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
ec00360  Phenylalanine metabolism
ec01120  Microbial metabolism in diverse environments
Orthology
K05714  2-hydroxy-6-oxonona-2,4-dienedioate hydrolase
Genes
ECO: b0349(mhpC)
ECJ: JW0340(mhpC)
ECD: ECDH10B_1361(mhpC)
ECOK: ECMDS42_0271(mhpC)
ECE: Z0447(mhpC)
ECS: ECs0404
ECF: ECH74115_0424(mhpC)
ETW: ECSP_0413(mhpC)
ELX: CDCO157_0392
EOJ: ECO26_0385(mhpC)
EOI: ECO111_0385(mhpC)
EOH: ECO103_0331(mhpC)
ECOO: ECRM13514_0497(mhpC)
ECOH: ECRM13516_0329(mhpC)
EOK: G2583_0462(mhpC)
ESO: O3O_05565
ESM: O3M_19715
ESL: O3K_19730
ECW: EcE24377A_0373(mhpC)
ELH: ETEC_0405
ECX: EcHS_A0413(mhpC)
ECM: EcSMS35_0380(mhpC)
ECY: ECSE_0374
ECR: ECIAI1_0350(mhpC)
ECQ: ECED1_0377(mhpC)
ECK: EC55989_0356(mhpC)
ECT: ECIAI39_0329(mhpC)
EOC: CE10_0317(mhpC)
EUM: ECUMN_0392(mhpC)
ELO: EC042_0386(mhpC)
ESE: ECSF_0320
EBR: ECB_00303(mhpC)
EBD: ECBD_3308
EKF: KO11_21835(mhpC)
EDJ: ECDH1ME8569_0336(mhpC)
ENA: ECNA114_0332(mhpC)
ELW: ECW_m0427(mhpC)
ELL: WFL_02100(mhpC)
ELP: P12B_c0309(mhpC) P12B_c0367(mhpC)
EBL: ECD_00303(mhpC)
EBE: B21_00307(mhpC)
ECOJ: P423_01835
ECOS: EC958_0493
KPN: KPN_02120(mhpC)
KPU: KP1_3215(mhpC)
KPP: A79E_2124
KPT: VK055_0341(mhpC)
KPE: KPK_2203(mhpC)
KPR: KPR_2665(mhpC)
KPX: PMK1_04484(mhpC)
KPNU: LI86_10780
KPNK: BN49_3225(mhpC)
KVA: Kvar_2155
KOX: KOX_22685
KOE: A225_3414
EBT: EBL_c20020(mhpC)
EBF: D782_1984
PLU: plu2202
PAY: PAU_02359(ohpC)
LRI: NCTC12151_03197(mhpC)
PCQ: PcP3B5_25740(bphD)
PPUH: B479_25880
PSIL: PMA3_18055
AVN: Avin_15080(mphC)
AVL: AvCA_15080(mphC)
AVD: AvCA6_15080(mphC)
ACX: Achr_27790(mphC)
CYQ: Q91_0764(ohpC)
CNC: CNE_1c17890(mhpC)
BVE: AK36_3504(mhpC)
BCEN: DM39_2004 DM39_4969(bphD)
BCEW: DM40_4998(mhpC)
BMUL: NP80_3431(bphD)
BCON: NL30_34170
BLAT: WK25_27470
BSEM: WJ12_26070
BMEC: WJ16_19990
BUK: MYA_5000
BXE: Bxe_B2323
BPH: Bphy_4541
PPNO: DA70_11735
PPNM: LV28_19215
PSPU: NA29_07830
PAPI: SG18_24460
BPAR: BN117_4317(mhpC)
BBR: BB4771(mhpC)
BBM: BN115_4448(mhpC)
BBH: BN112_3651(mhpC)
BBX: BBS798_4548(mhpC)
BAV: BAV0593(bphD)
AFQ: AFA_13945
ACRA: BSY15_225(mhpC)
AZO: azo1957(mhpC) azo1976(ohpC)
AOA: dqs_2131
XAU: Xaut_0935
MMED: Mame_00148(mhpC)
CID: P73_2024
SPHP: LH20_19525
SWI: Swit_4183
MPA: MAP_0693
MAO: MAP4_3171
MAVI: RC58_15715
MAVU: RE97_15745
MID: MIP_01268
MYO: OEM_07410
MMC: Mmcs_3787
MKM: Mkms_3860
MJL: Mjls_3791
MMI: MMAR_4778(bphD_1)
MMAE: MMARE11_46070(bphD_1)
MMM: W7S_03585
MLI: MULP_05008(bphD_1)
MGI: Mflv_2400
MPHL: MPHLCCUG_03812(hsaD_4)
MVQ: MYVA_4049 MYVA_4675(ohpC)
MTHN: 4412656_03106(hsaD_2)
MAB: MAB_4366c
MJD: JDM601_3459(bphD_1)
ASD: AS9A_0166
NFR: ERS450000_00299(bphD_1) ERS450000_00748(bphD_2)
RHA: RHA1_ro00519(ohpC)
REQ: REQ_43380
RHS: A3Q41_02900(bphD_2)
RRT: 4535765_01482(mhpC) 4535765_04583(hsaD_5)
GBR: Gbro_4501
SCB: SCAB_2151(bphD)
SDV: BN159_1384(mhpC)
SMAL: SMALA_8453
NCA: Noca_2141
PSIM: KR76_02290
TCU: Tcur_3522
NML: Namu_1343
AMD: AMED_5705(mhpC)
AMN: RAM_29135
AMM: AMES_5631(mhpC)
AMZ: B737_5631(mhpC)
PDX: Psed_0214
AFS: AFR_23710
TRO: trd_A0930
IAL: IALB_0432
NMO: Nmlp_2217
 » 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 155:113-21 (1983)
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 168:55-64 (1986)
DOI:10.1128/JB.168.1.55-64.1986
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 10:1163-1164 (1994)
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 36:12242-51 (1997)
DOI:10.1021/bi971115r
  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 179:2573-81 (1997)
DOI:10.1128/JB.179.8.2573-2581.1997
  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 180:2915-23 (1998)
Other DBs
ExplorEnz - The Enzyme Database: 3.7.1.14
IUBMB Enzyme Nomenclature: 3.7.1.14
ExPASy - ENZYME nomenclature database: 3.7.1.14
UM-BBD (Biocatalysis/Biodegradation Database): 3.7.1.14
BRENDA, the Enzyme Database: 3.7.1.14

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