KEGG   ENZYME: 1.14.14.9Help
Entry
EC 1.14.14.9                Enzyme                                 

Name
4-hydroxyphenylacetate 3-monooxygenase;
p-hydroxyphenylacetate 3-hydroxylase;
4-hydroxyphenylacetic acid-3-hydroxylase;
p-hydroxyphenylacetate hydroxylase (FAD);
4 HPA 3-hydroxylase;
p-hydroxyphenylacetate 3-hydroxylase (FAD);
HpaB
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
4-hydroxyphenylacetate,FADH2:oxygen oxidoreductase (3-hydroxylating)
Reaction(IUBMB)
4-hydroxyphenylacetate + FADH2 + O2 = 3,4-dihydroxyphenylacetate + FAD + H2O
Reaction(KEGG)
(other) R02698 R03299
Show
Substrate
4-hydroxyphenylacetate [CPD:C00642];
FADH2 [CPD:C01352];
O2 [CPD:C00007]
Product
3,4-dihydroxyphenylacetate [CPD:C01161];
FAD [CPD:C00016];
H2O [CPD:C00001]
Comment
The enzyme from Escherichia coli attacks a broad spectrum of phenolic compounds. The enzyme uses FADH2 as a substrate rather than a cofactor [4]. FADH2 is provided by EC 1.5.1.36, flavin reductase (NADH) [5,6].
History
EC 1.14.14.9 created 1972 as EC 1.14.13.3, transferred 2011 to EC 1.14.14.9
Pathway
ec00350  Tyrosine metabolism
ec01120  Microbial metabolism in diverse environments
Orthology
K00483  4-hydroxyphenylacetate 3-monooxygenase
K16901  anthranilate 3-monooxygenase (FAD) / 4-hydroxyphenylacetate 3-monooxygenase
Genes
EOJ: ECO26_5549(hpaB)
EOI: ECO111_5206(hpaB)
EOH: ECO103_5128(hpaB)
ECOO: ECRM13514_5600
ECOH: ECRM13516_5313
ECX: EcHS_A4576(hpaB)
ECY: ECSE_4621
ECR: ECIAI1_4567(hpaB)
EUM: ECUMN_4966(hpaB)
ECL: EcolC_3710
EBR: ECB_04222(hpaB)
EBD: ECBD_3674
EKF: KO11_23365(hpaB)
ELW: ECW_m4705(hpaB)
ELL: WFL_22920(hpaB)
EBL: ECD_04222(hpaB)
EBE: B21_04188(hpaB)
EFE: EFER_3070(hpaB)
STY: STY1131(hpaB)
STT: t1820(hpaB)
STM: STM1099(hpaB)
SEO: STM14_1247(hpaB)
SEY: SL1344_1038(hpaB)
SEJ: STMUK_1068(hpaB)
SEB: STM474_1091(hpaB)
SEF: UMN798_1140(hpaB)
SENR: STMDT2_10351(hpaB)
SEND: DT104_10811(hpaB)
SENI: CY43_05615
SPT: SPA1751(hpaB)
SEK: SSPA1627
SEI: SPC_2651(hpaB)
SEC: SCH_1049(hpaB)
SEH: SeHA_C1209(hpaB)
SHB: SU5_01730
SEE: SNSL254_A1194(hpaB)
SEW: SeSA_A1163(hpaB)
SEA: SeAg_B1058(hpaB)
SENS: Q786_04910
SED: SeD_A1174(hpaB)
SEG: SG0988(hpaB)
SEL: SPUL_1958(hpaB)
SEGA: SPUCDC_1944(hpaB)
SET: SEN0963(hpaB)
SENA: AU38_04970
SENO: AU37_04960
SENV: AU39_04960
SENQ: AU40_05575
SENL: IY59_05060
SEEP: I137_08900
SENE: IA1_05410
SBG: SBG_0945(hpaB)
SBZ: A464_1038
SFT: NCTC1_04750(hpaB_1) NCTC1_04751(hpaB_2)
SSN: SSON_4489(hpaB)
SBO: SBO_4404(hpaB)
SBC: SbBS512_E4882(hpaB)
ENC: ECL_00750(hpaB)
ECLO: ENC_44640
EEC: EcWSU1_00548(hpaB)
ECLX: LI66_03020
ECLY: LI62_03490
ECLZ: LI64_02995
ECAN: CWI88_19295(hpaB)
KPN: KPN_04780(hpaB)
KPU: KP1_0734(hpaB)
KPP: A79E_4372
KPT: VK055_2659(hpaB)
KPJ: N559_4516
KPX: PMK1_02239(hpaB)
KPNU: LI86_23210
KPNK: BN49_4414(hpaB)
KVA: Kvar_4472
KOX: KOX_10015
KOE: A225_0705
EAE: EAE_10315
EAR: CCG31932
KQV: B8P98_24240(hpaB)
CBRA: A6J81_18505(hpaB)
EBT: EBL_c34040(hpaB)
RAO: DSD31_22280(hpaB)
LEI: C2U54_07965(hpaB)
LEH: C3F35_08740(hpaB)
LNI: CWR52_09245(hpaB)
EBF: D782_3927
YPE: YPO1769(hpaB)
YPK: y2539(hpaB)
YPH: YPC_2512(hpaB)
YPA: YPA_1141
YPN: YPN_2354
YPM: YP_1624(hpaB)
YPG: YpAngola_A1640(hpaB)
YPZ: YPZ3_1949(hpaB)
YPD: YPD4_1567(hpaB)
YPX: YPD8_1987(hpaB)
YPW: CH59_3398(hpaB)
YPJ: CH55_908(hpaB)
YPV: BZ15_1780(hpaB)
YPL: CH46_3354(hpaB)
YPS: YPTB1645(hpaB)
YPO: BZ17_857(hpaB)
YPI: YpsIP31758_2357(hpaB)
YPY: YPK_2453
YPB: YPTS_1769
YPQ: DJ40_578(hpaB)
YPU: BZ21_995(hpaB)
YPR: BZ20_330(hpaB)
YPC: BZ23_1273(hpaB)
YPF: BZ19_1072(hpaB)
SPE: Spro_0634
SRL: SOD_c05020(hpaB)
SPLY: Q5A_002640(hpaB)
SMAF: D781_0578
SMAR: SM39_4967(hpaB)
SMAC: SMDB11_4710(hpaB)
SERF: L085_01150
SERM: CLM71_02800(hpaB)
EPE: CI789_23845(hpaB)
PAY: PAU_00189(hpaB) PAU_00478 PAU_00910(hpaB)
XBO: XBJ1_3600
XBV: XBW1_1452(hpaB) XBW1_4467
XDO: XDD1_0415 XDD1_1013(hpaB)
PSI: S70_06520
PSX: DR96_1964(hpaB)
PRG: RB151_008030(hpaB)
PALA: CO695_00795(hpaB)
PHEI: NCTC12003_00816(hpaB)
PMU: PM1523
PMV: PMCN06_1790(hpaB)
PMP: Pmu_17900(hpaB)
PMUL: DR93_372(hpaB)
PAE: PA4091(hpaA)
PAEV: N297_4221(hpaB)
PAEI: N296_4221(hpaB)
PAU: PA14_11000(hpaA)
PAP: PSPA7_1007(hpaB)
PAG: PLES_08851(hpaA)
PAF: PAM18_0849(hpaA)
PNC: NCGM2_5292(hpaA)
PAEB: NCGM1900_0869(hpaA)
PAEP: PA1S_04375
PAEM: U769_04385
PAEL: T223_04325
PAEU: BN889_04541(hpaB)
PAEG: AI22_29240
PAEC: M802_4219(hpaB)
PAEO: M801_4087(hpaB)
PFL: PFL_3356(hpaB)
PPRC: PFLCHA0_c33860(hpaB)
PPRO: PPC_3380(hpaB)
PSEM: TO66_17310
PSOS: POS17_3333(hpaB)
SWD: Swoo_2019
CPS: CPS_2047
CZA: CYCME_2117(hpaB)
REH: H16_B0496(h16_B0496)
CNC: CNE_2c04450(hpaH) CNE_BB1p03440(tcpA)
BCN: Bcen_4663
BCJ: BCAM0734
BCEN: DM39_4430
BCEO: I35_4633
BCT: GEM_5625
BCED: DM42_4353
BCON: NL30_22200
BLAT: WK25_13940
BSEM: WJ12_23670
BPSL: WS57_10300
BMEC: WJ16_22580
PPNO: DA70_08135
PPNM: LV28_22445
PPUL: RO07_16865
PAPI: SG18_15675
HYF: DTO96_101742(hpaB)
DAC: Daci_3024
DBR: Deba_1051
MES: Meso_2465
PLA: Plav_1785
RHI: NGR_b20090(hpaB)
SFH: SFHH103_05222(hpaB)
EAD: OV14_a0070(hpaB)
SHZ: shn_16275
VGO: GJW-30_1_02620(hpaB)
AZC: AZC_4189
SNO: Snov_2630
DEQ: XM25_03690(pvcC)
HDI: HDIA_0239(npcA)
PTP: RCA23_c29330(hpaH)
SSY: SLG_11330
GXL: H845_1141
KEU: S101446_00275(hpaB)
ASZ: ASN_1362(hpaB)
BSU: BSU18620(yoaI)
BSR: I33_2090(hpaB)
BSL: A7A1_2448
BSH: BSU6051_18620(yoaI)
BSUT: BSUB_02002(yoaI)
BSUL: BSUA_02002(yoaI)
BSUS: Q433_11010
BSS: BSUW23_09940(yoaI)
BST: GYO_2242(hpaB)
BSQ: B657_18620(yoaI)
BSX: C663_1926
BAY: RBAM_002630(yoaI)
BAQ: BACAU_0205(yoaI)
BYA: BANAU_0209(yoaI)
BAMP: B938_01060
BAML: BAM5036_0217(yoaI)
BAMA: RBAU_0233(yoaI)
BAMN: BASU_0220(yoaI)
BAMB: BAPNAU_0209(yoaI)
BAMT: AJ82_01435
BAMY: V529_02230
BAO: BAMF_0207(yoaI)
BAZ: BAMTA208_01065(yoaI)
BQL: LL3_00211(yoaI)
BQY: MUS_0220(yoaI)
BAMI: KSO_018345
BAMC: U471_02150
BAMF: U722_01355
BHA: BH3836
BCX: BCA_2146
BCF: bcf_10170
BCER: BCK_24265
BTL: BALH_1835
BTHI: BTK_16895
BMYC: DJ92_4629
BCL: ABC0890
BMQ: BMQ_2417(hpaB) BMQ_3596(hpaB)
BMD: BMD_2382(hpaB) BMD_3581(hpaB)
BMH: BMWSH_2819(pvcC)
BMEG: BG04_4791(hpaB)
BJS: MY9_2034
BACP: SB24_08490
BACB: OY17_04010
BACY: QF06_08435
BACL: BS34A_20630(yoaI)
BALM: BsLM_1985
BGY: BGLY_3123
OIH: OB2872
OCN: CUC15_07490(hpaB)
GTN: GTNG_2992(hpaB) GTNG_3160
GGH: GHH_c22230(yoaI) GHH_c31080(hpaB)
ANM: GFC28_1574(hpaB) GFC28_3725(hpaB)
AAMY: GFC30_1755(hpaB)
ANL: GFC29_1708(hpaB) GFC29_54(hpaB)
LSP: Bsph_3875(pvcC)
LYZ: DCE79_11215(hpaB)
HHD: HBHAL_2383(hpaB) HBHAL_3970(yoaI)
VIL: CFK37_10560(hpaB) CFK37_10890(hpaB)
VNE: CFK40_05945(hpaB)
PMW: B2K_22570
PLV: ERIC2_c16720(hpaB)
PRI: PRIO_3489
ASOC: CB4_02002(hpaH) CB4_02465
AAC: Aaci_0339
AAD: TC41_0460(hpaB)
SIV: SSIL_0564(yoaI)
SOB: CSE16_08880(hpaB) CSE16_18810(hpaB)
LGR: LCGT_0012
LGV: LCGL_0012
LPL: lp_0070
LPJ: JDM1_0079
DSY: DSY4732
TMR: Tmar_1818
SAY: TPY_2462(hpaB)
MMC: Mmcs_2617
MKM: Mkms_2661
MJL: Mjls_2646
MVA: Mvan_3156
MVQ: MYVA_2937
CTED: CTEST_09800(nphA1)
NFR: ERS450000_01009(hpaB_1) ERS450000_02023(hpaB_2) ERS450000_05550(hpaB_3)
RER: RER_54270
RHU: A3Q40_03004(nphA1)
RRT: 4535765_04635(hpaB)
SBH: SBI_01405
SVE: SVEN_5100
SALJ: SMD11_6592(hpaB)
ARR: ARUE_c05860(hpaB)
AAU: AAur_0618
BCV: Bcav_0870
PSIM: KR76_24440
AOI: AORI_4289(hpaB)
AJA: AJAP_17445(hpaH)
PSEA: WY02_09470
PSEE: FRP1_25220
PSEH: XF36_28690
SESP: BN6_55630 BN6_58660(sam5)
ACTI: UA75_20985
ACAD: UA74_20490
RXY: Rxyl_1857
CWO: Cwoe_4365
RCA: Rcas_2414
CAU: Caur_1347
CAG: Cagg_2030
STI: Sthe_2805
DRA: DR_A0223
DGE: Dgeo_2418
DWU: DVJ83_13505(hpaB)
TRA: Trad_1888
TTH: TT_C0594
TSC: TSC_c10450(hpaB)
TAQ: TO73_1002
MRB: Mrub_1332
FPL: Ferp_0911
GAC: GACE_0594
STO: STK_07260(pheA1)
SSO: SSO2053(hpaA)
SAI: Saci_2294(hpaA)
SID: M164_0713
SII: LD85_0739
SIH: SiH_0629
SIR: SiRe_0706
SIC: SiL_0742
POG: Pogu_1357
 » show all
Taxonomy
Reference
1  [PMID:14263147]
  Authors
ADACHI K, TAKEDA Y, SENOH S, KITA H.
  Title
METABOLISM OF P-HYDROXYPHENYLACETIC ACID IN PSEUDOMONAS OVALIS.
  Journal
Biochim Biophys Acta 93:483-93 (1964)
DOI:10.1016/0304-4165(64)90332-0
Reference
2  [PMID:8458860]
  Authors
Prieto MA, Perez-Aranda A, Garcia JL
  Title
Characterization of an Escherichia coli aromatic hydroxylase with a broad substrate range.
  Journal
J Bacteriol 175:2162-7 (1993)
DOI:10.1128/JB.175.7.2162-2167.1993
Reference
3  [PMID:8077235]
  Authors
Prieto MA, Garcia JL
  Title
Molecular characterization of 4-hydroxyphenylacetate 3-hydroxylase of Escherichia coli. A two-protein component enzyme.
  Journal
J Biol Chem 269:22823-9 (1994)
  Sequence
[elw:ECW_m4705]
Reference
4  [PMID:10653707]
  Authors
Xun L, Sandvik ER
  Title
Characterization of 4-hydroxyphenylacetate 3-hydroxylase (HpaB) of Escherichia coli as a reduced flavin adenine dinucleotide-utilizing monooxygenase.
  Journal
Appl Environ Microbiol 66:481-6 (2000)
DOI:10.1128/AEM.66.2.481-486.2000
  Sequence
[elw:ECW_m4705]
Reference
5  [PMID:10633095]
  Authors
Galan B, Diaz E, Prieto MA, Garcia JL
  Title
Functional analysis of the small component of the 4-hydroxyphenylacetate 3-monooxygenase of Escherichia coli W: a prototype of a new Flavin:NAD(P)H reductase subfamily.
  Journal
J Bacteriol 182:627-36 (2000)
DOI:10.1128/JB.182.3.627-636.2000
Reference
6  [PMID:12809507]
  Authors
Louie TM, Xie XS, Xun L
  Title
Coordinated production and utilization of FADH2 by NAD(P)H-flavin oxidoreductase  and 4-hydroxyphenylacetate 3-monooxygenase.
  Journal
Biochemistry 42:7509-17 (2003)
DOI:10.1021/bi034092r
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.9
IUBMB Enzyme Nomenclature: 1.14.14.9
ExPASy - ENZYME nomenclature database: 1.14.14.9
UM-BBD (Biocatalysis/Biodegradation Database): 1.14.14.9
BRENDA, the Enzyme Database: 1.14.14.9
CAS: 37256-71-6

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