KEGG   ENZYME: 1.14.13.80Help
Entry
EC 1.14.13.80               Enzyme                                 

Name
(R)-limonene 6-monooxygenase;
(+)-limonene-6-hydroxylase;
(+)-limonene 6-monooxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
(R)-limonene,NADPH:oxygen oxidoreductase (6-hydroxylating)
Reaction(IUBMB)
(R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
Reaction(KEGG)
Substrate
(R)-limonene;
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
(+)-trans-carveol [CPD:C11409];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
The reaction is stereospecific with over 95% yield of (+)-trans-carveol from (R)-limonene. (S)-Limonene, the substrate for EC 1.14.13.48, (S)-limonene 6-monooxygenase, is not a substrate. Forms part of the carvone biosynthesis pathway in Carum carvi (caraway) seeds.
History
EC 1.14.13.80 created 2003
Pathway
Monoterpenoid biosynthesis
Limonene and pinene degradation
Biosynthesis of secondary metabolites
Orthology
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: 
PPS: 
PON: 
MCF: 
102147103(CYP2C75)
TUP: 
MYD: 
Taxonomy
Reference
1  [PMID:9662532]
  Authors
Bouwmeester HJ, Gershenzon J, Konings MC, Croteau R.
  Title
Biosynthesis of the monoterpenes limonene and carvone in the fruit of caraway. I. Demonstration Of enzyme activities and their changes with development
  Journal
Plant. Physiol. 117 (1998) 901-12.
  Organism
Carum carvi
Reference
2
  Authors
Bouwmeester, H.J., Konings, M.C.J.M., Gershenzon, J., Karp, F. and Croteau, R.
  Title
Cytochrome P-450 dependent (+)-limonene-6-hydroxylation in fruits of caraway (Carum Carvi).
  Journal
Phytochemistry 50 (1999) 243-248.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
221461-49-0

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