Reaction: ()-vetispiradiene + 2 NADPH + 2 H+ + 2 O2 = solavetivone + 2 NADP+ + 3 H2O (overall reaction)
(1a) ()-vetispiradiene + NADPH + H+ + O2 = solavetivol + NADP+ + H2O
(1b) solavetivol + NADPH + H+ + O2 = solavetivone + NADP+ + 2 H2O
For diagram of reaction click here.
Glossary: ()-premnaspirodiene = ()-vetispiradiene
Other name(s): HPO; Hyoscymus muticus premnaspirodiene oxygenase
Systematic name: ()-vetispiradiene,NADPH:oxygen 2α-oxidoreductase
Comments: A heme-thiolate protein (P-450). The enzyme from the plant Hyoscymus muticus also hydroxylates valencene at C-2 to give the α-hydroxy compound, nootkatol, and this is converted into nootkatone. 5-Epiaristolochene and epieremophilene are hydroxylated at C-2 to give a 2β-hydroxy derivative which is not further oxidized.
Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, CAS registry number:
1. Takahashi, S., Yeo, Y.S., Zhao, Y., O'Maille, P.E., Greenhagen, B.T., Noel, J.P., Coates, R.M. and Chappell, J. Functional characterization of premnaspirodiene oxygenase, a cytochrome P450 catalyzing regio- and stereo-specific hydroxylations of diverse sesquiterpene substrates. J. Biol. Chem. 282 (2007) 31744-31754. [PMID: 17715131]