01947(pamO_2)
MAUU: NCTC10437_00993(hapE_2)
MMOR: MMOR_34870
CGL: NCgl1096(Cgl1141)
CGB: cg1292
CGU: WA5_1096
CGT: cgR_1225
CGM: cgp_1292
CGJ: AR0_06205
CEF: CE1213
CSUR: N24_1258
REQ: REQ_34750
RRT: 4535765_01758(hapE_3)
MOY: CVS54_00105(hapE)
ARM: ART_3120
NAL: B005_2927
TER: Tery_0516
SMIZ: 4412673_01531(hapE)
MPW: MPR_3295
CJG: NCTC13459_01237(hapE)
CANT: NCTC13489_02194(pamO)
 » show all
Reference
1  [PMID:4404764]
  Authors
Large PJ, Boulton CA, Crabbe MJ
  Title
The reduced nicotinamide-adenine dinucleotide phosphate- and oxygen-dependent N-oxygenation of trimethylamine by Pseudomonas aminovorans.
  Journal
Biochem J 128:137P-138P (1972)
DOI:10.1042/bj1280137pb
Reference
2  [PMID:9417913]
  Authors
Dolphin CT, Riley JH, Smith RL, Shephard EA, Phillips IR
  Title
Structural organization of the human flavin-containing monooxygenase 3 gene (FMO3), the favored candidate for fish-odor syndrome, determined directly from genomic DNA.
  Journal
Genomics 46:260-7 (1997)
DOI:10.1006/geno.1997.5031
  Sequence
[hsa:2328]
Reference
3  [PMID:9536088]
  Authors
Treacy EP, Akerman BR, Chow LM, Youil R, Bibeau C, Lin J, Bruce AG, Knight M, Danks DM, Cashman JR, Forrest SM
  Title
Mutations of the flavin-containing monooxygenase gene (FMO3) cause trimethylaminuria, a defect in detoxication.
  Journal
Hum Mol Genet 7:839-45 (1998)
DOI:10.1093/hmg/7.5.839
  Sequence
[rno:84493]
Reference
4  [PMID:22006322]
  Authors
Chen Y, Patel NA, Crombie A, Scrivens JH, Murrell JC
  Title
Bacterial flavin-containing monooxygenase is trimethylamine monooxygenase.
  Journal
Proc Natl Acad Sci U S A 108:17791-6 (2011)
DOI:10.1073/pnas.1112928108
  Sequence
[msl:Msil_3604]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.148
IUBMB Enzyme Nomenclature: 1.14.13.148
ExPASy - ENZYME nomenclature database: 1.14.13.148
BRENDA, the Enzyme Database: 1.14.13.148

KEGG   REACTION: R05623
Entry
R05623                      Reaction                               

Name
N,N,N-trimethylamine,NADPH:oxygen oxidoreductase (N-oxide-forming)
Definition
Trimethylamine + NADPH + H+ + Oxygen <=> Trimethylamine N-oxide + NADP+ + H2O
Equation
Reaction class
RC00001  C00005_C00006
RC00058  C00565_C01104
Enzyme
Pathway
rn00680  Methane metabolism
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
Orthology
K18277  trimethylamine monooxygenase [EC:1.14.13.148]
Other DBs
RHEA: 31982

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