ExplorEnz: EC 1.14.14.53

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1.14.14.53

Accepted name:

(R)-limonene 6-monooxygenase

Reaction:

(R)-limonene + [reduced NADPH—hemoprotein reductase] + O₂ = (+)-trans-carveol + [oxidized NADPH—hemoprotein reductase] + H₂O

For diagram of carvone biosynthesis, click here

Glossary:

limonene = a monoterpenoid
(R)-limonene = (+)-limonene

Other name(s):

(+)-limonene-6-hydroxylase; (+)-limonene 6-monooxygenase

Systematic name:

(R)-limonene,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating)

Comments:

The reaction is stereospecific with over 95% yield of (+)-trans-carveol from (R)-limonene. (S)-Limonene, the substrate for EC 1.14.14.51, (S)-limonene 6-monooxygenase, is not a substrate. Forms part of the carvone biosynthesis pathway in Carum carvi (caraway) seeds.

Links to other databases:

BRENDA, EXPASY, Gene, KEGG, MetaCyc, PDB, CAS registry number: 221461-49-0

References:

1.	Bouwmeester, H.J., Gershenzon, J., Konings, M.C.J.M. and Croteau, R. Biosynthesis of the monoterpenes limonene and carvone in the fruit of caraway. I. Demonstration of enzyme activities and their changes with development. Plant Physiol. 117 (1998) 901–912. [PMID: 9662532]
2.	Bouwmeester, H.J., Konings, M.C.J.M., Gershenzon, J., Karp, F. and Croteau, R. Cytochrome P-450 dependent (+)-limonene-6-hydroxylation in fruits of caraway (Carum carvi). Phytochemistry 50 (1999) 243–248.

[EC 1.14.14.53 created 2003 as EC 1.14.13.80, transferred 2017 to EC 1.14.14.53]