KEGG   ENZYME: 1.14.14.99Help
Entry
EC 1.14.14.99               Enzyme                                 

Name
(S)-limonene 3-monooxygenase;
(-)-limonene 3-hydroxylase;
(-)-limonene 3-monooxygenase;
CYP71D15 (gene name)
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 (3-hydroxylating)
Reaction(IUBMB)
(S)-limonene + [reduced NADPH---hemoprotein reductase] + O2 = (-)-trans-isopiperitenol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R02469]
Reaction(KEGG)
Substrate
(S)-limonene;
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(-)-trans-isopiperitenol [CPD:C01123];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein from peppermint (Mentha piperita).
History
EC 1.14.14.99 created 1992 as EC 1.14.13.47, modified 2003, transferred 2018 1.14.14.99
Pathway
ec00902  Monoterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K15089  (S)-limonene 3-monooxygenase
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:10415126]
  Authors
Lupien S, Karp F, Wildung M, Croteau R
  Title
Regiospecific cytochrome P450 limonene hydroxylases from mint (Mentha) species: cDNA isolation, characterization, and functional expression of (-)-4S-limonene-3-hydroxylase and (-)-4S-limonene-6-hydroxylase.
  Journal
Arch Biochem Biophys 368:181-92 (1999)
DOI:10.1006/abbi.1999.1298
  Sequence
Reference
3  [PMID:11368174]
  Authors
Wust M, Little DB, Schalk M, Croteau R
  Title
Hydroxylation of limonene enantiomers and analogs by recombinant (-)-limonene 3-  and 6-hydroxylases from mint (Mentha) species: evidence for catalysis within sterically constrained active sites.
  Journal
Arch Biochem Biophys 387:125-36 (2001)
DOI:10.1006/abbi.2000.2248
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.99
IUBMB Enzyme Nomenclature: 1.14.14.99
ExPASy - ENZYME nomenclature database: 1.14.14.99
BRENDA, the Enzyme Database: 1.14.14.99
CAS: 138066-92-9

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