KEGG   ORTHOLOGY: K21719
Entry
K21719                      KO                                     
Symbol
CYP701A8
Name
ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase [EC:1.14.14.70 1.14.14.68]
Pathway
map00904  Diterpenoid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R11656  ent-sandaracopimaradiene,NADPH:oxygen oxidoreductase (ent-sandaracopimaradien-3beta-ol forming)
R11980  9beta-pimara7,15-diene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (9beta-pimara-7,15-diene-3beta-ol forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K21719  CYP701A8; ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K21719  CYP701A8; ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase
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
    1.14.14.68  syn-pimaradiene 3-monooxygenase
     K21719  CYP701A8; ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase
    1.14.14.70  ent-sandaracopimaradiene 3-hydroxylase
     K21719  CYP701A8; ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP701 family
   K21719  CYP701A8; ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase
Other DBs
GO: 0102596
Genes
OSA: 4341340(CYP701A9) 4341343(CYP701A8)
OBR: 102701085
OGL: 127776065 127776066
Reference
  Authors
Wang Q, Hillwig ML, Wu Y, Peters RJ
  Title
CYP701A8: a rice ent-kaurene oxidase paralog diverted to more specialized diterpenoid metabolism.
  Journal
Plant Physiol 158:1418-25 (2012)
DOI:10.1104/pp.111.187518
  Sequence
[osa:4341343]
Reference
  Authors
Kitaoka N, Wu Y, Xu M, Peters RJ
  Title
Optimization of recombinant expression enables discovery of novel cytochrome P450 activity in rice diterpenoid biosynthesis.
  Journal
Appl Microbiol Biotechnol 99:7549-58 (2015)
DOI:10.1007/s00253-015-6496-2
LinkDB

KEGG   ENZYME: 1.14.14.70
Entry
EC 1.14.14.70               Enzyme                                 
Name
ent-sandaracopimaradiene 3-hydroxylase;
CYP701A;
OsKOL4
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-sandaracopimaradiene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ent-sandaracopimaradien-3beta-ol-forming)
Reaction(IUBMB)
ent-sandaracopimaradiene + [reduced NADPH---hemoprotein reductase] + O2 = ent-sandaracopimaradien-3beta-ol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11656]
Reaction(KEGG)
R11656
Substrate
ent-sandaracopimaradiene [CPD:C11877];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
ent-sandaracopimaradien-3beta-ol [CPD:C21560];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein isolated from Oryza sativa (rice). Participates in the pathway for the biosynthesis of oryzalexins, a group of related phytoalexins produced by rice. Can also use 9beta-pimara-7,15-diene as substrate (cf. EC 1.14.14.68, syn-pimaradiene 3-monooxygenase).
History
EC 1.14.14.70 created 2014 as EC 1.14.13.191, transferred 2018 to EC 1.14.14.70
Pathway
ec00904  Diterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K21719  ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase
Genes
OSA4341340(CYP701A9) 4341343(CYP701A8)
OBR102701085
OGL127776065 127776066
Reference
1  [PMID:22247270]
  Authors
Wang Q, Hillwig ML, Wu Y, Peters RJ
  Title
CYP701A8: a rice ent-kaurene oxidase paralog diverted to more specialized diterpenoid metabolism.
  Journal
Plant Physiol 158:1418-25 (2012)
DOI:10.1104/pp.111.187518
  Sequence
[osa:4341343]
Reference
2  [PMID:23795884]
  Authors
Wu Y, Wang Q, Hillwig ML, Peters RJ
  Title
Picking sides: distinct roles for CYP76M6 and CYP76M8 in rice oryzalexin biosynthesis.
  Journal
Biochem J 454:209-16 (2013)
DOI:10.1042/BJ20130574
  Sequence
[osa:4341343]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.70
IUBMB Enzyme Nomenclature: 1.14.14.70
ExPASy - ENZYME nomenclature database: 1.14.14.70
BRENDA, the Enzyme Database: 1.14.14.70
LinkDB

KEGG   REACTION: R11656
Entry
R11656                      Reaction                               
Name
ent-sandaracopimaradiene,NADPH:oxygen oxidoreductase (ent-sandaracopimaradien-3beta-ol forming)
Definition
(+)-Sandaracopimaradiene + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> ent-Sandaracopimaradien-3beta-ol + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
Reaction class
RC01218  C11877_C21560
Enzyme
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
    1.14.14.70
     R11656  (+)-Sandaracopimaradiene + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> ent-Sandaracopimaradien-3beta-ol + [Oxidized NADPH---hemoprotein reductase] + H2O
Orthology
K21719  ent-sandaracopimaradiene 3-hydroxylase / syn-pimaradiene 3-monooxygenase [EC:1.14.14.70 1.14.14.68]
Other DBs
RHEA: 41467
LinkDB

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