KEGG   ENZYME: 1.14.14.52Help
Entry
EC 1.14.14.52               Enzyme                                 

Name
(S)-limonene 7-monooxygenase;
(-)-limonene 7-monooxygenase;
(-)-limonene hydroxylase;
(-)-limonene monooxygenase;
(-)-limonene,NADPH:oxygen oxidoreductase (7-hydroxylating)
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
BRITE hierarchy
Sysname
(S)-limonene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (7-hydroxylating)
Reaction(IUBMB)
(S)-limonene + [reduced NADPH---hemoprotein reductase] + O2 = (-)-perillyl alcohol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R02470]
Reaction(KEGG)
Substrate
(S)-limonene;
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(-)-perillyl alcohol [CPD:C02452];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme thiolate) enzyme. The enzyme, characterized from the plant Perilla frutescens, participates in the biosynthesis of perillyl aldehyde, the major constituent of the essential oil that accumulates in the glandular trichomes of this plant. Some forms of the enzyme also catalyse the oxidation of (-)-perillyl alcohol to (-)-perillyl aldehyde.
History
EC 1.14.14.52 created 1992 as EC 1.14.13.49, modified 2003, transferred 2017 to EC 1.14.14.52
Pathway
ec00902  Monoterpenoid biosynthesis
ec00903  Limonene and pinene degradation
ec01110  Biosynthesis of secondary metabolites
Orthology
K07382  (S)-limonene 7-monooxygenase
K14732  limonene hydroxylase
K17719  cytochrome P450 family 2 subfamily C polypeptide 9
K17721  cytochrome P450 family 2 subfamily C polypeptide 19
Genes
HSA: 1557(CYP2C19) 1559(CYP2C9)
PTR: 100616515(CYP2C9) 740956(CYP2C19)
PPS: 100995695 100996034
PON: 100450749
NLE: 100601437
MCF: 102147103(CYP2C75)
CSAB: 103216299(CYP2C19)
RRO: 104666123
CJC: 100389947(CYP2C19)
SBQ: 101041912
TUP: 102501371
ECB: 100061542
MYD: 102759998
MDO: 100023149
SHR: 100915447
 » show all
Taxonomy
Reference
1  [PMID:2297225]
  Authors
Karp F, Mihaliak CA, Harris JL, Croteau R.
  Title
Monoterpene biosynthesis: specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves.
  Journal
Arch Biochem Biophys 276:219-26 (1990)
DOI:10.1016/0003-9861(90)90029-X
Reference
2  [PMID:20079506]
  Authors
Mau CJ, Karp F, Ito M, Honda G, Croteau RB
  Title
A candidate cDNA clone for (-)-limonene-7-hydroxylase from Perilla frutescens.
  Journal
Phytochemistry 71:373-9 (2010)
DOI:10.1016/j.phytochem.2009.12.002
  Sequence
Reference
3  [PMID:27890582]
  Authors
Fujiwara Y, Ito M
  Title
Molecular cloning and characterization of a Perilla frutescens cytochrome P450 enzyme that catalyzes the later steps of perillaldehyde biosynthesis.
  Journal
Phytochemistry 134:26-37 (2017)
DOI:10.1016/j.phytochem.2016.11.009
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.52
IUBMB Enzyme Nomenclature: 1.14.14.52
ExPASy - ENZYME nomenclature database: 1.14.14.52
BRENDA, the Enzyme Database: 1.14.14.52
CAS: 122653-75-2

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