KEGG   ENZYME: 1.14.14.31
Entry
EC 1.14.14.31               Enzyme                                 
Name
ipsdienol synthase;
myrcene hydroxylase;
CYP9T2;
CYP9T3
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
myrcene,NADPH---hemoprotein reductase:O2 oxidoreductase (hydroxylating)
Reaction(IUBMB)
myrcene + [reduced NADPH---hemoprotein reductase] + O2 = (R)-ipsdienol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11055]
Reaction(KEGG)
R11055
Substrate
myrcene [CPD:C06074];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(R)-ipsdienol [CPD:C20943];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 heme-thiolate protein. Involved in the insect aggregation pheromone production. Isolated from the pine engraver beetle, Ips pini. A small amount of (S)-ipsdienol is also formed. In vitro it also hydroxylated (+)- and (-)-alpha-pinene, 3-carene, and (+)-limonene, but not alpha-phellandrene, (-)-beta-pinene, gamma-terpinene, or terpinolene.
History
EC 1.14.14.31 created 2015 as EC 1.14.13.207, transferred 2016 to EC 1.14.14.31
Pathway
ec00902  Monoterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K21069  ipsdienol synthase
Reference
1  [PMID:17046597]
  Authors
Sandstrom P, Welch WH, Blomquist GJ, Tittiger C
  Title
Functional expression of a bark beetle cytochrome P450 that hydroxylates myrcene to ipsdienol.
  Journal
Insect Biochem Mol Biol 36:835-45 (2006)
DOI:10.1016/j.ibmb.2006.08.004
  Sequence
Reference
2  [PMID:23376633]
  Authors
Song M, Kim AC, Gorzalski AJ, MacLean M, Young S, Ginzel MD, Blomquist GJ, Tittiger C
  Title
Functional characterization of myrcene hydroxylases from two geographically distinct Ips pini populations.
  Journal
Insect Biochem Mol Biol 43:336-43 (2013)
DOI:10.1016/j.ibmb.2013.01.003
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.31
IUBMB Enzyme Nomenclature: 1.14.14.31
ExPASy - ENZYME nomenclature database: 1.14.14.31
BRENDA, the Enzyme Database: 1.14.14.31

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