KEGG   ORTHOLOGY: K10437
Entry
K10437                      KO                                     
Symbol
PHAA, PHACA, CYP504A1
Name
phenylacetate 2-hydroxylase [EC:1.14.14.54]
Pathway
map00360  Phenylalanine metabolism
map00643  Styrene degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
Reaction
R05487  phenylacetate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (2-hydroxylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09105 Amino acid metabolism
   00360 Phenylalanine metabolism
    K10437  PHAA, PHACA, CYP504A1; phenylacetate 2-hydroxylase
  09111 Xenobiotics biodegradation and metabolism
   00643 Styrene degradation
    K10437  PHAA, PHACA, CYP504A1; phenylacetate 2-hydroxylase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K10437  PHAA, PHACA, CYP504A1; phenylacetate 2-hydroxylase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.54  phenylacetate 2-hydroxylase
     K10437  PHAA, PHACA, CYP504A1; phenylacetate 2-hydroxylase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, fungi type
  CYP504 family
   K10437  PHAA, PHACA, CYP504A1; phenylacetate 2-hydroxylase
Other DBs
COG: COG2124
GO: 0018631
Genes
DHA: DEHA2D03168g
PIC: PICST_49761
PGU: PGUG_01534
SPAA: SPAPADRAFT_48604
LBG: 92210444(LODBEIA_P52480)
CAL: CAALFM_C404360WA(CaO19.1411)
CTP: CTRG_03930
COT: CORT_0E04490
CDU: CD36_44030
CTEN: 18248577(PSN45_002862)
CLU: CLUG_05046
CLUS: A9F13_03g01892
CAUR: CJI96_0001268
PPA: PAS_chr3_0864
BNN: FOA43_001054
BBRX: BRETT_003642
OPA: HPODL_00882 HPODL_02307
YLI: 2907724(YALI2_F00069g)
SLB: AWJ20_2948
MGR: MGG_04684
PPEI: PpBr36_05425
PGRI: PgNI_02910
FGR: FGSG_03741
FPU: FPSE_08438
FPOA: FPOAC1_006144
FVN: FVRRES_06746
FVR: FVEG_08703
FOX: FOXG_09779
NHE: NECHADRAFT_102133 NECHADRAFT_54339
FFC: NCS54_00875600 NCS54_01417700
FKR: NCS57_01399500 NCS57_01448200
FMU: J7337_012635
TRE: TRIREDRAFT_4726
TATV: 25775318(TrAtP1_010530)
TASP: 36610468(TrAFT101_010726)
MAW: 19252919(J3458_021142) 90964224(J3458_021220)
MAJ: MAA_10366
MBRN: 26243772(phacA_1) 26245841(phacA_0)
PCHM: VFPPC_06705
CMT: CCM_02553
AMUS: LMH87_008733
PLJ: 28892470(PLICBS_000012) 28893318(PLICBS_006516)
PTKZ: JDV02_003477 JDV02_008082
CFJ: CFIO01_05930
CDET: 87938768(CDEST_02265) 87945686(CDEST_09183)
SAPO: SAPIO_CDS6228 SAPIO_CDS6571
ELA: UCREL1_9178
PFY: PFICI_13076 PFICI_15387
SSL: SS1G_06874
BFU: BCIN_11g01060
MBE: MBM_06099
PSCO: LY89DRAFT_640579 LY89DRAFT_698231
GLZ: GLAREA_00187 GLAREA_06077
ANI: ANIA_08078
AFM: AFUA_5G01710
ACT: ACLA_003600
NFI: NFIA_040380
AOR: AO090003001361
ANG: An12g04210 An16g01030
AFV: AFLA_000316
ALUC: AKAW2_60307S AKAW2_60829S AKAW2_70076A
APUU: APUU_21170S APUU_41450A APUU_41480A
PCS: N7525_005978 N7525_007972
PDP: PDIP_47610
POU: POX_a00016
TMF: EYB26_004635 EYB26_004836 EYB26_006692
TRG: TRUGW13939_03396 TRUGW13939_07699 TRUGW13939_10129
CIM: CIMG_07017
CPW: 9695680(D8B26_006690)
URE: UREG_05848
ABE: ARB_03198
TVE: TRV_03913
PBL: PAAG_08664
PBN: PADG_07269
BGH: BDBG_00176
PNO: SNOG_06873 SNOG_07254
PTE: PTT_06566 PTT_19143
PTRR: 6339652(PtrM4_008000) 6340299(PtrM4_012430)
BZE: COCCADRAFT_96181 COCCADRAFT_97535
BSC: COCSADRAFT_148288 COCSADRAFT_148767
BOR: COCMIDRAFT_40411 COCMIDRAFT_4778 COCMIDRAFT_7585
AALT: CC77DRAFT_1030168 CC77DRAFT_779096
ADAC: 96090041(ACET3X_009719) 96090178(ACET3X_009856)
ARAB: EKO05_0001612
ZTR: MYCGRDRAFT_32609(CYP-22) MYCGRDRAFT_83782(CYP-33)
PFJ: MYCFIDRAFT_185117 MYCFIDRAFT_201503
FFU: CLAFUR5_00972 CLAFUR5_01627
CBET: CB0940_00379 CB0940_00725
BCOM: BAUCODRAFT_188720
NPA: UCRNP2_1360 UCRNP2_5654
TASA: A1Q1_06336
CCAC: CcaHIS019_0108630(CcaverHIS019_0108630)
SLA: SERLADRAFT_414563
UMA: UMAG_01424
PFP: PFL1_00039
SGRA: EX895_001904
AG: AAF00011(pahA)
 » show all
Reference
PMID:10329644
  Authors
Mingot JM, Penalva MA, Fernandez-Canon JM
  Title
Disruption of phacA, an Aspergillus nidulans gene encoding a novel cytochrome P450 monooxygenase catalyzing phenylacetate 2-hydroxylation, results in penicillin overproduction.
  Journal
J Biol Chem 274:14545-50 (1999)
DOI:10.1074/jbc.274.21.14545
  Sequence
[ani:ANIA_08078]
Reference
PMID:11544206
  Authors
Rodriguez-Saiz M, Barredo JL, Moreno MA, Fernandez-Canon JM, Penalva MA, Diez B.
  Title
Reduced function of a phenylacetate-oxidizing cytochrome p450 caused strong genetic improvement in early phylogeny of penicillin-producing strains.
  Journal
J Bacteriol 183:5465-71 (2001)
DOI:10.1128/JB.183.19.5465-5471.2001
  Sequence
[ag:AAF00011]
LinkDB

KEGG   ENZYME: 1.14.14.54
Entry
EC 1.14.14.54               Enzyme                                 
Name
phenylacetate 2-hydroxylase;
CYP504;
phaA (gene name)
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
Sysname
phenylacetate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (2-hydroxylating)
Reaction(IUBMB)
phenylacetate + [reduced NADPH---hemoprotein reductase] + O2 = (2-hydroxyphenyl)acetate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R05487]
Reaction(KEGG)
R05487
Substrate
phenylacetate [CPD:C07086];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
2-hydroxyphenylacetate [CPD:C05852];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
This cytochrome P-450 (heme-thiolate) enzyme, found in Aspergillus nidulans, is involved in the degradation of phenylacetate.
History
EC 1.14.14.54 created 2017
Pathway
ec00360  Phenylalanine metabolism
ec00643  Styrene degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K10437  phenylacetate 2-hydroxylase
Genes
DHA: DEHA2D03168g
PIC: PICST_49761
PGU: PGUG_01534
SPAA: SPAPADRAFT_48604
LBG: 92210444(LODBEIA_P52480)
CAL: CAALFM_C404360WA(CaO19.1411)
CTP: CTRG_03930
COT: CORT_0E04490
CDU: CD36_44030
CTEN: 18248577(PSN45_002862)
CLU: CLUG_05046
CLUS: A9F13_03g01892
CAUR: CJI96_0001268
PPA: PAS_chr3_0864
BNN: FOA43_001054
BBRX: BRETT_003642
OPA: HPODL_00882 HPODL_02307
YLI: 2907724(YALI2_F00069g)
SLB: AWJ20_2948
MGR: MGG_04684
PPEI: PpBr36_05425
PGRI: PgNI_02910
FGR: FGSG_03741
FPU: FPSE_08438
FPOA: FPOAC1_006144
FVN: FVRRES_06746
FVR: FVEG_08703
FOX: FOXG_09779
NHE: NECHADRAFT_102133 NECHADRAFT_54339
FFC: NCS54_00875600 NCS54_01417700
FKR: NCS57_01399500 NCS57_01448200
FMU: J7337_012635
TRE: TRIREDRAFT_4726
TATV: 25775318(TrAtP1_010530)
TASP: 36610468(TrAFT101_010726)
MAW: 19252919(J3458_021142) 90964224(J3458_021220)
MAJ: MAA_10366
MBRN: 26243772(phacA_1) 26245841(phacA_0)
PCHM: VFPPC_06705
CMT: CCM_02553
AMUS: LMH87_008733
PLJ: 28892470(PLICBS_000012) 28893318(PLICBS_006516)
PTKZ: JDV02_003477 JDV02_008082
CFJ: CFIO01_05930
CDET: 87938768(CDEST_02265) 87945686(CDEST_09183)
SAPO: SAPIO_CDS6228 SAPIO_CDS6571
ELA: UCREL1_9178
PFY: PFICI_13076 PFICI_15387
SSL: SS1G_06874
BFU: BCIN_11g01060
MBE: MBM_06099
PSCO: LY89DRAFT_640579 LY89DRAFT_698231
GLZ: GLAREA_00187 GLAREA_06077
ANI: ANIA_08078
AFM: AFUA_5G01710
ACT: ACLA_003600
NFI: NFIA_040380
AOR: AO090003001361
ANG: An12g04210 An16g01030
AFV: AFLA_000316
ALUC: AKAW2_60307S AKAW2_60829S AKAW2_70076A
APUU: APUU_21170S APUU_41450A APUU_41480A
PCS: N7525_005978 N7525_007972
PDP: PDIP_47610
POU: POX_a00016
TMF: EYB26_004635 EYB26_004836 EYB26_006692
TRG: TRUGW13939_03396 TRUGW13939_07699 TRUGW13939_10129
CIM: CIMG_07017
CPW: 9695680(D8B26_006690)
URE: UREG_05848
ABE: ARB_03198
TVE: TRV_03913
PBL: PAAG_08664
PBN: PADG_07269
BGH: BDBG_00176
PNO: SNOG_06873 SNOG_07254
PTE: PTT_06566 PTT_19143
PTRR: 6339652(PtrM4_008000) 6340299(PtrM4_012430)
BZE: COCCADRAFT_96181 COCCADRAFT_97535
BSC: COCSADRAFT_148288 COCSADRAFT_148767
BOR: COCMIDRAFT_40411 COCMIDRAFT_4778 COCMIDRAFT_7585
AALT: CC77DRAFT_1030168 CC77DRAFT_779096
ADAC: 96090041(ACET3X_009719) 96090178(ACET3X_009856)
ARAB: EKO05_0001612
ZTR: MYCGRDRAFT_32609(CYP-22) MYCGRDRAFT_83782(CYP-33)
PFJ: MYCFIDRAFT_185117 MYCFIDRAFT_201503
FFU: CLAFUR5_00972 CLAFUR5_01627
CBET: CB0940_00379 CB0940_00725
BCOM: BAUCODRAFT_188720
NPA: UCRNP2_1360 UCRNP2_5654
TASA: A1Q1_06336
CCAC: CcaHIS019_0108630(CcaverHIS019_0108630)
SLA: SERLADRAFT_414563
UMA: UMAG_01424
PFP: PFL1_00039
SGRA: EX895_001904
 » show all
Reference
1  [PMID:10329644]
  Authors
Mingot JM, Penalva MA, Fernandez-Canon JM
  Title
Disruption of phacA, an Aspergillus nidulans gene encoding a novel cytochrome P450 monooxygenase catalyzing phenylacetate 2-hydroxylation, results in penicillin overproduction.
  Journal
J Biol Chem 274:14545-50 (1999)
DOI:10.1074/jbc.274.21.14545
  Sequence
[ani:ANIA_08078]
Reference
2  [PMID:11544206]
  Authors
Rodriguez-Saiz M, Barredo JL, Moreno MA, Fernandez-Canon JM, Penalva MA, Diez B.
  Title
Reduced function of a phenylacetate-oxidizing cytochrome p450 caused strong genetic improvement in early phylogeny of penicillin-producing strains.
  Journal
J Bacteriol 183:5465-71 (2001)
DOI:10.1128/JB.183.19.5465-5471.2001
  Sequence
[ag:AAF00011]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.54
IUBMB Enzyme Nomenclature: 1.14.14.54
ExPASy - ENZYME nomenclature database: 1.14.14.54
BRENDA, the Enzyme Database: 1.14.14.54
LinkDB

KEGG   REACTION: R05487
Entry
R05487                      Reaction                               
Name
phenylacetate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (2-hydroxylating)
Definition
Phenylacetic acid + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 2-Hydroxyphenylacetate + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
C07086 + C03024 + C00007 <=> C05852 + C03161 + C00001
Reaction class
RC00046  C05852_C07086
Enzyme
1.14.14.54
Pathway
rn00360  Phenylalanine metabolism
rn00643  Styrene degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.54
     R05487  Phenylacetic acid + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 2-Hydroxyphenylacetate + [Oxidized NADPH---hemoprotein reductase] + H2O
Orthology
K10437  phenylacetate 2-hydroxylase [EC:1.14.14.54]
Other DBs
RHEA: 53395
LinkDB

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