KEGG   ENZYME: 1.14.14.99
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
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)
R02469
Substrate
(S)-limonene [CPD:C00521];
[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
[ag:AAD44151 AAD44152]
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
[ag:AAD44151]
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

  All links  
Pathway (4)   
   KEGG PATHWAY (4)   
Chemical substance (6)   
   KEGG COMPOUND (6)   
Chemical reaction (2)   
   KEGG REACTION (1)   
   KEGG RCLASS (1)   
Gene (5)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (4)   
Protein sequence (8)   
   UniProt (4)   
   SWISS-PROT (4)   
Protein domain (5)   
   InterPro (5)   
All databases (30)   

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