KEGG   ORTHOLOGY: K21069
Entry
K21069            Tight     KO                                     

Name
CYP9T2_3
Definition
ipsdienol synthase [EC:1.14.14.31]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K21069  CYP9T2_3; ipsdienol synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K21069  CYP9T2_3; ipsdienol synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.31  ipsdienol synthase
     K21069  CYP9T2_3; ipsdienol synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, animal type
  CYP9 family
   K21069  CYP9T2_3; ipsdienol synthase
Other DBs
RN: R11055
Genes
AG: ABG74909(CYP9T2) AGE93533(CYP9T3)
Reference
PMID:17046597 (CYP9T2)
  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
PMID:23376633 (CYP9T3)
  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

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

KEGG   REACTION: R11055
Entry
R11055                      Reaction                               

Name
myrcene,NADPH---hemoprotein reductase:O2 oxidoreductase (hydroxylating)
Definition
Myrcene + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (R)-Ipsdienol + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
Reaction class
RC01712  C06074_C20943
Enzyme
Pathway
rn00902  Monoterpenoid biosynthesis
rn01110  Biosynthesis of secondary metabolites
Orthology
K21069  ipsdienol synthase [EC:1.14.14.31]
Other DBs
RHEA: 24223

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