KEGG   ENZYME: 1.13.11.16Help
Entry
EC 1.13.11.16               Enzyme                                 

Name
3-carboxyethylcatechol 2,3-dioxygenase;
2,3-dihydroxy-beta-phenylpropionic dioxygenase;
2,3-dihydroxy-beta-phenylpropionate oxygenase;
3-(2,3-dihydroxyphenyl)propanoate:oxygen 1,2-oxidoreductase;
3-(2,3-dihydroxyphenyl)propanoate:oxygen 1,2-oxidoreductase (decyclizing)
Class
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen
BRITE hierarchy
Sysname
3-(2,3-dihydroxyphenyl)propanoate:oxygen 1,2-oxidoreductase (ring-opening)
Reaction(IUBMB)
(1) 3-(2,3-dihydroxyphenyl)propanoate + O2 = (2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate [RN:R04376];
(2) (2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate + O2 = (2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate [RN:R06788]
Reaction(KEGG)
Substrate
3-(2,3-dihydroxyphenyl)propanoate [CPD:C04044];
O2 [CPD:C00007];
(2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate [CPD:C12623]
Product
(2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate [CPD:C04479];
(2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate [CPD:C12624]
Comment
An iron protein. This enzyme catalyses a step in the pathway of phenylpropanoid compounds degradation.
History
EC 1.13.11.16 created 1972, modified 2011, modified 2012
Pathway
ec00360  Phenylalanine metabolism
ec01120  Microbial metabolism in diverse environments
Orthology
K05713  2,3-dihydroxyphenylpropionate 1,2-dioxygenase
Genes
ECO: b0348(mhpB)
ECJ: JW0339(mhpB)
ECD: ECDH10B_1360(mhpB)
ECOK: ECMDS42_0270(mhpB)
ECE: Z0446(mhpB)
ECS: ECs0403(mhpB)
ECF: ECH74115_0423(mhpB)
ETW: ECSP_0412(mhpB)
ELX: CDCO157_0391(mhpB)
EOJ: ECO26_0384(mhpB)
EOI: ECO111_0384(mhpB)
EOH: ECO103_0330(mhpB)
ECOO: ECRM13514_0498(mhpB)
ECOH: ECRM13516_0328(mhpB)
EOK: G2583_0461(mhpB)
ELR: ECO55CA74_02215(mhpB)
ESO: O3O_05560(mhpB)
ESM: O3M_19720(mhpB)
ESL: O3K_19735(mhpB)
ECW: EcE24377A_0372(mhpB)
ELH: ETEC_0404
ECX: EcHS_A0412(mhpB)
ECM: EcSMS35_0379(mhpB)
ECY: ECSE_0373
ECR: ECIAI1_0349(mhpB)
ECQ: ECED1_0376(mhpB)
ECK: EC55989_0355(mhpB)
ECT: ECIAI39_0330(mhpB)
EOC: CE10_0316(mhpB)
EUM: ECUMN_0391(mhpB)
ELO: EC042_0385(mhpB)
ESE: ECSF_0319
EBR: ECB_00302(mhpB)
EBD: ECBD_3309
EKF: KO11_21840(mhpB)
EDJ: ECDH1ME8569_0335(mhpB)
ENA: ECNA114_0331(mhpB)
ELW: ECW_m0426(mhpB)
ELL: WFL_02095(mhpB)
ELP: P12B_c0308(mhpB) P12B_c0366(mhpB)
EBL: ECD_00302(mhpB)
EBE: B21_00306(mhpB)
ECOA: APECO78_05260(mhpB)
ECOL: LY180_02130(mhpB)
ECOJ: P423_01830(mhpB)
ECOS: EC958_0492
EMA: C1192_10915(mhpB)
SSN: SSON_0295(mhpB)
SHQ: A0259_05410(mhpB)
KPN: KPN_02121(mhpB)
KPU: KP1_3216(mhpB)
KPP: A79E_2123
KPK: A593_25660(mhpB)
KPH: KPNIH24_12935(mhpB)
KPZ: KPNIH27_14860(mhpB)
KPV: KPNIH29_15520(mhpB)
KPW: KPNIH30_15800(mhpB)
KPY: KPNIH31_14655(mhpB)
KPG: KPNIH32_15695(mhpB)
KPC: KPNIH10_15320(mhpB)
KPQ: KPR0928_15295(mhpB)
KPT: VK055_0340(mhpB)
KPE: KPK_2202(mhpB)
KPO: KPN2242_13560(mhpB)
KPR: KPR_2666(mhpB)
KPJ: N559_2168
KPI: D364_10870(mhpB)
KPX: PMK1_04485(mhpB)
KPB: FH42_06700(mhpB)
KPNE: KU54_010820(mhpB)
KPNU: LI86_10775(mhpB)
KPNK: BN49_3226(mhpB)
KVA: Kvar_2154
KVD: KR75_23580(mhpB)
KVQ: SP68_04235(mhpB)
KOX: KOX_22690(mhpB)
KOE: A225_3415
KOM: HR38_20985(mhpB)
KOK: KONIH1_16725(mhpB)
KOC: AB185_19180(mhpB)
KQU: AVR78_19685(mhpB)
KQV: B8P98_11795(mhpB)
CFD: CFNIH1_11835(mhpB)
CWE: CO701_16990(mhpB)
CYO: CD187_18590(mhpB)
EBT: EBL_c20030(mhpB)
RPLN: B1209_10935(mhpB)
PGE: LG71_09615(mhpB)
KGO: CEW81_11375(mhpB)
EBF: D782_1983
SFW: WN53_15165(mhpB)
SFG: AV650_10705(mhpB)
SERA: Ser39006_017360(mhpB)
SOD: Sant_0204
PLU: plu2208
PAY: PAU_02353(mhpB)
LRI: NCTC12151_03198(mhpB)
VNA: PN96_06270(mhpB)
VEJ: VEJY3_06785(mhpB)
PPUH: B479_25885
PVR: PverR02_12310(mhpB)
PPSY: AOC04_16945(mhpB)
AVN: Avin_15050(mphB)
AVL: AvCA_15050(mhpB)
AVD: AvCA6_15050(mhpB)
ACX: Achr_27820(mhpB)
ASJ: AsACE_CH00362(mhpB)
ZDF: AN401_03005(mhpB)
RPJ: N234_23040(mhpB) N234_34800(mhpB) N234_36990
CNC: CNE_1c17850(mhpB)
CCUP: BKK81_25720(mhpB)
CUP: BKK80_30635(mhpB)
CUU: BKK79_21535(mhpB)
BVE: AK36_3499(mhpB)
BCEW: DM40_5003(mhpB)
BMK: DM80_3369
BCON: NL30_34145(mhpB)
BDF: WI26_30215(mhpB)
BLAT: WK25_27495(mhpB)
BSEM: WJ12_26045(mhpB)
BPSL: WS57_02985(mhpB) WS57_14600(mhpB)
BSTL: BBJ41_34140(mhpB)
BUK: MYA_5005
BXE: Bxe_B2328
BXB: DR64_4660(mhpB)
BPH: Bphy_4536
PARB: CJU94_31715(mhpB)
PPNO: DA70_11720(mhpB)
PPNM: LV28_19230(mhpB)
PRB: X636_15110(mhpB)
PSPU: NA29_07815(mhpB)
PAPI: SG18_24445(mhpB)
PVE: UC34_22410(mhpB)
PFG: AB870_09225(mhpB)
BPA: BPP3697
BBR: BB4131
AXX: ERS451415_04169(mhpB)
AFA: UZ73_04235(mhpB)
AFQ: AFA_13940(mhpB)
DAC: Daci_0103
AZO: azo1975(mhpB)
AOA: dqs_2130
ACOM: CEW83_03595(mhpB)
THK: CCZ27_14745(mhpB)
XAU: Xaut_0932
HMC: HYPMC_0176(pydA)
SPHP: LH20_19530
SWI: Swit_4311
SPHT: K426_04870(mhpB) K426_12685(mhpB) K426_18710(mhpB)
MPA: MAP_0695(mhpB)
MAO: MAP4_3169
MAVI: RC58_15705(mhpB)
MAVU: RE97_15735(mhpB)
MAVD: NF84_03740(mhpB)
MAVR: LA63_03840(mhpB)
MAVA: LA64_03850(mhpB)
MID: MIP_01271
MYO: OEM_07430
MCHI: AN480_04830(mhpB)
MMAL: CKJ54_03680(mhpB)
MUL: MUL_0347(mhpB)
MMC: Mmcs_3785
MKM: Mkms_3858
MMI: MMAR_4776(mhpB)
MMAE: MMARE11_46050(mhpB)
MMM: W7S_03595(mhpB)
MKN: MKAN_10215(mhpB)
MKS: LG40_10055(mhpB)
MKI: LH54_10200(mhpB)
MYV: G155_20870(mhpB)
MYE: AB431_21455(mhpB)
MDX: BTO20_10360(mhpB)
MSM: MSMEG_4865(mhpB)
MSB: LJ00_24060(mhpB)
MSN: LI99_24065(mhpB)
MSH: LI98_24070(mhpB)
MVA: Mvan_4244
MGI: Mflv_2402
MGO: AFA91_16190(mhpB)
MPHL: MPHLCCUG_03810(mhpB)
MVQ: MYVA_4047(mhpB) MYVA_4677(pydA)
MTHN: 4412656_03104(mhpB)
MAB: MAB_4372
MAY: LA62_22215(mhpB)
MABO: NF82_21905(mhpB)
MAZ: LA61_22110(mhpB)
MJD: JDM601_3457(mhpB)
ASD: AS9A_0167(mhpB)
CDR: CDHC03_1946(mhpB)
CII: CIMIT_11780(mhpB)
CMV: CMUST_15055(mhpB)
CAMG: CAMM_02610(mhpB)
RAV: AAT18_09070(mhpB)
RHS: A3Q41_02897(mhpB)
RRT: 4535765_04590(mhpB_2)
SCB: SCAB_2101(mhpB)
STRF: ASR50_31440(mhpB)
STSI: A4E84_36440(mhpB)
ARX: ARZXY2_3586(mhpB) ARZXY2_4003(mhpB)
NAE: BHE16_09170(mhpB)
PSIM: KR76_02285
NML: Namu_1342
AMD: AMED_5706(mhpB)
AMN: RAM_29140(mhpB)
AMM: AMES_5632(mhpB)
AMZ: B737_5632(mhpB)
AMQ: AMETH_1850(mhpB) AMETH_2409(mhpB) AMETH_4604(mhpB)
AFS: AFR_23715(mhpB)
 » show all
Taxonomy
Reference
1  [PMID:5881653]
  Authors
Dagley S, Chapman PJ, Gibson DT.
  Title
The metabolism of beta-phenylpropionic acid by an Achromobacter.
  Journal
Biochem J 97:643-50 (1965)
Reference
2
  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
3  [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)
  Sequence
[eco:b0348]
Other DBs
ExplorEnz - The Enzyme Database: 1.13.11.16
IUBMB Enzyme Nomenclature: 1.13.11.16
ExPASy - ENZYME nomenclature database: 1.13.11.16
UM-BBD (Biocatalysis/Biodegradation Database): 1.13.11.16
BRENDA, the Enzyme Database: 1.13.11.16
CAS: 105503-63-7

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