KEGG   ORTHOLOGY: K21291
Entry
K21291                      KO                                     
Symbol
CYP71Z7
Name
ent-cassadiene hydroxylase [EC:1.14.14.69]
Pathway
map00904  Diterpenoid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R11981  ent-cassa-12,15-diene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ent-3beta-hydroxycassa-12,15-dien-2-one forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K21291  CYP71Z7; ent-cassadiene hydroxylase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K21291  CYP71Z7; ent-cassadiene hydroxylase
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
    1.14.14.69  ent-cassadiene hydroxylase
     K21291  CYP71Z7; ent-cassadiene hydroxylase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP71 family
   K21291  CYP71Z7; ent-cassadiene hydroxylase
Genes
OSA: 4329726(CYP71Z7)
OGL: 127763627
Reference
PMID:21985968
  Authors
Wu Y, Hillwig ML, Wang Q, Peters RJ
  Title
Parsing a multifunctional biosynthetic gene cluster from rice: Biochemical characterization of CYP71Z6 & 7.
  Journal
FEBS Lett 585:3446-51 (2011)
DOI:10.1016/j.febslet.2011.09.038
  Sequence
[osa:4329726]
Reference
PMID:25758958
  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: 1.14.14.69
Entry
EC 1.14.14.69               Enzyme                                 
Name
ent-cassadiene hydroxylase;
CYP71Z7
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-cassa-12,15-diene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ent-3beta-hydroxycassa-12,15-dien-2-one-forming)
Reaction(IUBMB)
ent-cassa-12,15-diene + 3 [reduced NADPH---hemoprotein reductase] + 3 O2 = ent-3beta-hydroxycassa-12,15-dien-2-one + 3 [oxidized NADPH---hemoprotein reductase] + 4 H2O (overall reaction) [RN:R11981];
(1a) ent-cassa-12,15-diene + [reduced NADPH---hemoprotein reductase] + O2 = ent-cassa-12,15-dien-2beta-ol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11982];
(1b) ent-cassa-12,15-dien-2beta-ol + [reduced NADPH---hemoprotein reductase] + O2 = ent-cassa-12,15-dien-2-one + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R11983];
(1b') ent-cassa-12,15-dien-2beta-ol + [reduced NADPH---hemoprotein reductase] + O2 = ent-cassa-12,15-diene-2beta,3beta-diol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11985];
(1c) ent-cassa-12,15-dien-2-one + [reduced NADPH---hemoprotein reductase] + O2 = ent-3beta-hydroxycassa-12,15-dien-2-one + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11984];
(1c') ent-cassa-12,15-diene-2beta,3beta-diol + [reduced NADPH---hemoprotein reductase] + O2 = ent-3beta-hydroxycassa-12,15-dien-2-one + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R11986]
Reaction(KEGG)
R11981 R11982 R11983 R11984 R11985 R11986
Substrate
ent-cassa-12,15-diene [CPD:C18226];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
ent-cassa-12,15-dien-2beta-ol [CPD:C21827];
(1b') ent-cassa-12,15-dien-2beta-ol;
ent-cassa-12,15-dien-2-one [CPD:C21828];
(1c') ent-cassa-12,15-diene-2beta,3beta-diol
Product
ent-3beta-hydroxycassa-12,15-dien-2-one [CPD:C21826];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
ent-cassa-12,15-dien-2beta-ol [CPD:C21827];
ent-cassa-12,15-dien-2-one [CPD:C21828];
ent-cassa-12,15-diene-2beta,3beta-diol [CPD:C21829]
Comment
A cytochrome P-450 (heme-thiolate) protein isolated from the plant Oryza sativa (rice) that is involved in phytocassanes biosynthesis. Depending on the order of activities, the enzyme may form either ent-cassa-12,15-dien-2-one or ent-cassa-12,15-diene-2beta,3beta-diol as an intermediate.
History
EC 1.14.14.69 created 2018
Pathway
ec00904  Diterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K21291  ent-cassadiene hydroxylase
Genes
OSA: 4329726(CYP71Z7)
OGL: 127763627
Reference
1  [PMID:25758958]
  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
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.69
IUBMB Enzyme Nomenclature: 1.14.14.69
ExPASy - ENZYME nomenclature database: 1.14.14.69
BRENDA, the Enzyme Database: 1.14.14.69
LinkDB

KEGG   REACTION: R11981
Entry
R11981                      Reaction                               
Name
ent-cassa-12,15-diene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ent-3beta-hydroxycassa-12,15-dien-2-one forming)
Definition
ent-Cassa-12,15-diene + 3 [Reduced NADPH---hemoprotein reductase] + 3 Oxygen <=> ent-3beta-Hydroxycassa-12,15-dien-2-one + 3 [Oxidized NADPH---hemoprotein reductase] + 4 H2O
Equation
C18226 + 3 C03024 + 3 C00007 <=> C21826 + 3 C03161 + 4 C00001
Comment
three-step reaction (see R11982+R11983+R11984, R11982+R11985+R11986)
Reaction class
RC03513  C18226_C21826
Enzyme
1.14.14.69
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
    1.14.14.69
     R11981  ent-Cassa-12,15-diene + 3 [Reduced NADPH---hemoprotein reductase] + 3 Oxygen <=> ent-3beta-Hydroxycassa-12,15-dien-2-one + 3 [Oxidized NADPH---hemoprotein reductase] + 4 H2O
Orthology
K21291  ent-cassadiene hydroxylase [EC:1.14.14.69]
Other DBs
RHEA: 55483
LinkDB

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