KEGG   ENZYME: 1.13.11.16
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
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)
R04376 R06788
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
ec01100  Metabolic pathways
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)
EOI: ECO111_0384(mhpB)
EOJ: ECO26_0384(mhpB)
EOH: ECO103_0330(mhpB)
ECOO: ECRM13514_0498(mhpB)
ECOH: ECRM13516_0328(mhpB)
ESL: O3K_19735(mhpB)
ESO: O3O_05560(mhpB)
ESM: O3M_19720(mhpB)
ECK: EC55989_0355(mhpB)
EOK: G2583_0461(mhpB)
ELR: ECO55CA74_02215(mhpB)
ELH: ETEC_0404
ECW: EcE24377A_0372(mhpB)
ENA: ECNA114_0331(mhpB)
ECOS: EC958_0492
ECOA: APECO78_05260(mhpB)
ECX: EcHS_A0412(mhpB)
ECM: EcSMS35_0379(mhpB)
ECY: ECSE_0373
ECR: ECIAI1_0349(mhpB)
ECQ: ECED1_0376(mhpB)
EUM: ECUMN_0391(mhpB)
ECT: ECIAI39_0330(mhpB)
EOC: CE10_0316(mhpB)
EBR: ECB_00302(mhpB)
EBL: ECD_00302(mhpB)
EBE: B21_00306(mhpB)
EBD: ECBD_3309
ELO: EC042_0385(mhpB)
ESE: ECSF_0319
EKF: KO11_21840(mhpB)
EDJ: ECDH1ME8569_0335(mhpB)
ELW: ECW_m0426(mhpB)
ELL: WFL_02095(mhpB)
ELP: P12B_c0308(mhpB) P12B_c0366(mhpB)
ECOL: LY180_02130(mhpB)
ECOJ: P423_01830(mhpB)
EMA: C1192_10915(mhpB)
SSN: SSON_0295(mhpB)
SHQ: A0259_05410(mhpB)
KPN: KPN_02121(mhpB)
KPU: KP1_3216(mhpB)
KPP: A79E_2123
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)
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
KPE: KPK_2202(mhpB)
KPK: A593_25660(mhpB)
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)
KLL: BJF97_16845(mhpB)
KLW: DA718_12090(mhpB)
RPLN: B1209_10935(mhpB)
RTG: NCTC13098_00845(mhpB_2)
REE: electrica_02136(mhpB)
CFD: CFNIH1_11835(mhpB)
CWE: CO701_16990(mhpB)
CYO: CD187_18590(mhpB)
CPOT: FOB25_06055(mhpB)
CFQ: C2U38_05250(mhpB)
CPAR: CUC49_01475(mhpB)
CITZ: E4Z61_11850(mhpB)
CARS: E1B03_06445(mhpB)
EBT: EBL_c20030(mhpB)
PGE: LG71_09615(mhpB)
KGO: CEW81_11375(mhpB)
KAS: KATP_20180(mhpB)
EBF: D782_1983
EBU: CUC76_00385(mhpB)
SFW: WN53_15165(mhpB)
SFG: AV650_10705(mhpB)
SERA: Ser39006_017360(mhpB)
SERQ: CWC46_17360(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)
PPSH: G5J76_17840(mhpB)
AVN: Avin_15050(mphB)
AVL: AvCA_15050(mhpB)
AVD: AvCA6_15050(mhpB)
ACX: Achr_27820(mhpB)
ASJ: AsACE_CH00362(mhpB)
AVB: RYU24_27050(mhpB)
ABOU: ACBO_27650(mhpB)
MGEO: CFI10_04560(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)
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)
AZO: azo1975(mhpB)
AOA: dqs_2130
ACOM: CEW83_03595(mhpB)
AZR: CJ010_12850(mhpB)
THK: CCZ27_14745(mhpB)
DBK: DGMP_39260(mhpB)
BVZ: BRAD3257_2214(mhpB)
XAU: Xaut_0932
HMC: HYPMC_0176(pydA)
SPHP: LH20_19530
SWI: Swit_4311
SPHT: K426_04870(mhpB) K426_12685(mhpB) K426_18710(mhpB)
PASA: BAOM_4651
MPA: MAP_0695(mhpB)
MAO: MAP4_3169
MAVI: RC58_15705(mhpB)
MAVU: RE97_15735(mhpB)
MID: MIP_01271
MYO: OEM_07430
MCHI: AN480_04830(mhpB)
MMAL: CKJ54_03680(mhpB)
MMAN: MMAN_43180(mhpB_1) MMAN_50360(mhpB_2)
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)
MYV: G155_20870(mhpB)
MYE: AB431_21455(mhpB)
MGO: AFA91_16190(mhpB)
MDX: BTO20_10360(mhpB)
MSHG: MSG_04314(mhpB)
MFJ: MFLOJ_43010(mhpB_2)
MSTO: MSTO_47130(mhpB)
MSIM: MSIM_31530(mhpB)
MSAK: MSAS_26530(mhpB)
MNV: MNVI_10140(mhpB)
MPAG: C0J29_26270(mhpB)
MNM: MNVM_26210(mhpB)
MCOO: MCOO_24660(mhpB)
MBAI: MB901379_04186(mhpB)
MSEO: MSEO_32190(mhpB)
MSHO: MSHO_57870(mhpB)
MHEK: JMUB5695_00881(mhpB_1) JMUB5695_00957(mhpB_2)
MGAU: MGALJ_26330(mhpB)
MLJ: MLAC_02370(mhpB)
MBRD: MBRA_23070(mhpB)
MSB: LJ00_24060(mhpB)
MSN: LI99_24065(mhpB)
MSH: LI98_24070(mhpB)
MVA: Mvan_4244
MGI: Mflv_2402
MPHL: MPHLCCUG_03810(mhpB)
MVQ: MYVA_4047(mhpB) MYVA_4677(pydA)
MTHN: 4412656_03104(mhpB)
MHAS: MHAS_02631(mhpB_1) MHAS_03118(mhpB_2)
MDU: MDUV_04260(mhpB_1) MDUV_30350(mhpB_2)
MCHT: MCHIJ_29340(mhpB)
MAUU: NCTC10437_03988(mhpB)
MMAG: MMAD_39650(mhpB)
MMOR: MMOR_23050(mhpB)
MFX: MFAL_01420(mhpB)
MAIC: MAIC_37910(mhpB)
MIJ: MINS_35290(mhpB)
MALV: MALV_21080(mhpB_1) MALV_51960(mhpB_2)
MPSC: MPSYJ_25760(mhpB)
MARZ: MARA_57630(mhpB)
MGAD: MGAD_56260(mhpB)
MHEV: MHEL_04980(mhpB)
MSAR: MSAR_31340(mhpB)
MANY: MANY_24520(mhpB)
MPOF: MPOR_43470(mhpB)
MMAT: MMAGJ_01330(mhpB)
MBOK: MBOE_31240(mhpB_1) MBOE_58440(mhpB_2)
MSEI: MSEDJ_51170(mhpB)
MAB: MAB_4372
MJD: JDM601_3457(mhpB)
MHIB: MHIB_28530(mhpB)
ASD: AS9A_0167(mhpB)
CDR: CDHC03_1946(mhpB)
CII: CIMIT_11780(mhpB)
CMV: CMUST_15055(mhpB)
CAMG: CAMM_02610(mhpB)
CRF: FRC0190_02102(mhpB)
NWL: NWFMUON74_27410(mhpB)
RAV: AAT18_09070(mhpB)
RHS: A3Q41_02897(mhpB)
RRT: 4535765_04590(mhpB_2)
GRU: GCWB2_12150(mhpB)
GOM: D7316_02168(mhpB)
SCB: SCAB_2101(mhpB)
STRF: ASR50_31440(mhpB)
STSI: A4E84_36440(mhpB)
SGM: GCM10017557_70860(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)
PAUT: Pdca_66950(mhpB)
AFS: AFR_23715(mhpB)
PSUU: Psuf_010520(mhpB_1) Psuf_074260(mhpB_2)
 » show all
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)
DOI:10.1042/bj0970643
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)
DOI:10.1128/JB.180.11.2915-2923.1998
  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

DBGET integrated database retrieval system