KEGG   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
PVY: 116137812
MINC: 123229342
TCC: 18591283
GRA: 105774074
HSYR: 120190879
DZI: 111312649
GMX: 100802970(CYP701A16) 100814223
VRA: 106762922
VAR: 108336168
VUN: 114194654
VUM: 124834400
APRC: 113857239
MTR: 25487999
PSAT: 127087656
VVO: 131654004
LJA: Lj0g3v0151459.1(Lj0g3v0151459.1) Lj0g3v0218449.1(Lj0g3v0218449.1) Lj3g3v0002210.2(Lj3g3v0002210.2)
FVE: 101315406
RCN: 112172744
PPER: 18791732
PAVI: 110762553
PDUL: 117616384
ZJU: 107420337
MNT: 21397575
CSAV: 115695692
CSV: 101209283
CMO: 103493505
BHJ: 120086045
MCHA: 111010641
RCU: 8260887
JCU: 105633700(EKO)
MESC: 110614910
POP: 18096306
PEU: 105120662
PALZ: 118028112
JRE: 108992364
CILL: 122298386
CAVE: 132185887
TWL: 120009866
VVI: 100255742
VRI: 117907815
SLY: 101267112
SPEN: 107016073
SSTN: 125855088
SDUL: 129904487
CANN: 107867102
LBB: 132627928
NSY: 104230322
NTO: 104089658
NAU: 109224931
INI: 109149104(EKO1)
ITR: 116023321
EGT: 105965462
APAN: 127254357
RVL: 131332479
BVG: 104883634
SOE: 110783160
ATRI: 130826212
MOF: 131162317
NNU: 104595848
TSS: 122662774
DOSA: Os06t0569900-01(Os06g0569900) Os06t0570100-01(Os06g0570100)
OBR: 102719778
SBI: 8065021
MUS: 103986614
AOF: 109822294
MSIN: 131222758
NCOL: 116255470
 » 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

KEGG   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
PPEI: PpBr36_02038
PGRI: PgNI_07976 PgNI_07987 PgNI_10620 PgNI_11810
FPOA: FPOAC1_001978
FVN: FVRRES_02217
FVR: FVEG_16575
FKR: NCS57_00499100 NCS57_01249300
FMU: J7337_005025 J7337_010612
TRE: TRIREDRAFT_56687
TRR: M419DRAFT_127652
PCHM: VFPPC_09475 VFPPC_10826
ANI: AN1598.2
ABE: ARB_00548
TVE: TRV_00376
PTE: PTT_08290
ZTR: MYCGRDRAFT_34461(CYP-58)
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
LinkDB

KEGG   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)
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
ATHAT5G25900(GA3)
ALY9308254
CRB17884655
CSAT104706907 104736615 104771068
EUSEUTSA_v10004043mg
BRP103874435
BNA106348557 106348758
BOE106301555
RSZ108853944
THJ104803409 104806957
CPAP110825592 110825600 110825618
CIT102626273 102627235 127902544
CICCICLE_v10000884mg CICLE_v10000902mg CICLE_v10001179mg
PVY116137812
MINC123229342
TCC18591283
GRA105774074
GHI107935613 121218163
GAB108471487 108480403
HSYR120190879
DZI111312649
EGR104449362 104449363
GMX100802970(CYP701A16) 100814223
GSJ114377322 114388284
PVUPHAVU_005G183600g
VRA106762922
VAR108336168
VUN114194654
VUM124834400
CCAJ109812642 109817002
APRC113857239
MTR25487999
TPRA123899576 123899848
CAM101492348 101492682
PSAT127087656
VVO131654004
LJALj0g3v0151459.1(Lj0g3v0151459.1) Lj0g3v0218449.1(Lj0g3v0218449.1) Lj3g3v0002210.2(Lj3g3v0002210.2)
ADU107459820 107483258
AIP107618674 107638960
AHF112703820 112741508 112771108 112796212
LANG109337304 109337306 109350784
PCIN129304094 129304095
FVE101315406
RCN112172744
PPER18791732
PMUM103320777 103320921
PAVI110762553
PDUL117616384
MDM103441571 103441598
MSYL126604069 126604944 126633552
PXB103954018 103955469 108865311
ZJU107420337
MNT21397575
CSAV115695692
CSV101209283
CMO103493505
BHJ120086045
MCHA111010641
CMAX111476578 111481118
CMOS111442772 111446712
CPEP111788623 111797494
RCU8260887
JCU105633700(EKO)
HBR110636133 110636190
MESC110614910
POP18096306
PEU105120662
PALZ118028112
JRE108992364
CILL122298386
CAVE132185887
QSU112002318 112032780 112032781
QLO115974246 115977868
TWL120009866
VVI100255742
VRI117907815
SLY101267112
SPEN107016073
SOT102588924 102589573
SSTN125855088
SDUL129904487
CANN107867102
LBB132627928
NTA107766539 107772573
NSY104230322
NTO104089658
NAU109224931
INI109149104(EKO1)
ITR116023321
SIND105159190 105159193 105166213
OEU111381791 111394477
EGT105965462
SSPL121766036 121802241 121809438
SMIL131010400 131015983
APAN127254357
HAN110879488 110879531 110879533 110899627 110899628 118479237
ECAD122579177 122589190
LSV111901864 111912922 111912924
CCAV112503346 112503348 112503349 112514541
DCR108192836 108221827 108222415 108223735 108226232 108226927
CSIN114260575 114314457
RVL131332479
AEW130785672 130787612
BVG104883634
SOE110783160
CQI110692482 110727365
ATRI130826212
MOF131162317
NNU104595848
MING122068825 122076995
TSS122662774
PSOM113286201 113294049 113294437 113330131 113337380 113345845
OSA4341347 9269379
DOSAOs06t0569900-01(Os06g0569900) Os06t0570100-01(Os06g0570100)
OBR102719778
OGL127776064 127776067
BDI100826923 100828145 100834998
ATS109764879 109786379
TDC119331213 119332455 119340853 119351884 119365396 119368209 119368221
TAES123041900 123041901 123046473 123049868 123148035 123152475 123161689 123168202 123185940
TUA125522578 125522598 125523597 125526895 125533934
LPER127313238 127313239 127313240 127330690
LRD124658957 124667365 124677903 124683707 124683710 124683712 124694330 124694340
SBI8065021
ZMA100274015 103638615
SITA101769883 101770285 101770692
SVS117851887 117853039 117853040
PVIR120670617 120670803
PHAI112889472 112889821
PDA103702042 103709580
EGU105040426 105047970
MUS103986614
ZOF121981708 121985575
DCT110093775 110099182
PEQ110032443 110032601
AOF109822294
MSIN131222758
NCOL116255470
ATR18425989 18443400
SMOSELMODRAFT_119177 SELMODRAFT_74427(CYP701C1)
PPP112273131 112273132
PPEIPpBr36_02038
PGRIPgNI_07976 PgNI_07987 PgNI_10620 PgNI_11810
FPOAFPOAC1_001978
FVNFVRRES_02217
FVRFVEG_16575
FKRNCS57_00499100 NCS57_01249300
FMUJ7337_005025 J7337_010612
TRETRIREDRAFT_56687
TRRM419DRAFT_127652
PCHMVFPPC_09475 VFPPC_10826
AMUSLMH87_000588 LMH87_011180
PTKZJDV02_001878
CHIGCH63R_14245
BFUBCIN_01g04880
ANIAN1598.2
NFINFIA_009830
ANGAn11g09260 An18g02700
APUUAPUU_31775A
POUPOX_g09212
TRGTRUGW13939_10606
CIMCIMG_03089
CPWCPC735_010550
UREUREG_02869
ABEARB_00548
TVETRV_00376
PTEPTT_08290
BZECOCCADRAFT_112173
BSCCOCSADRAFT_185928
BORCOCMIDRAFT_109515 COCMIDRAFT_6219
ZTRMYCGRDRAFT_34461(CYP-58)
FFUCLAFUR5_07314
CBETCB0940_09969
NPAUCRNP2_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

KEGG   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
Comment
the last step of three-step reaction (see R10066, R06291+R06292+R06293)
Reaction class
RC01563  C11873_C11874
Enzyme
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

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