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: 

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