KEGG   ENZYME: 1.14.12.19
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
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
Substrate
3-phenylpropanoate [CPD:C05629];
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
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K05708  3-phenylpropionate/trans-cinnamate dioxygenase subunit alpha
K05709  3-phenylpropionate/trans-cinnamate dioxygenase subunit beta
Genes
ECOb2538(hcaE) b2539(hcaF)
ECJJW2522(hcaE) JW2523(hcaF)
ECDECDH10B_2705(hcaE) ECDH10B_2706(hcaF)
EBWBWG_2302(hcaE) BWG_2303(hcaF)
ECOKECMDS42_2082(hcaE) ECMDS42_2083(hcaF)
ECEZ3809(hcaA1) Z3810(hcaA2)
ECSECs_3404(hcaE) ECs_3405(hcaF)
ECFECH74115_3771(hcaF)
ETWECSP_3482(hcaE) ECSP_3483(hcaF)
ELXCDCO157_3171 CDCO157_3172
EOIECO111_3262(hcaE) ECO111_3263(hcaF)
EOJECO26_3585(hcaE) ECO26_3586(hcaF)
EOHECO103_3055(hcaE)
ECOOECRM13514_3370(hcaA1) ECRM13514_3371(hcaA2)
ECOHECRM13516_3226(hcaA1) ECRM13516_3227(hcaA2)
ESLO3K_06720 O3K_06725
ESOO3O_18925 O3O_18930
ESMO3M_06765 O3M_06770
ECKEC55989_2824(hcaE) EC55989_2825(hcaF)
EOKG2583_3068(hcaE) G2583_3069(hcaF)
ELRECO55CA74_15185 ECO55CA74_15190
ELHETEC_2695 ETEC_2696
ECWEcE24377A_2824(hcaF)
EUNUMNK88_3191 UMNK88_3192
ECOAAPECO78_16420 APECO78_16425
ECXEcHS_A2690(hcaE) EcHS_A2691(hcaF)
ECMEcSMS35_2691(hcaE) EcSMS35_2692(hcaF)
ECYECSE_2825 ECSE_2826
ECRECIAI1_2590(hcaE) ECIAI1_2591(hcaF)
EUMECUMN_2858(hcaE) ECUMN_2859(hcaF)
ECTECIAI39_2739(hcaE) ECIAI39_2740(hcaF)
EOCCE10_2970(hcaE) CE10_2971(hcaF)
EBRECB_02430(hcaE) ECB_02431(hcaF)
EBLECD_02430(hcaE) ECD_02431(hcaF)
EBEB21_02394(hcaE) B21_02395(hcaF)
EBDECBD_1145 ECBD_1146
ELOEC042_2742(hcaE) EC042_2743(hcaF)
ECLEcolC_1138 EcolC_1139
EKOEKO11_1194 EKO11_1195
EKFKO11_10125(hcaF) KO11_10130(hcaE)
EDHEcDH1_1129 EcDH1_1130
EDJECDH1ME8569_2465(hcaE) ECDH1ME8569_2466(hcaF)
ELWECW_m2764(hcaE) ECW_m2765(hcaF)
ELLWFL_13535(hcaE) WFL_13540(hcaF)
ELPP12B_c2638(hcaA) P12B_c2639(hcaF)
ECOLLY180_13020 LY180_13025
ESZFEM44_02680 FEM44_02685
SFLSF2585(hcaA1) SF2586(hcaA2)
SFXS2757(hcaA1) S2758(hcaA2)
SFVSFV_2586(hcaA1) SFV_2587(hcaA2)
SFESFxv_2841(hcaE) SFxv_2842(hcaF)
SFNSFy_3672 SFy_3673
SFSSFyv_3749 SFyv_3750
SFTNCTC1_02841(hcaA1) NCTC1_02842(hcaA2)
SSNSSON_2620(hcaA1) SSON_2621(hcaA2)
SBOSBO_2562(hcaA1) SBO_2563(hcaA2)
SHQA0259_16415 A0259_16420
KPVKPNIH29_19720 KPNIH29_19725
REEelectrica_01232(hcaF) electrica_01233(hcaE)
CFDCFNIH1_24125 CFNIH1_24130
CWECO701_05135 CO701_05140
CYOCD187_06590 CD187_06595
CPOTFOB25_17735 FOB25_17740
CFQC2U38_18460 C2U38_18465
CIFAL515_17210 AL515_17215
CIEAN232_10850 AN232_10855
CPARCUC49_13135 CUC49_13140
CITZE4Z61_23090 E4Z61_23095
CARSE1B03_19710 E1B03_19715
KGOCEW81_06275
KASKATP_11300(hcaF) KATP_11310(hcaE)
PSGCG163CM_01200(hcaF) G163CM_01210(hcaE)
EBFD782_1130 D782_1131
SFWWN53_15140 WN53_15145
SFGAV650_10680 AV650_10685
PLUplu2204(hcaE) plu2205(hcaF)
PLUMA4R40_11050 A4R40_11055
PAYPAU_02356(hcaF) PAU_02357(hcaE)
PTTVY86_20035 VY86_20040
PAKHB0X70_11365 B0X70_11370
PLUICE143_11280 CE143_11285
LRINCTC12151_03202(hcaF) NCTC12151_03204(hcaE_2)
VNAPN96_06440 PN96_06445
VEJVEJY3_06605 VEJY3_06610
VFUvfu_A01965 vfu_A01966
ALCOTEC02_08840 OTEC02_08845
AEIAOY20_01945 AOY20_01950
ASJAsACE_CH00358(hcaE) AsACE_CH00359(hcaF)
ADVDJ533_16925 DJ533_16930
ARJDOM24_01605 DOM24_01610
AWUBEN71_02735 BEN71_02740
ACUMC9E88_006035 C9E88_006040
ALWFOB21_11740 FOB21_11745
ATNFM020_13950 FM020_13955
ACHICDG60_02990 CDG60_02995
ALJG8D99_13375 G8D99_13380
AWGGFH30_01735 GFH30_01740
ASHAG8E00_02275 G8E00_02280
ATGJ4G44_04415 J4G44_04420
AVBRYU24_27080(hcaF) RYU24_27090(hcaE)
ABOUACBO_27680(hcaF) ACBO_27690(hcaE)
ACIUA3K93_01290 A3K93_01295
GBIPG2T_14655
AQLBXU06_16230 BXU06_16235
BDFWI26_30250 WI26_30255
BANNJFN94_18365 JFN94_26755 JFN94_26760
BPLAbpln_1g12620
PACPFAZ97_23015 FAZ97_23020
PACSFAZ98_04255
BOJCBF45_10090 CBF45_10095
PUDG9Q38_05785
AFAUZ73_04210 UZ73_04215
AFQAFA_13915 AFA_13920
AAQUD3M96_14775 D3M96_14780
AAMMFE795_12870 FE795_12875
KGYEHF36_10490 EHF36_10495
DIHG7047_02060 G7047_02065
MBDMEBOL_002187
CFUSCYFUS_004269
NTDEGO55_14435
SWISwit_0890
SPHDHY78_22240
MSAMycsm_01912 Mycsm_01988
MHOLK3U96_21685
MVAMvan_4415
MFTXA26_16860
MMATMMAGJ_45330(hcaE_2)
MABMAB_4370c
CDRCDHC03_1952(hcaE)
CAZCARG_03210 CARG_03270
CIICIMIT_11730
CMVCMUST_15080(hcaE)
CRFFRC0190_02109
CLIZG7Y31_11590 G7Y31_11615
COKCOCCU_04465(hcaE)
NFRERS450000_00303(hcaE_2)
NNONONO_c29020
RAVAAT18_09365
RRZCS378_24180
RHQIM25_24455
REQREQ_35060
GORKTR9_1265
SCBSCAB_2191(hcaE)
SSOII1A49_45980
STSIA4E84_36430
SPHVF9278_45595
YIALO772_04910
MIOAOA12_18550
ASUNKG104_01745
NAEBHE16_09185
RAINRai3103_07630
AGRAAGRA3207_003639
FRIFraEuI1c_4097
SULEGFS03_05135
MJNMjAS7_2151
 » show all
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)
DOI:10.1128/JB.180.11.2915-2923.1998
  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)
DOI:10.1128/JB.155.1.113-121.1983
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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