KEGG ORTHOLOGY: K04122

ORTHOLOGY: K04122

Entry

K04122                      KO

Symbol

GA3, CYP701

Name

ent-kaurene oxidase [EC:1.14.14.86]

Pathway

map00904

Diterpenoid biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00927

Gibberellin A12 biosynthesis, GAPP => GA12

Reaction

R06291

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

R06292

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

R06293

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

R10066

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K04122  GA3, CYP701; ent-kaurene oxidase
09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K04122  GA3, CYP701; ent-kaurene oxidase
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
    1.14.14.86  ent-kaurene monooxygenase
     K04122  GA3, CYP701; ent-kaurene oxidase
Cytochrome P450 [BR:ko00199]
Cytochrome P450, plant type
  CYP701 family
   K04122  GA3, CYP701; ent-kaurene oxidase

Other DBs

GO:

0052615

Genes

ATH:	AT5G25900(GA3)

ALY:

9308254

CRB:

17884655

CSAT:

104706907 104736615 104771068

EUS:	EUTSA_v10004043mg

BRP:

103874435

BNA:	106348557 106348758

BOE:

106301555

RSZ:

108853944

THJ:	104803409 104806957

CPAP:

110825592 110825600 110825618

CIT:	102626273 102627235 127902544

CIC:	CICLE_v10000884mg CICLE_v10000902mg CICLE_v10001179mg

PVY:

MINC:

TCC:

GRA:

GHI:	107935613 121218163

GAB:	108471487 108480403

HSYR:

120190879

DZI:

111312649

EGR:	104449362 104449363

GMX:	100802970(CYP701A16) 100814223

GSJ:	114377322 114388284

PVU:	PHAVU_005G183600g

VRA:

VAR:

VUN:

VUM:

CCAJ:

APRC:

MTR:

TPRA:

CAM:	101492348 101492682

PSAT:

127087656

VVO:

131654004

LJA:	130748504 130748708 130748709 130748710

ADU:	107459820 107483258

AIP:	107618674 107638960

AHF:	112703820 112741508 112771108 112796212

LANG:

109337304 109337306 109350784

PCIN:

129304094 129304095

QSA:	O6P43_016108 O6P43_018874 O6P43_018876 O6P43_018877 O6P43_018878 O6P43_018879

FVE:

RCN:

PPER:

PMUM:

PAVI:

PDUL:

MDM:	103441571 103441598

MSYL:

126604069 126604944 126633552

PXB:	103954018 103955469 108865311

ZJU:

MNT:

CSAV:

CSV:

CMO:

BHJ:

MCHA:

CMAX:

CMOS:

CPEP:

RCU:

MEAN:

126665915 126674301 126680098

JCU:	105633700(EKO)

HBR:	110636133 110636190

MESC:

POP:

PEU:

PALZ:

JRE:

CILL:

CAVE:

QSU:	112002318 112032780 112032781

QLO:	115974246 115977868

TWL:

VVI:

VRI:

SLY:

SPEN:

SOT:	102588924 102589573

SSTN:

SDUL:

CANN:

LBB:

NTA:	107766539 107772573

NSY:

104230322

NTO:

104089658

NAU:

109224931

INI:	109149104(EKO1)

ITR:

116023321

SIND:

105159190 105159193 105166213

OEU:	111381791 111394477

EGT:

105965462

SSPL:

121766036 121802241 121809438

SMIL:

131010400 131015983

SHIS:

125197265 125214062 125214458

APAN:

127254357

HAN:	110879488 110879531 110879533 110899627 110899628 118479237

ECAD:

122579177 122589190

LSV:	111901864 111912922 111912924

CCAV:

112503346 112503348 112503349 112514541

DCR:	108192836 108221827 108222415 108223735 108226232 108226927

CSIN:

114260575 114314457

RVL:

131332479

AEW:	130785672 130787612

BVG:

104883634

SOE:

110783160

CQI:	110692482 110727365

ATRI:

MOF:

NNU:

MING:

TSS:

PSOM:

113286201 113294049 113294437 113330131 113337380 113345845

OSA:	112936021(CYP701A19) 4341347(CYP701A19) 9269379

OBR:

102719778

OGL:	127776064 127776067

BDI:	100826923 100828145 100834998

ATS:	109764879 109786379

TDC:	119331213 119332455 119340853 119351884 119365396 119368209 119368221

TAES:

123041900 123041901 123046473 123049868 123148035 123152475 123161689 123168202 123185940

TUA:	125522578 125522598 125523597 125526895 125533934

LPER:

127313238 127313239 127313240 127330690

LRD:	124658957 124667365 124677903 124683707 124683710 124683712 124694330 124694340

SBI:

8065021

ZMA:	100274015 103638615

SITA:

101769883 101770285 101770692

SVS:	117851887 117853039 117853040

PVIR:

120670617 120670803

PHAI:

112889472 112889821

PDA:	103702042 103709580

EGU:	105040426 105047970

MUS:

103986614

ZOF:	121981708 121985575

DCT:	110093775 110099182

PEQ:	110032443 110032601

AOF:

109822294

MSIN:

131222758

NCOL:

116255470

ATR:	18425989 18443400

SMO:	SELMODRAFT_119177 SELMODRAFT_74427(CYP701C1)

PPP:	112273131 112273132

» show all

Reference

PMID:9671797 (CYP701A3)

Authors

Helliwell CA, Sheldon CC, Olive MR, Walker AR, Zeevaart JA, Peacock WJ, Dennis ES

Title

Cloning of the Arabidopsis ent-kaurene oxidase gene GA3.

Journal

Proc Natl Acad Sci U S A 95:9019-24 (1998)
DOI:10.1073/pnas.95.15.9019

Sequence

[ath:AT5G25900]

LinkDB

ORTHOLOGY: K21292

Entry

K21292                      KO

Symbol

CYP503

Name

ent-kaurene oxidase [EC:1.14.14.86]

Pathway

map00904

Diterpenoid biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00929

Gibberellin A1 biosynthesis, GGPP => GA1

Reaction

R06291

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

R06292

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

R06293

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

R10066

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K21292  CYP503; ent-kaurene oxidase
09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K21292  CYP503; ent-kaurene oxidase
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
    1.14.14.86  ent-kaurene monooxygenase
     K21292  CYP503; ent-kaurene oxidase
Cytochrome P450 [BR:ko00199]
Cytochrome P450, fungi type
  CYP503 family
   K21292  CYP503; ent-kaurene oxidase

Other DBs

COG:

COG2124

GO:

0052615

Genes

PAN:	PODANSg1224 PODANSg7998

PBEL:

QC761_202100 QC761_501290

PPSD:

QC762_202100 QC762_501290

PPSP:

QC763_202100 QC763_501290

PPSA:

QC764_202100 QC764_501290

PPEI:

PpBr36_02038

PGRI:

PgNI_07976 PgNI_07987 PgNI_10620 PgNI_11810

FPOA:

FPOAC1_001978

FVN:	FVRRES_02217

FVR:	FVEG_16575

FMU:	J7337_005025 J7337_010612

TRE:	TRIREDRAFT_56687

TRR:	M419DRAFT_127652

TATV:

25776384(TrAtP1_010953)

MBRN:

26245739(ltmK)

PCHM:

VFPPC_09475 VFPPC_10826

AMUS:

LMH87_000588 LMH87_011180

PTKZ:

JDV02_001878

CHIG:

CH63R_14245

BFU:	BCIN_01g04880

ANI:	ANIA_01598

NFI:	NFIA_009830

ANG:	An11g09260 An18g02700

APUU:

APUU_31775A

POU:	POX_g09212

TRG:	TRUGW13939_10606

CIM:	CIMG_03089

CPW:	CPC735_010550

URE:	UREG_02869

ABE:

ARB_00548

TVE:

TRV_00376

PTE:

PTT_08290

BZE:	COCCADRAFT_112173

BSC:	COCSADRAFT_185928

BOR:	COCMIDRAFT_109515 COCMIDRAFT_6219

ZTR:	MYCGRDRAFT_34461(CYP-58)

FFU:	CLAFUR5_07314

CBET:

CB0940_09969

NPA:	UCRNP2_330

AG:	CAA76703(CYP503A1)

» show all

Reference

PMID:11472927 (CYP503A1)

Authors

Tudzynski B, Hedden P, Carrera E, Gaskin P

Title

The P450-4 gene of Gibberella fujikuroi encodes ent-kaurene oxidase in the gibberellin biosynthesis pathway.

Journal

Appl Environ Microbiol 67:3514-22 (2001)
DOI:10.1128/AEM.67.8.3514-3522.2001

Sequence

[ag:CAA76703]

LinkDB

ENZYME: 1.14.14.86

Entry

EC 1.14.14.86               Enzyme

Name

ent-kaurene monooxygenase;
ent-kaurene oxidase (misleading)

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

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

Reaction(IUBMB)

ent-kaur-16-ene + 3 [reduced NADPH---hemoprotein reductase] + 3 O2 = ent-kaur-16-en-19-oate + 3 [oxidized NADPH---hemoprotein reductase] + 4 H2O (overall reaction) [RN:R10066];
(1a) ent-kaur-16-ene + [reduced NADPH---hemoprotein reductase] + O2 = ent-kaur-16-en-19-ol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R06291];
(1b) ent-kaur-16-en-19-ol + [reduced NADPH---hemoprotein reductase] + O2 = ent-kaur-16-en-19-al + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R06292];
(1c) ent-kaur-16-en-19-al + [reduced NADPH---hemoprotein reductase] + O2 = ent-kaur-16-en-19-oate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R06293]

Reaction(KEGG)

R06291 R06292 R06293 R10066

Substrate

ent-kaur-16-ene [CPD:C06090];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
ent-kaur-16-en-19-ol [CPD:C11872];
ent-kaur-16-en-19-al [CPD:C11873]

Product

ent-kaur-16-en-19-oate [CPD:C11874];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
ent-kaur-16-en-19-ol [CPD:C11872];
ent-kaur-16-en-19-al [CPD:C11873]

Comment

A cytochrome P-450 (heme thiolate) protein found in plants. Catalyses three successive oxidations of the 4-methyl group of ent-kaurene giving kaurenoic acid.

History

EC 1.14.14.86 created 2002 as EC 1.14.13.78, transferred 2018 to EC 1.14.14.86

Pathway

ec00904

Diterpenoid biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K04122

ent-kaurene oxidase

K21292

ent-kaurene oxidase

Genes

ATH:	AT5G25900(GA3)

ALY:

9308254

CRB:

17884655

CSAT:

104706907 104736615 104771068

EUS:	EUTSA_v10004043mg

BRP:

103874435

BNA:	106348557 106348758

BOE:

106301555

RSZ:

108853944

THJ:	104803409 104806957

CPAP:

110825592 110825600 110825618

CIT:	102626273 102627235 127902544

CIC:	CICLE_v10000884mg CICLE_v10000902mg CICLE_v10001179mg

PVY:

116137812

MINC:

123229342

TCC:

18591283

GRA:

105774074

GHI:	107935613 121218163

GAB:	108471487 108480403

HSYR:

120190879

DZI:

111312649

EGR:	104449362 104449363

GMX:	100802970(CYP701A16) 100814223

GSJ:	114377322 114388284

PVU:	PHAVU_005G183600g

VRA:

106762922

VAR:

108336168

VUN:

114194654

VUM:

124834400

CCAJ:

109812642 109817002

APRC:

113857239

MTR:

25487999

TPRA:

123899576 123899848

CAM:	101492348 101492682

PSAT:

127087656

VVO:

131654004

LJA:	130748504 130748708 130748709 130748710

ADU:	107459820 107483258

AIP:	107618674 107638960

AHF:	112703820 112741508 112771108 112796212

LANG:

109337304 109337306 109350784

PCIN:

129304094 129304095

QSA:	O6P43_016108 O6P43_018874 O6P43_018876 O6P43_018877 O6P43_018878 O6P43_018879

FVE:

101315406

RCN:

112172744

PPER:

18791732

PMUM:

103320777 103320921

PAVI:

110762553

PDUL:

117616384

MDM:	103441571 103441598

MSYL:

126604069 126604944 126633552

PXB:	103954018 103955469 108865311

ZJU:

107420337

MNT:

21397575

CSAV:

115695692

CSV:

101209283

CMO:

103493505

BHJ:

120086045

MCHA:

111010641

CMAX:

111476578 111481118

CMOS:

111442772 111446712

CPEP:

111788623 111797494

RCU:

8260887

MEAN:

126665915 126674301 126680098

JCU:	105633700(EKO)

HBR:	110636133 110636190

MESC:

110614910

POP:

18096306

PEU:

105120662

PALZ:

118028112

JRE:

108992364

CILL:

122298386

CAVE:

132185887

QSU:	112002318 112032780 112032781

QLO:	115974246 115977868

TWL:

120009866

VVI:

100255742

VRI:

117907815

SLY:

101267112

SPEN:

107016073

SOT:	102588924 102589573

SSTN:

125855088

SDUL:

129904487

CANN:

107867102

LBB:

132627928

NTA:	107766539 107772573

NSY:

104230322

NTO:

104089658

NAU:

109224931

INI:	109149104(EKO1)

ITR:

116023321

SIND:

105159190 105159193 105166213

OEU:	111381791 111394477

EGT:

105965462

SSPL:

121766036 121802241 121809438

SMIL:

131010400 131015983

SHIS:

125197265 125214062 125214458

APAN:

127254357

HAN:	110879488 110879531 110879533 110899627 110899628 118479237

ECAD:

122579177 122589190

LSV:	111901864 111912922 111912924

CCAV:

112503346 112503348 112503349 112514541

DCR:	108192836 108221827 108222415 108223735 108226232 108226927

CSIN:

114260575 114314457

RVL:

131332479

AEW:	130785672 130787612

BVG:

104883634

SOE:

110783160

CQI:	110692482 110727365

ATRI:

130826212

MOF:

131162317

NNU:

104595848

MING:

122068825 122076995

TSS:

122662774

PSOM:

113286201 113294049 113294437 113330131 113337380 113345845

OSA:	112936021(CYP701A19) 4341347(CYP701A19) 9269379

OBR:

102719778

OGL:	127776064 127776067

BDI:	100826923 100828145 100834998

ATS:	109764879 109786379

TDC:	119331213 119332455 119340853 119351884 119365396 119368209 119368221

TAES:

123041900 123041901 123046473 123049868 123148035 123152475 123161689 123168202 123185940

TUA:	125522578 125522598 125523597 125526895 125533934

LPER:

127313238 127313239 127313240 127330690

LRD:	124658957 124667365 124677903 124683707 124683710 124683712 124694330 124694340

SBI:

8065021

ZMA:	100274015 103638615

SITA:

101769883 101770285 101770692

SVS:	117851887 117853039 117853040

PVIR:

120670617 120670803

PHAI:

112889472 112889821

PDA:	103702042 103709580

EGU:	105040426 105047970

MUS:

103986614

ZOF:	121981708 121985575

DCT:	110093775 110099182

PEQ:	110032443 110032601

AOF:

109822294

MSIN:

131222758

NCOL:

116255470

ATR:	18425989 18443400

SMO:	SELMODRAFT_119177 SELMODRAFT_74427(CYP701C1)

PPP:	112273131 112273132

PAN:	PODANSg1224 PODANSg7998

PBEL:

QC761_202100 QC761_501290

PPSD:

QC762_202100 QC762_501290

PPSP:

QC763_202100 QC763_501290

PPSA:

QC764_202100 QC764_501290

PPEI:

PpBr36_02038

PGRI:

PgNI_07976 PgNI_07987 PgNI_10620 PgNI_11810

FPOA:

FPOAC1_001978

FVN:	FVRRES_02217

FVR:	FVEG_16575

FMU:	J7337_005025 J7337_010612

TRE:	TRIREDRAFT_56687

TRR:	M419DRAFT_127652

TATV:

25776384(TrAtP1_010953)

MBRN:

26245739(ltmK)

PCHM:

VFPPC_09475 VFPPC_10826

AMUS:

LMH87_000588 LMH87_011180

PTKZ:

JDV02_001878

CHIG:

CH63R_14245

BFU:	BCIN_01g04880

ANI:	ANIA_01598

NFI:	NFIA_009830

ANG:	An11g09260 An18g02700

APUU:

APUU_31775A

POU:	POX_g09212

TRG:	TRUGW13939_10606

CIM:	CIMG_03089

CPW:	CPC735_010550

URE:	UREG_02869

ABE:

ARB_00548

TVE:

TRV_00376

PTE:

PTT_08290

BZE:	COCCADRAFT_112173

BSC:	COCSADRAFT_185928

BOR:	COCMIDRAFT_109515 COCMIDRAFT_6219

ZTR:	MYCGRDRAFT_34461(CYP-58)

FFU:	CLAFUR5_07314

CBET:

CB0940_09969

NPA:	UCRNP2_330

» show all

Reference

1 [PMID:2223832]

Authors

Ashman PJ, Mackenzie A, Bramley PM.

Title

Characterization of ent-kaurene oxidase activity from Gibberella fujikuroi.

Journal

Biochim Biophys Acta 1036:151-7 (1990)
DOI:10.1016/0304-4165(90)90027-T

Reference

2 [PMID:1397591]

Authors

Archer C, Ashman PJ, Hedden P, Bowyer JR, Bramley PM.

Title

Purification of ent-kaurene oxidase from Gibberella fujikuroi and Cucurbita maxima.

Journal

Biochem Soc Trans 20:218S (1992)
DOI:10.1042/bst020218s

Reference

3 [PMID:9952446]

Authors

Helliwell CA, Poole A, Peacock WJ, Dennis ES.

Title

Arabidopsis ent-kaurene oxidase catalyzes three steps of gibberellin biosynthesis.

Journal

Plant Physiol 119:507-10 (1999)
DOI:10.1104/pp.119.2.507

Sequence

[ath:AT5G25900]

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.86

IUBMB Enzyme Nomenclature:

1.14.14.86

ExPASy - ENZYME nomenclature database:

1.14.14.86

BRENDA, the Enzyme Database:

1.14.14.86

CAS:	149565-67-3

LinkDB

REACTION: R06293

Entry

R06293                      Reaction

Name

ent-kaur-16-ene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)

Definition

Kaur-16-en-18-al + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Kaur-16-en-18-oic acid + [Oxidized NADPH---hemoprotein reductase] + H2O

Equation

C11873 + C03024 + C00007 <=> C11874 + C03161 + C00001

Comment

the last step of three-step reaction (see R10066, R06291+R06292+R06293)

Reaction class

RC01563

C11873_C11874

Enzyme

1.14.14.86

Pathway

rn00904

Diterpenoid biosynthesis

rn01100

Metabolic pathways

rn01110

Biosynthesis of secondary metabolites

Module

M00927

Gibberellin A12 biosynthesis, GAPP => GA12

M00929

Gibberellin A1 biosynthesis, GGPP => GA1

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
    1.14.14.86
     R06293  Kaur-16-en-18-al + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Kaur-16-en-18-oic acid + [Oxidized NADPH---hemoprotein reductase] + H2O

Orthology

K04122

ent-kaurene oxidase [EC:1.14.14.86]

K21292

ent-kaurene oxidase [EC:1.14.14.86]

Other DBs

RHEA:

10931

LinkDB

DBGET integrated database retrieval system