KEGG ORTHOLOGY: K10437

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:	CPC735_033760

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

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

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:	CPC735_033760

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

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

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

DBGET integrated database retrieval system