KEGG   ORTHOLOGY: K16085
Entry
K16085                      KO                                     
Symbol
CYP99A2_3
Name
9beta-pimara-7,15-diene oxidase [EC:1.14.14.111]
Pathway
map00904  Diterpenoid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R09865  9beta-pimara-7,15-diene,[reduced NADPH---hemoprotein reductase]:oxygen 19-oxidoreductase
R09921  stemod-13(17)-ene,[reduced NADPH---hemoprotein reductase]:oxygen 19-oxidoreductase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K16085  CYP99A2_3; 9beta-pimara-7,15-diene oxidase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K16085  CYP99A2_3; 9beta-pimara-7,15-diene 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
    1.14.14.111  9beta-pimara-7,15-diene oxidase
     K16085  CYP99A2_3; 9beta-pimara-7,15-diene oxidase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP99 family
   K16085  CYP99A2_3; 9beta-pimara-7,15-diene oxidase
Other DBs
GO: 0036209
Genes
OSA: 4335091(CYP99A3) 4335096(CYP99A2)
OBR: 102705642 102721444
OGL: 127769969 127770008
BDI: 100836875
ATS: 109731407 109734305 109743692 109750535 109773965 109773967 109773970 109774538 109776121 109780586 109780589
TDC: 119271910 119272669 119278132 119281969 119351866 119356226 119358650 119368198
TAES: 123041873 123041878 123043471 123046476 123048254 123048256 123048257 123048258 123049849 123049853 123054377 123055487 123057860 123063080 123064868 123071979 123074029 123075233 123100267 123126305 123169592 123184294 123184298 123184300 123184301 123184302 123185921 123185949 123190208
TUA: 125528121 125533911 125533928 125540541 125540674 125547908 125549032
LPER: 127292356 127318419 127336229 127336234 127337247 127338821 127345412
LRD: 124651229 124667729 124667960 124668042 124672078 124672080 124676243 124677570 124679047 124706022 124706208
SBI: 8069842 8080269 8081807 8085991
ZMA: 100273010 103641402 103652787
MFLO: 136472920 136482447 136483129 136485655 136494638 136495602 136545587
SITA: 101767767 101772065 101772739 101776139 101776959
SVS: 117841995 117842511 117859811 117860031 117860109 117865140
PVIR: 120651251 120660277 120674828 120690916
PHAI: 112879668 112896256
 » show all
Reference
PMID:21175892 (CYP99A3)
  Authors
Wang Q, Hillwig ML, Peters RJ
  Title
CYP99A3: functional identification of a diterpene oxidase from the momilactone biosynthetic gene cluster in rice.
  Journal
Plant J 65:87-95 (2011)
DOI:10.1111/j.1365-313X.2010.04408.x
  Sequence
[osa:4335091]
LinkDB

KEGG   ENZYME: 1.14.14.111
Entry
EC 1.14.14.111              Enzyme                                 
Name
9beta-pimara-7,15-diene oxidase;
CYP99A3;
9beta-pimara-7,15-diene monooxygenase
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
9beta-pimara-7,15-diene,[reduced NADPH---hemoprotein reductase]:oxygen 19-oxidoreductase
Reaction(IUBMB)
9beta-pimara-7,15-diene + 3 O2 + 3 [reduced NADPH---hemoprotein reductase] = 9beta-pimara-7,15-dien-19-oate + 3 [oxidized NADPH---hemoprotein reductase] + 4 H2O (overall reaction) [RN:R09865];
(1a) 9beta-pimara-7,15-diene + O2 + [reduced NADPH---hemoprotein reductase] = 9beta-pimara-7,15-dien-19-ol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R09862];
(1b) 9beta-pimara-7,15-dien-19-ol + O2 + [reduced NADPH---hemoprotein reductase] = 9beta-pimara-7,15-dien-19-al + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R09863];
(1c) 9beta-pimara-7,15-dien-19-al + O2 + [reduced NADPH---hemoprotein reductase] = 9beta-pimara-7,15-dien-19-oate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R09864]
Reaction(KEGG)
R09862 R09863 R09864 R09865;
(other) R09921
Substrate
9beta-pimara-7,15-diene [CPD:C18225];
O2 [CPD:C00007];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
9beta-pimara-7,15-dien-19-ol [CPD:C20147];
9beta-pimara-7,15-dien-19-al [CPD:C20148]
Product
9beta-pimara-7,15-dien-19-oate [CPD:C20149];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
9beta-pimara-7,15-dien-19-ol [CPD:C20147];
9beta-pimara-7,15-dien-19-al [CPD:C20148]
Comment
A cytochrome P-450 (heme-thiolate) protein. The enzyme from rice (Oryza sativa) is involved in the biosynthesis of the phytoalexin momilactone. It also acts similarly on 9beta-stemod-13(17)-ene.
History
EC 1.14.14.111 created 2012 as EC 1.14.13.144, transferred 2018 to EC 1.14.14.111
Pathway
ec00904  Diterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K16085  9beta-pimara-7,15-diene oxidase
Genes
OSA: 4335091(CYP99A3) 4335096(CYP99A2)
OBR: 102705642 102721444
OGL: 127769969 127770008
BDI: 100836875
ATS: 109731407 109734305 109743692 109750535 109773965 109773967 109773970 109774538 109776121 109780586 109780589
TDC: 119271910 119272669 119278132 119281969 119351866 119356226 119358650 119368198
TAES: 123041873 123041878 123043471 123046476 123048254 123048256 123048257 123048258 123049849 123049853 123054377 123055487 123057860 123063080 123064868 123071979 123074029 123075233 123100267 123126305 123169592 123184294 123184298 123184300 123184301 123184302 123185921 123185949 123190208
TUA: 125528121 125533911 125533928 125540541 125540674 125547908 125549032
LPER: 127292356 127318419 127336229 127336234 127337247 127338821 127345412
LRD: 124651229 124667729 124667960 124668042 124672078 124672080 124676243 124677570 124679047 124706022 124706208
SBI: 8069842 8080269 8081807 8085991
ZMA: 100273010 103641402 103652787
MFLO: 136472920 136482447 136483129 136485655 136494638 136495602 136545587
SITA: 101767767 101772065 101772739 101776139 101776959
SVS: 117841995 117842511 117859811 117860031 117860109 117865140
PVIR: 120651251 120660277 120674828 120690916
PHAI: 112879668 112896256
 » show all
Reference
1  [PMID:21175892]
  Authors
Wang Q, Hillwig ML, Peters RJ
  Title
CYP99A3: functional identification of a diterpene oxidase from the momilactone biosynthetic gene cluster in rice.
  Journal
Plant J 65:87-95 (2011)
DOI:10.1111/j.1365-313X.2010.04408.x
  Sequence
[osa:4335091]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.111
IUBMB Enzyme Nomenclature: 1.14.14.111
ExPASy - ENZYME nomenclature database: 1.14.14.111
BRENDA, the Enzyme Database: 1.14.14.111
LinkDB

KEGG   REACTION: R09865
Entry
R09865                      Reaction                               
Name
9beta-pimara-7,15-diene,[reduced NADPH---hemoprotein reductase]:oxygen 19-oxidoreductase
Definition
9beta-Pimara-7,15-diene + 3 Oxygen + 3 [Reduced NADPH---hemoprotein reductase] <=> 9beta-Pimara-7,15-dien-19-oate + 3 [Oxidized NADPH---hemoprotein reductase] + 4 H2O
Equation
C18225 + 3 C00007 + 3 C03024 <=> C20149 + 3 C03161 + 4 C00001
Comment
three-step reaction (see R09862+R09863+R09864)
Reaction class
RC01952  C18225_C20149
Enzyme
1.14.14.111
Pathway
rn00904  Diterpenoid biosynthesis
rn01110  Biosynthesis of secondary metabolites
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
    1.14.14.111
     R09865  9beta-Pimara-7,15-diene + 3 Oxygen + 3 [Reduced NADPH---hemoprotein reductase] <=> 9beta-Pimara-7,15-dien-19-oate + 3 [Oxidized NADPH---hemoprotein reductase] + 4 H2O
Orthology
K16085  9beta-pimara-7,15-diene oxidase [EC:1.14.14.111]
Other DBs
RHEA: 31954
LinkDB

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