KEGG ENZYME: 1.14.12.19

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

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)

ECOC:

C3026_14060 C3026_14065

ECE:	Z3809(hcaA1) Z3810(hcaA2)

ECS:	ECs_3404(hcaE) ECs_3405(hcaF)

ECF:	ECH74115_3771(hcaF)

ETW:	ECSP_3482(hcaE) ECSP_3483(hcaF)

ELX:	CDCO157_3171 CDCO157_3172

EOI:	ECO111_3262(hcaE) ECO111_3263(hcaF)

EOJ:	ECO26_3585(hcaE) ECO26_3586(hcaF)

EOH:	ECO103_3055(hcaE)

ECOO:

ECRM13514_3370(hcaA1) ECRM13514_3371(hcaA2)

ECOH:

ECRM13516_3226(hcaA1) ECRM13516_3227(hcaA2)

ESL:	O3K_06720 O3K_06725

ESO:	O3O_18925 O3O_18930

ESM:	O3M_06765 O3M_06770

ECK:	EC55989_2824(hcaE) EC55989_2825(hcaF)

EOK:	G2583_3068(hcaE) G2583_3069(hcaF)

ELR:	ECO55CA74_15185 ECO55CA74_15190

ELH:	ETEC_2695 ETEC_2696

ECW:	EcE24377A_2824(hcaF)

EUN:	UMNK88_3191 UMNK88_3192

ECOA:

APECO78_16420 APECO78_16425

ECX:	EcHS_A2690(hcaE) EcHS_A2691(hcaF)

ECM:	EcSMS35_2691(hcaE) EcSMS35_2692(hcaF)

ECY:	ECSE_2825 ECSE_2826

ECR:	ECIAI1_2590(hcaE) ECIAI1_2591(hcaF)

EUM:	ECUMN_2858(hcaE) ECUMN_2859(hcaF)

ECT:	ECIAI39_2739(hcaE) ECIAI39_2740(hcaF)

EOC:	CE10_2970(hcaE) CE10_2971(hcaF)

EBR:	ECB_02430(hcaE) ECB_02431(hcaF)

ECOB:

C3029_16780 C3029_16785

EBL:	ECD_02430(hcaE) ECD_02431(hcaF)

EBE:	B21_02394(hcaE) B21_02395(hcaF)

EBD:	ECBD_1145 ECBD_1146

ELO:	EC042_2742(hcaE) EC042_2743(hcaF)

ECL:	EcolC_1138 EcolC_1139

EKO:	EKO11_1194 EKO11_1195

EKF:	KO11_10125(hcaF) KO11_10130(hcaE)

EDH:	EcDH1_1129 EcDH1_1130

EDJ:	ECDH1ME8569_2465(hcaE) ECDH1ME8569_2466(hcaF)

ELW:	ECW_m2764(hcaE) ECW_m2765(hcaF)

ELL:	WFL_13535(hcaE) WFL_13540(hcaF)

ELP:	P12B_c2638(hcaA) P12B_c2639(hcaF)

ECOL:

LY180_13020 LY180_13025

ESZ:	FEM44_02680 FEM44_02685

SFL:	SF2585(hcaA1) SF2586(hcaA2)

SFX:	S2757(hcaA1) S2758(hcaA2)

SFV:	SFV_2586(hcaA1) SFV_2587(hcaA2)

SFE:	SFxv_2841(hcaE) SFxv_2842(hcaF)

SFN:	SFy_3672 SFy_3673

SFS:	SFyv_3749 SFyv_3750

SFT:	NCTC1_02841(hcaA1) NCTC1_02842(hcaA2)

SSN:	SSON_2620(hcaA1) SSON_2621(hcaA2)

SBO:	SBO_2562(hcaA1) SBO_2563(hcaA2)

SHQ:	A0259_16415 A0259_16420

KPV:	KPNIH29_19720 KPNIH29_19725

REE:	electrica_01232(hcaF) electrica_01233(hcaE)

CFD:	CFNIH1_24125 CFNIH1_24130

CWE:	CO701_05135 CO701_05140

CYO:	CD187_06590 CD187_06595

CPOT:

FOB25_17735 FOB25_17740

CFQ:	C2U38_18460 C2U38_18465

CIF:	AL515_17210 AL515_17215

CIE:	AN232_10850 AN232_10855

CPAR:

CUC49_13135 CUC49_13140

CITZ:

E4Z61_23090 E4Z61_23095

CARS:

E1B03_19710 E1B03_19715

CIX:	M4I31_06400 M4I31_06405

CIB:	HF677_006320 HF677_006325

KGO:	CEW81_06275

KAS:	KATP_11300(hcaF) KATP_11310(hcaE)

KLU:	K7B04_23360 K7B04_23365

KCY:	RIN60_06205 RIN60_06210

PSGC:

G163CM_01200(hcaF) G163CM_01210(hcaE)

EBF:	D782_1130 D782_1131

SFW:	WN53_15140 WN53_15145

SFG:	AV650_10680 AV650_10685

PLU:	plu2204(hcaE) plu2205(hcaF)

PLUM:

A4R40_11050 A4R40_11055

PAY:	PAU_02356(hcaF) PAU_02357(hcaE)

PTT:	VY86_20035 VY86_20040

PAKH:

B0X70_11365 B0X70_11370

PLUI:

CE143_11280 CE143_11285

LRI:	NCTC12151_03202(hcaF) NCTC12151_03204(hcaE_2)

VNA:	PN96_06440 PN96_06445

VEJ:	VEJY3_06605 VEJY3_06610

VFU:	vfu_A01965 vfu_A01966

PKM:	PZ739_18205 PZ739_18210

ALC:	OTEC02_08840 OTEC02_08845

AEI:	AOY20_01945 AOY20_01950

ASJ:	AsACE_CH00358(hcaE) AsACE_CH00359(hcaF)

ADV:	DJ533_16925 DJ533_16930

ARJ:	DOM24_01605 DOM24_01610

AWU:	BEN71_02735 BEN71_02740

ACUM:

C9E88_006035 C9E88_006040

ALW:	FOB21_11740 FOB21_11745

ATN:	FM020_13950 FM020_13955

ACHI:

CDG60_02990 CDG60_02995

ALJ:	G8D99_13375 G8D99_13380

AWG:	GFH30_01735 GFH30_01740

ASHA:

G8E00_02275 G8E00_02280

ATG:	J4G44_04415 J4G44_04420

AVB:	RYU24_27080(hcaF) RYU24_27090(hcaE)

ABOU:

ACBO_27680(hcaF) ACBO_27690(hcaE)

ACIU:

A3K93_01290 A3K93_01295

APOT:

MZO21_10815 MZO21_10820

ATZ:	M5E07_14160 M5E07_14165

ACIE:

KIP84_08210 KIP84_08215

GBI:	PG2T_14655

AQL:	BXU06_16230 BXU06_16235

BDF:	WI26_30250 WI26_30255

BANN:

JFN94_18365 JFN94_26755 JFN94_26760

BPLA:

bpln_1g12620

PACP:

FAZ97_23015 FAZ97_23020

PPAI:

E1956_24355 E1956_24360

BOJ:	CBF45_10090 CBF45_10095

PUD:	G9Q38_05785

AALN:

Q3V95_01615 Q3V95_01620

AFA:	UZ73_04210 UZ73_04215

AFQ:	AFA_13915 AFA_13920

AAQU:

D3M96_14775 D3M96_14780

AAMM:

FE795_12870 FE795_12875

KGY:	EHF36_10490 EHF36_10495

DIH:	G7047_02060 G7047_02065

AMYL:

QBD29_07695 QBD29_07700

NHUM:

PQ457_20575 PQ457_20580

SWI:

Swit_0890

SPHD:

HY78_22240

NTD:	EGO55_14435

MYX:	QEG98_21635 QEG98_21640

MBD:	MEBOL_002187

CFUS:

CYFUS_004269

MSA:	Mycsm_01912 Mycsm_01988

MVA:

Mvan_4415

MFT:	XA26_16860

MMAT:

MMAGJ_45330(hcaE_2)

MHOL:

K3U96_21685

MAB:

MAB_4370c

CDR:	CDHC03_1952(hcaE)

CAZ:	CARG_03210 CARG_03270

CII:	CIMIT_11730

CMV:	CMUST_15080(hcaE)

CRF:	FRC0190_02109

CLIZ:

G7Y31_11590 G7Y31_11615

COK:	COCCU_04465(hcaE)

CPSL:

KBP54_00405 KBP54_01750

CHIN:

J5O04_05660 J5O04_05700

CFG:	CFREI_11795(hcaE)

CCAW:

CCANI_11855(hcaE1) CCANI_11895(hcaE2)

CFEU:

CFELI_14015(hcaE1) CFELI_14055(hcaE2)

NFR:	ERS450000_00303(hcaE_2)

NNO:	NONO_c29020

RAV:	AAT18_09365

RRZ:	CS378_24180

RHQ:	IM25_24455

REQ:

REQ_35060

PDEF:

P9209_11035

GOR:

KTR9_1265

GMG:	NWF22_17580

SGRF:

SGFS_032110

SCB:	SCAB_2191(hcaE)

SSOI:

I1A49_45980

STSI:

A4E84_36430

SPHV:

F9278_45595

SAKB:

K1J60_43900

YIA:	LO772_04910

MIO:	AOA12_18550

ASUN:

KG104_01745

NAE:	BHE16_09185

RAIN:

Rai3103_07630

AGRA:

AGRA3207_003639

FRI:	FraEuI1c_4097

ARHD:

VSH64_21265 VSH64_21270 VSH64_25915

DROS:

Drose_16710

SULE:

GFS03_05135

MJN:	MjAS7_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

DBGET integrated database retrieval system