KEGG   ORTHOLOGY: K07381
Entry
K07381            Tight     KO                                     

Name
CYP71D18
Definition
(S)-limonene 6-monooxygenase [EC:1.14.14.51]
Pathway
ko00902  Monoterpenoid biosynthesis
ko00903  Limonene and pinene degradation
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K07381  CYP71D18; (S)-limonene 6-monooxygenase
   00903 Limonene and pinene degradation
    K07381  CYP71D18; (S)-limonene 6-monooxygenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K07381  CYP71D18; (S)-limonene 6-monooxygenase
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
    1.14.14.51  (S)-limonene 6-monooxygenase
     K07381  CYP71D18; (S)-limonene 6-monooxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP71 family
   K07381  CYP71D18; (S)-limonene 6-monooxygenase
Other DBs
RN: R02468
GO: 0018675
Genes
AG: AAD44150(CYP71D18)
Reference
  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
  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

KEGG   ENZYME: 1.14.14.51
Entry
EC 1.14.14.51               Enzyme                                 

Name
(S)-limonene 6-monooxygenase;
(-)-limonene 6-hydroxylase;
(-)-limonene 6-monooxygenase;
(-)-limonene,NADPH:oxygen oxidoreductase (6-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
Sysname
(S)-limonene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating)
Reaction(IUBMB)
(S)-limonene + [reduced NADPH---hemoprotein reductase] + O2 = (-)-trans-carveol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R02468]
Reaction(KEGG)
R02468
Substrate
(S)-limonene [CPD:C00521];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(-)-trans-carveol [CPD:C00964];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme thiolate) enzyme. The enzyme participates in the biosynthesis of (-)-carvone, which is responsible for the aroma of spearmint.
History
EC 1.14.14.51 created 1992 as EC 1.14.13.48, modified 2003, transferred 2017 to EC 1.14.14.51
Pathway
ec00902  Monoterpenoid biosynthesis
ec00903  Limonene and pinene degradation
ec01110  Biosynthesis of secondary metabolites
Orthology
K07381  (S)-limonene 6-monooxygenase
K14732  limonene hydroxylase
K17719  cytochrome P450 family 2 subfamily C9
K17721  cytochrome P450 family 2 subfamily C19
Genes
HSA: 1557(CYP2C19) 1559(CYP2C9)
PTR: 100616515(CYP2C9) 740956(CYP2C19)
PPS: 100995695 100996034
GGO: 101126456 101151965
PON: 100439483 100450749
NLE: 100591471 100601437
MCC: 678686(CYP2C75) 678695(CYP2C9)
MCF: 102115450(CYP2C43) 102147103(CYP2C75)
CSAB: 103216299(CYP2C19) 103216301(CYP2C9)
RRO: 104665355 104666123
CJC: 100389947(CYP2C19)
SBQ: 101041912
 » show all
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
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.51
IUBMB Enzyme Nomenclature: 1.14.14.51
ExPASy - ENZYME nomenclature database: 1.14.14.51
BRENDA, the Enzyme Database: 1.14.14.51
CAS: 138066-93-0

KEGG   REACTION: R02468
Entry
R02468                      Reaction                               

Name
(S)-limonene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating)
Definition
(S)-Limonene + Oxygen + [Reduced NADPH---hemoprotein reductase] <=> (-)-trans-Carveol + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
Reaction class
RC00723  C00521_C00964
Enzyme
Pathway
rn00902  Monoterpenoid biosynthesis
rn00903  Limonene and pinene degradation
rn01110  Biosynthesis of secondary metabolites
Orthology
K07381  (S)-limonene 6-monooxygenase [EC:1.14.14.51]
K14732  limonene hydroxylase [EC:1.14.14.51 1.14.14.52 1.1.1.243 1.1.1.144]
Other DBs
RHEA: 17948

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