KEGG   ENZYME: 3.7.1.14Help
Entry
EC 3.7.1.14                 Enzyme                                 

Name
2-hydroxy-6-oxonona-2,4-dienedioate hydrolase;
mhpC (gene name)
Class
Hydrolases;
Acting on carbon-carbon bonds;
In ketonic substances
BRITE hierarchy
Sysname
(2Z,4E)-2-hydroxy-6-oxona-2,4-dienedioate succinylhydrolase
Reaction(IUBMB)
(1) (2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate + H2O = (2Z)-2-hydroxypenta-2,4-dienoate + succinate [RN:R02603];
(2) (2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate + H2O = (2Z)-2-hydroxypenta-2,4-dienoate + fumarate [RN:R06789]
Reaction(KEGG)
Substrate
(2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate [CPD:C04479];
H2O [CPD:C00001];
(2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate [CPD:C12624]
Product
(2Z)-2-hydroxypenta-2,4-dienoate;
succinate [CPD:C00042];
fumarate [CPD:C00122]
Comment
This enzyme catalyses a step in a pathway of phenylpropanoid compounds degradation. The first step of the enzyme mechanism involves a reversible keto-enol tautomerization [4].
History
EC 3.7.1.14 created 2011, modified 2012
Pathway
Phenylalanine metabolism
Microbial metabolism in diverse environments
Orthology
K05714  
2-hydroxy-6-oxonona-2,4-dienedioate hydrolase
Genes
ECO: 
b0349(mhpC)
ECJ: 
JW0340(mhpC)
ECD: 
ECOK: 
ECE: 
Z0447(mhpC)
ECS: 
ECF: 
ETW: 
ECSP_0413(mhpC)
ELX: 
EOJ: 
EOI: 
EOH: 
EOK: 
ELR: 
ECX: 
ECW: 
ECM: 
ECY: 
ECR: 
ECQ: 
ECK: 
ECT: 
EOC: 
CE10_0317(mhpC)
EUM: 
ELO: 
ELH: 
ESE: 
ESO: 
ESM: 
ESL: 
ECL: 
EBR: 
ECB_00303(mhpC)
EBD: 
EKO: 
EKF: 
EDH: 
EDJ: 
ENA: 
EUN: 
ELW: 
ECW_m0427(mhpC)
ELL: 
WFL_02100(mhpC)
ELP: 
EBL: 
ECD_00303(mhpC)
EBE: 
B21_00307(mhpC)
ECOA: 
ECOL: 
ECOJ: 
ECOO: 
ECOH: 
ECOS: 
SSJ: 
KPN: 
KPN_02120(mhpC)
KPU: 
KP1_3215(mhpC)
KPM: 
KPP: 
KPK: 
KPH: 
KPZ: 
KPV: 
KPW: 
KPY: 
KPG: 
KPQ: 
KPT: 
KPE: 
KPK_2203(mhpC)
KPO: 
KPR: 
KPR_2665(mhpC)
KPI: 
KPA: 
KPS: 
KPX: 
KPB: 
KPNE: 
KPNU: 
KVA: 
KVD: 
KVQ: 
KOX: 
KOE: 
KOY: 
KOK: 
KOM: 
CFD: 
EBT: 
ROR: 
EBF: 
SERR: 
PLU: 
PAY: 
PAU_02359(ohpC)
VEJ: 
VFU: 
PPW: 
PPUH: 
PSV: 
AVN: 
AVL: 
AVD: 
REU: 
CNC: 
BVI: 
BGE: 
BUK: 
BXE: 
BPH: 
PPNO: 
PRB: 
BBR: 
BB4771(mhpC)
BAV: 
BAV0593(bphD)
AZO: 
azo1957(mhpC) azo1976(ohpC)
DAR: 
XAU: 
SWI: 
MPA: 
MAO: 
MAV: 
MIT: 
MIR: 
MIA: 
MID: 
MYO: 
MSM: 
MSG: 
MSA: 
MVA: 
MGI: 
MSP: 
MAB: 
MMC: 
MKM: 
MJL: 
MJD: 
JDM601_3459(bphD_1)
MMI: 
MMAR_4778(bphD_1)
MRH: 
MMM: 
MCB: 
MLI: 
MULP_05008(bphD_1)
MKN: 
ASD: 
CAZ: 
RHA: 
ROP: 
ROA: 
REQ: 
RPY: 
GBR: 
SCB: 
SCAB_2151(bphD)
SVL: 
SRC: 
ICA: 
NCA: 
TCU: 
FRE: 
FRI: 
NML: 
AMD: 
AMED_5705(mhpC)
AMN: 
AMM: 
AMES_5631(mhpC)
AMZ: 
B737_5631(mhpC)
PDX: 
AFS: 
TRO: 
 » show all
Taxonomy
Reference
1  [PMID:6345502]
  Authors
Burlingame R, Chapman PJ.
  Title
Catabolism of phenylpropionic acid and its 3-hydroxy derivative by Escherichia coli.
  Journal
J. Bacteriol. 155 (1983) 113-21.
Reference
2  [PMID:3531186]
  Authors
Burlingame RP, Wyman L, Chapman PJ
  Title
Isolation and characterization of Escherichia coli mutants defective for phenylpropionate degradation.
  Journal
J. Bacteriol. 168 (1986) 55-64.
Reference
3
  Authors
Lam, W. W. Y and Bugg, T. D. H.
  Title
Chemistry of extradiol aromatic ring cleavage: isolation of a stable dienol ring fission intermediate and stereochemistry of its enzymatic hydrolytic clevage.
  Journal
J. Chem. Soc., Chem. Commun. 10 (1994) 1163-1164.
Reference
4  [PMID:9315862]
  Authors
Lam WW, Bugg TD
  Title
Purification, characterization, and stereochemical analysis of a C-C hydrolase: 2-hydroxy-6-keto-nona-2,4-diene-1,9-dioic acid 5,6-hydrolase.
  Journal
Biochemistry. 36 (1997) 12242-51.
  Sequence
[eco:b0349]
Reference
5  [PMID:9098055]
  Authors
Ferrandez A, Garcia JL, Diaz E
  Title
Genetic characterization and expression in heterologous hosts of the 3-(3-hydroxyphenyl)propionate catabolic pathway of Escherichia coli K-12.
  Journal
J. Bacteriol. 179 (1997) 2573-81.
  Sequence
[eco:b0349]
Reference
6  [PMID:9603882]
  Authors
Diaz E, Ferrandez A, Garcia JL.
  Title
Characterization of the hca cluster encoding the dioxygenolytic pathway for initial catabolism of 3-phenylpropionic acid in Escherichia coli K-12.
  Journal
J. Bacteriol. 180 (1998) 2915-23.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
UM-BBD (Biocatalysis/Biodegradation Database): 
BRENDA, the Enzyme Database: 

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