KEGG   ORTHOLOGY: K07539Help
Entry
K07539                      KO                                     

Name
oah
Definition
6-oxocyclohex-1-ene-carbonyl-CoA hydrolase [EC:3.7.1.21]
Pathway
ko00362  Benzoate degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
ko01220  Degradation of aromatic compounds
Module
M00541  Benzoyl-CoA degradation, benzoyl-CoA => 3-hydroxypimeloyl-CoA
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00362 Benzoate degradation
    K07539  oah; 6-oxocyclohex-1-ene-carbonyl-CoA hydrolase
Enzymes [BR:ko01000]
 3. Hydrolases
  3.7  Acting on carbon-carbon bonds
   3.7.1  In ketonic substances
    3.7.1.21  6-oxocyclohex-1-ene-1-carbonyl-CoA hydratase
     K07539  oah; 6-oxocyclohex-1-ene-carbonyl-CoA hydrolase
BRITE hierarchy
Other DBs
RN: R05593 R05594 R10696
Genes
SHD: SUTH_01656(oah)
EBA: ebA5298(oah)
AZA: AZKH_2149(oah_bzdY)
AZI: AzCIB_1614 AzCIB_4484
AZD: CDA09_12100(oah) CDA09_21780(oah)
TMZ: Tmz1t_2953
TCL: Tchl_2145
TAK: Tharo_1303
GME: Gmet_2088(bamA) Gmet_3305
GBM: Gbem_1443(bamA)
GEO: Geob_0211(bamA)
GEM: GM21_2811
DML: Dmul_24940(oah)
DTO: TOL2_C03810(oah)
SAT: SYN_01654
RVA: Rvan_0035
MAG: amb2143
MAGX: XM1_2898
MAGN: WV31_08590
AG: CAA12245(oah)
 » show all
TaxonomyKoalaUniProt
Reference
  Authors
Laempe D, Jahn M, Fuchs G
  Title
6-Hydroxycyclohex-1-ene-1-carbonyl-CoA dehydrogenase and 6-oxocyclohex-1-ene-1-carbonyl-CoA hydrolase, enzymes of the benzoyl-CoA pathway of anaerobic aromatic metabolism in the denitrifying bacterium Thauera aromatica.
  Journal
Eur J Biochem 263:420-9 (1999)
DOI:10.1046/j.1432-1327.1999.00504.x
  Sequence
Reference
  Authors
Kuntze K, Shinoda Y, Moutakki H, McInerney MJ, Vogt C, Richnow HH, Boll M
  Title
6-Oxocyclohex-1-ene-1-carbonyl-coenzyme A hydrolases from obligately anaerobic bacteria: characterization and identification of its gene as a functional marker for aromatic compounds degrading anaerobes.
  Journal
Environ Microbiol 10:1547-56 (2008)
DOI:10.1111/j.1462-2920.2008.01570.x
  Sequence
[gme:Gmet_2088] [sat:SYN_01654]

KEGG   ENZYME: 3.7.1.21Help
Entry
EC 3.7.1.21                 Enzyme                                 

Name
6-oxocyclohex-1-ene-1-carbonyl-CoA hydratase;
6-oxocyclohex-1-ene-1-carbonyl-CoA hydrolase;
6-oxocyclohex-1-ene-1-carbonyl-CoA hydrolase (decyclizing)
Class
Hydrolases;
Acting on carbon-carbon bonds;
In ketonic substances
BRITE hierarchy
Sysname
6-oxocyclohex-1-ene-1-carbonyl-CoA hydrolase (ring-opening)
Reaction(IUBMB)
6-oxocyclohex-1-ene-1-carbonyl-CoA + 2 H2O = 3-hydroxypimeloyl-CoA (overall reaction) [RN:R05594];
(1a) 6-oxocyclohex-1-ene-1-carbonyl-CoA + H2O = 2-hydroxy-6-oxocyclohexane-1-carbonyl-CoA [RN:R10696];
(1b) 2-hydroxy-6-oxocyclohexane-1-carbonyl-CoA + H2O = 3-hydroxypimeloyl-CoA [RN:R05593]
Reaction(KEGG)
Substrate
6-oxocyclohex-1-ene-1-carbonyl-CoA [CPD:C09821];
H2O [CPD:C00001];
2-hydroxy-6-oxocyclohexane-1-carbonyl-CoA [CPD:C09825]
Product
3-hydroxypimeloyl-CoA [CPD:C06714];
2-hydroxy-6-oxocyclohexane-1-carbonyl-CoA [CPD:C09825]
Comment
The enzyme, which participates in the anaerobic benzoyl-CoA degradation pathway in certain organisms, catalyses the addition of one molecule of water to the double bound of 6-oxocyclohex-1-ene-1-carbonyl-CoA followed by the hydrolytic C-C cleavage of the alicyclic ring.
History
EC 3.7.1.21 created 2014
Pathway
ec00362  Benzoate degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K07539  6-oxocyclohex-1-ene-carbonyl-CoA hydrolase
Genes
SHD: SUTH_01656(oah)
EBA: ebA5298(oah)
AZA: AZKH_2149(oah_bzdY)
AZI: AzCIB_1614 AzCIB_4484
AZD: CDA09_12100(oah) CDA09_21780(oah)
TMZ: Tmz1t_2953
TCL: Tchl_2145
TAK: Tharo_1303
GME: Gmet_2088(bamA) Gmet_3305
GBM: Gbem_1443(bamA)
GEO: Geob_0211(bamA)
GEM: GM21_2811
DML: Dmul_24940(oah)
DTO: TOL2_C03810(oah)
SAT: SYN_01654
RVA: Rvan_0035
MAG: amb2143
MAGX: XM1_2898
MAGN: WV31_08590
 » show all
Taxonomy
Reference
1  [PMID:10406950]
  Authors
Laempe D, Jahn M, Fuchs G
  Title
6-Hydroxycyclohex-1-ene-1-carbonyl-CoA dehydrogenase and 6-oxocyclohex-1-ene-1-carbonyl-CoA hydrolase, enzymes of the benzoyl-CoA pathway  of anaerobic aromatic metabolism in the denitrifying bacterium Thauera aromatica.
  Journal
Eur J Biochem 263:420-9 (1999)
DOI:10.1046/j.1432-1327.1999.00504.x
  Sequence
Reference
2  [PMID:18312395]
  Authors
Kuntze K, Shinoda Y, Moutakki H, McInerney MJ, Vogt C, Richnow HH, Boll M.
  Title
6-Oxocyclohex-1-ene-1-carbonyl-coenzyme A hydrolases from obligately anaerobic bacteria: characterization and identification of its gene as a functional marker  for aromatic compounds degrading anaerobes.
  Journal
Environ Microbiol 10:1547-56 (2008)
DOI:10.1111/j.1462-2920.2008.01570.x
  Sequence
[gme:Gmet_2088] [sat:SYN_01654]
Other DBs
ExplorEnz - The Enzyme Database: 3.7.1.21
IUBMB Enzyme Nomenclature: 3.7.1.21
ExPASy - ENZYME nomenclature database: 3.7.1.21
BRENDA, the Enzyme Database: 3.7.1.21

KEGG   REACTION: R05594Help
Entry
R05594                      Reaction                               

Name
6-oxocyclohex-1-ene-1-carbonyl-CoA hydrolase (decyclizing)
Definition
6-Oxocyclohex-1-ene-1-carbonyl-CoA + 2 H2O <=> 3-Hydroxypimeloyl-CoA
Equation
Comment
two-step reaction (see R10696+R05593)
Reaction class
RC01431  C06714_C09821
Enzyme
Pathway
rn00362  Benzoate degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
rn01220  Degradation of aromatic compounds
Module
M00541  Benzoyl-CoA degradation, benzoyl-CoA => 3-hydroxypimeloyl-CoA
Orthology
K07539  6-oxocyclohex-1-ene-carbonyl-CoA hydrolase [EC:3.7.1.21]
Other DBs
RHEA: 40070

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