KEGG   ENZYME: 1.14.12.19Help
Entry
EC 1.14.12.19               Enzyme                                 

Name
3-phenylpropanoate dioxygenase;
HcaA1A2CD;
Hca dioxygenase;
3-phenylpropionate dioxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor
BRITE hierarchy
Sysname
3-phenylpropanoate,NADH:oxygen oxidoreductase (2,3-hydroxylating)
Reaction(IUBMB)
(1) 3-phenylpropanoate + NADH + H+ + O2 = 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD+ [RN:R06782];
(2) (2E)-3-phenylprop-2-enoate + NADH + H+ + O2 = (2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate + NAD+
Reaction(KEGG)
R06782;
(other) R06783
Show
Substrate
3-phenylpropanoate;
NADH [CPD:C00004];
H+ [CPD:C00080];
O2 [CPD:C00007];
(2E)-3-phenylprop-2-enoate [CPD:C00423]
Product
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate [CPD:C11588];
NAD+ [CPD:C00003];
(2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate [CPD:C12623]
Comment
This enzyme catalyses a step in the pathway of phenylpropanoid compounds degradation. It catalyses the insertion of both atoms of molecular oxygen into positions 2 and 3 of the phenyl ring of 3-phenylpropanoate or (2E)-3-phenylprop-2-enoate.
History
EC 1.14.12.19 created 2005, modified 2011
Pathway
ec00360  Phenylalanine metabolism
ec01120  Microbial metabolism in diverse environments
Orthology
K05708  3-phenylpropionate/trans-cinnamate dioxygenase subunit alpha
K05709  3-phenylpropionate/trans-cinnamate dioxygenase subunit beta
Genes
ECO: b2538(hcaE) b2539(hcaF)
ECJ: JW2522(hcaE) JW2523(hcaF)
ECD: ECDH10B_2705(hcaE) ECDH10B_2706(hcaF)
EBW: BWG_2302(hcaE) BWG_2303(hcaF)
ECOK: ECMDS42_2082(hcaE) ECMDS42_2083(hcaF)
ECE: Z3809(hcaA1) Z3810(hcaA2)
ECS: ECs3404 ECs3405
ECF: ECH74115_3771(hcaF)
ETW: ECSP_3482(hcaE) ECSP_3483(hcaF)
ELX: CDCO157_3171 CDCO157_3172
EOJ: ECO26_3585(hcaE) ECO26_3586(hcaF)
EOI: ECO111_3262(hcaE) ECO111_3263(hcaF)
EOH: ECO103_3055(hcaE)
ECOO: ECRM13514_3370(hcaA1) ECRM13514_3371(hcaA2)
ECOH: ECRM13516_3226(hcaA1) ECRM13516_3227(hcaA2)
EOK: G2583_3068(hcaE) G2583_3069(hcaF)
ECW: EcE24377A_2824(hcaF)
ECX: EcHS_A2690(hcaE) EcHS_A2691(hcaF)
ECM: EcSMS35_2691(hcaE) EcSMS35_2692(hcaF)
ECR: ECIAI1_2590(hcaE) ECIAI1_2591(hcaF)
ECK: EC55989_2824(hcaE) EC55989_2825(hcaF)
ECT: ECIAI39_2739(hcaE) ECIAI39_2740(hcaF)
EOC: CE10_2970(hcaE) CE10_2971(hcaF)
EUM: ECUMN_2858(hcaE) ECUMN_2859(hcaF)
ELO: EC042_2742(hcaE) EC042_2743(hcaF)
EBR: ECB_02430(hcaE) ECB_02431(hcaF)
EKF: KO11_10125(hcaF) KO11_10130(hcaE)
ELW: ECW_m2764(hcaE) ECW_m2765(hcaF)
ELL: WFL_13535(hcaE) WFL_13540(hcaF)
ELP: P12B_c2638(hcaA) P12B_c2639(hcaF)
EBL: ECD_02430(hcaE) ECD_02431(hcaF)
EBE: B21_02394(hcaE) B21_02395(hcaF)
SFL: SF2585(hcaA1) SF2586(hcaA2)
SFX: S2757(hcaA1) S2758(hcaA2)
SFV: SFV_2586(hcaA1) SFV_2587(hcaA2)
SFE: SFxv_2841(hcaE) SFxv_2842(hcaF)
SFT: NCTC1_02841(hcaA1) NCTC1_02842(hcaA2)
SSN: SSON_2620(hcaA1) SSON_2621(hcaA2)
SBO: SBO_2562(hcaA1) SBO_2563(hcaA2)
PLU: plu2204(hcaE) plu2205(hcaF)
PAY: PAU_02356(hcaF) PAU_02357(hcaE)
LRI: NCTC12151_03202(hcaF) NCTC12151_03203(hcaE_1) NCTC12151_03204(hcaE_2)
ASJ: AsACE_CH00358(hcaE) AsACE_CH00359(hcaF)
BCEN: DM39_1983
NAR: Saro_3840
SPHP: LH20_03925
SWI: Swit_0890
SPHD: HY78_22240
AAY: WYH_01869(hcaE)
MVA: Mvan_4415
MAB: MAB_4370c
CDR: CDHC03_1952(hcaE)
CMV: CMUST_15080(hcaE)
NFR: ERS450000_00303(hcaE_2)
REQ: REQ_35060
GOR: KTR9_1265
SCB: SCAB_2191(hcaE)
SMAL: SMALA_8449
TRO: trd_A0341
SAI: Saci_2059
SID: M164_0864
SII: LD85_0977
SIH: SiH_0732
 » show all
Taxonomy
Reference
1  [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:b2538 b2539]
Reference
2  [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)
Other DBs
ExplorEnz - The Enzyme Database: 1.14.12.19
IUBMB Enzyme Nomenclature: 1.14.12.19
ExPASy - ENZYME nomenclature database: 1.14.12.19
UM-BBD (Biocatalysis/Biodegradation Database): 1.14.12.19
BRENDA, the Enzyme Database: 1.14.12.19

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