KEGG   ORTHOLOGY: K15472Help
Entry
K15472                      KO                                     

Name
CYP71D55
Definition
premnaspirodiene oxygenase [EC:1.14.13.121]
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 Metabolism
  Metabolism of terpenoids and polyketides
   00909 Sesquiterpenoid and triterpenoid biosynthesis
    K15472  CYP71D55; premnaspirodiene oxygenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.13  With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.13.121  premnaspirodiene oxygenase
     K15472  CYP71D55; premnaspirodiene oxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP71 family
   K15472  CYP71D55; premnaspirodiene oxygenase
BRITE hierarchy
Other DBs
Genes
SLY: 
SPEN: 
SOT: 
102603857(CYP71D4)
AG: 
ABS00393(CYP71D55)
TaxonomyKoalaUniProt
Reference
  Authors
Takahashi S, Yeo YS, Zhao Y, O'Maille PE, Greenhagen BT, Noel JP, Coates RM, Chappell J
  Title
Functional characterization of premnaspirodiene oxygenase, a cytochrome P450 catalyzing regio- and stereo-specific hydroxylations of diverse sesquiterpene substrates.
  Journal
J Biol Chem 282:31744-54 (2007)
DOI:10.1074/jbc.M703378200
  Sequence

KEGG   ENZYME: 1.14.13.121Help
Entry
EC 1.14.13.121              Enzyme                                 

Name
premnaspirodiene oxygenase;
HPO;
Hyoscymus muticus premnaspirodiene oxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
(-)-vetispiradiene,NADPH:oxygen 2alpha-oxidoreductase
Reaction(IUBMB)
(-)-vetispiradiene + 2 NADPH + 2 H+ + 2 O2 = solavetivone + 2 NADP+ + 3 H2O (overall reaction) [RN:R10073];
(1a) (-)-vetispiradiene + NADPH + H+ + O2 = solavetivol + NADP+ + H2O [RN:R09576];
(1b) solavetivol + NADPH + H+ + O2 = solavetivone + NADP+ + 2 H2O [RN:R09577]
Reaction(KEGG)
Substrate
(-)-vetispiradiene [CPD:C12142];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007];
solavetivol [CPD:C19711]
Product
solavetivone [CPD:C09737];
NADP+ [CPD:C00006];
H2O [CPD:C00001];
solavetivol [CPD:C19711]
Comment
A heme-thiolate protein (P-450). The enzyme from the plant Hyoscymus muticus also hydroxylates valencene at C-2 to give the alpha-hydroxy compound, nootkatol, and this is converted into nootkatone. 5-Epiaristolochene and epieremophilene are hydroxylated at C-2 to give a 2beta-hydroxy derivative which is not further oxidized.
History
EC 1.14.13.121 created 2011
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K15472  
premnaspirodiene oxygenase
Genes
SLY: 
SPEN: 
SOT: 
102603857(CYP71D4)
Taxonomy
Reference
1  [PMID:17715131]
  Authors
Takahashi S, Yeo YS, Zhao Y, O'Maille PE, Greenhagen BT, Noel JP, Coates RM, Chappell J
  Title
Functional characterization of premnaspirodiene oxygenase, a cytochrome P450 catalyzing regio- and stereo-specific hydroxylations of diverse sesquiterpene substrates.
  Journal
J. Biol. Chem. 282 (2007) 31744-54.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
KEGG   REACTION: R09576Help
Entry
R09576                      Reaction                               

Name
(-)-vetispiradiene,NADPH:oxygen 2alpha-oxidoreductase
Definition
Vetispiradiene + NADPH + H+ + Oxygen <=> Solavetivol + NADP+ + H2O
Equation
Comment
first step of two-step reaction (see R10073, R09576+R09577)
Reaction class
C00005_C00006
C12142_C19711
Enzyme
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K15472  
premnaspirodiene oxygenase [EC:1.14.13.121]
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