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)
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
OSA4329726(CYP71Z7)
OGL127763627
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
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