KEGG   ENZYME: 1.14.14.107
Entry
EC 1.14.14.107              Enzyme                                 

Name
ent-kaurenoic acid monooxygenase;
KAO1 (gene name);
CYP88A3 (gene name);
ent-kaurenoic acid oxidase
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-en-19-oate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)
Reaction(IUBMB)
ent-kaur-16-en-19-oate + 3 [reduced NADPH---hemoprotein reductase] + 3 O2 = gibberellin A12 + 3 [oxidized NADPH---hemoprotein reductase] + 4 H2O (overall reaction) [RN:R10067];
(1a) ent-kaur-16-en-19-oate + [reduced NADPH---hemoprotein reductase] + O2 = ent-7alpha-hydroxykaur-16-en-19-oate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R06294];
(1b) ent-7alpha-hydroxykaur-16-en-19-oate + [reduced NADPH---hemoprotein reductase] + O2 = gibberellin A12 aldehyde + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R06295];
(1c) gibberellin A12 aldehyde + [reduced NADPH---hemoprotein reductase] + O2 = gibberellin A12 + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R06297]
Reaction(KEGG)
R06294 R06295 R06297 R10067;
(other) R06296
Substrate
ent-kaur-16-en-19-oate [CPD:C11874];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
ent-7alpha-hydroxykaur-16-en-19-oate [CPD:C11875];
gibberellin A12 aldehyde [CPD:C06093]
Product
gibberellin A12 [CPD:C11857];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
ent-7alpha-hydroxykaur-16-en-19-oate [CPD:C11875];
gibberellin A12 aldehyde [CPD:C06093]
Comment
A cytochrome P-450 (heme-thiolate) protein from plants. Catalyses three sucessive oxidations of ent-kaurenoic acid. The second step includes a ring-B contraction giving the gibbane skeleton. In pumpkin (Cucurbita maxima) ent-6alpha,7alpha-dihydroxykaur-16-en-19-oate is also formed.
History
EC 1.14.14.107 created 2002 as EC 1.14.13.79, transferred 2018 to EC 1.14.14.107
Pathway
ec00904  Diterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K04123  ent-kaurenoic acid monooxygenase
Genes
ATH: AT1G05160(CYP88A3) AT2G32440(KAO2)
ALY: 9315456 9328332
CRB: 17888804 17900740
CSAT: 104700214 104739049 104749619 104754659 104786342
EUS: EUTSA_v10009356mg EUTSA_v10016575mg
BRP: 103844165 103867649
BNA: 106371084 106401854 106440494 106451319
BOE: 106292794 106337055
RSZ: 108807314 108842714
THJ: 104826149
LJA: Lj2g3v1985180.1(Lj2g3v1985180.1) Lj3g3v0730100.1(Lj3g3v0730100.1) Lj3g3v1983610.1(Lj3g3v1983610.1) Lj3g3v1983620.1(Lj3g3v1983620.1) Lj3g3v1983620.2(Lj3g3v1983620.2) Lj3g3v1993700.1(Lj3g3v1993700.1) Lj3g3v1993710.1(Lj3g3v1993710.1) Lj4g3v1152920.1(Lj4g3v1152920.1) Lj6g3v1618120.1(Lj6g3v1618120.1) Lj6g3v1618120.2(Lj6g3v1618120.2) Lj6g3v1618120.3(Lj6g3v1618120.3)
RCU: 8266689
HAN: 110922714
LSV: 111879980
CCAV: 112522539
PSOM: 113348949
OSA: 4339885
DOSA: Os06t0110000-01(Os06g0110000)
OBR: 102701360(kao)
ATS: 109777068(LOC109777068)
SBI: 8067910
ZMA: 103639316 542580(d3)
DCT: 110094431
PEQ: 110026319
AOF: 109822330
ATR: 18437415
 » show all
Reference
1  [PMID:11172076]
  Authors
Helliwell CA, Chandler PM, Poole A, Dennis ES, Peacock WJ.
  Title
The CYP88A cytochrome P450, ent-kaurenoic acid oxidase, catalyzes three steps of the gibberellin biosynthesis pathway.
  Journal
Proc Natl Acad Sci U S A 98:2065-70 (2001)
DOI:10.1073/pnas.98.4.2065
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.107
IUBMB Enzyme Nomenclature: 1.14.14.107
ExPASy - ENZYME nomenclature database: 1.14.14.107
BRENDA, the Enzyme Database: 1.14.14.107
CAS: 337507-95-6

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