EC |
4.2.3.158 | Relevance: 100% |
Accepted name: |
(–)-spiroviolene synthase |
Reaction: |
geranylgeranyl diphosphate = (–)-spiroviolene + diphosphate |
|
For diagram of biosynthesis of fusicoccane diterpenoids, click here |
Glossary: |
(–)-spiroviolene = (2R,3a′S,3b′R,5S,6a′R)-2,4′,4′,5,6a′-pentamethyl-2′,3′,3a′,3b′,4′,5′,6′,6a′-octahydrospiro[cyclopentane-1,1′-cyclopenta[a]pentalene] |
Systematic name: |
geranylgeranyl-diphosphate diphosphate-lyase [cyclizing, (–)-spiroviolene-forming] |
Comments: |
The enzyme, which forms the diterpene (–)-spiroviolene, has been characterized from the bacterium Streptomyces violens. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, PDB |
References: |
1. |
Rabe, P., Rinkel, J., Dolja, E., Schmitz, T., Nubbemeyer, B., Luu, T.H. and Dickschat, J.S. Mechanistic investigations of two bacterial diterpene cyclases: spiroviolene synthase and tsukubadiene synthase. Angew. Chem. Int. Ed. Engl. 56 (2017) 2776–2779. [DOI] [PMID: 28146322] |
2. |
Xu, H. and Dickschat, J.S. Revision of the cyclisation mechanism for the diterpene spiroviolene and investigations of Its mass spectrometric fragmentation. Chembiochem 22 (2021) 850–854. [DOI] [PMID: 33084237] |
|
[EC 4.2.3.158 created 2017] |
|
|
|
|
EC |
4.2.3.224 | Relevance: 59.7% |
Accepted name: |
allokutznerene synthase |
Reaction: |
geranylgeranyl diphosphate = allokutznerene + diphosphate |
Glossary: |
allokutznerene = (3S,3aS,7aR,10aR,10bS)-3,6,7a,10,10-pentamethyl-1,2,3,4,5,7,7a,8,9,10,10a,10b-dodecahydrodicyclopenta[d,g]indene |
Other name(s): |
PmS |
Systematic name: |
geranylgeranyl-diphosphate diphosphate-lyase (cyclizing, allokutznerene-formimg) |
Comments: |
A diterpene synthase isolated from the bacterium Allokutzneria albata. It also produces bonnadiene (EC 4.2.3.223, bonnadiene synthase), phomopsene (EC 4.2.3.222, phomopsene synthase) and traces of (–)-spiroviolene (EC 4.2.3.158, (–)-spiroviolene synthase). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Lauterbach, L., Rinkel, J. and Dickschat, J.S. Two bacterial diterpene synthases from Allokutzneria albata produce bonnadiene, phomopsene, and allokutznerene. Angew. Chem. Int. Ed. Engl. 57 (2018) 8280–8283. [DOI] [PMID: 29758116] |
|
[EC 4.2.3.224 created 2024] |
|
|
|
|
EC |
4.2.3.223 | Relevance: 59.7% |
Accepted name: |
bonnadiene synthase |
Reaction: |
geranylgeranyl diphosphate = bonnadiene + diphosphate |
Glossary: |
bonnadiene = (1R,7R,7aR,11aR)-1,4,9-trimethyl-7-(propan-2-yl)-2,3,5,6,7,7a,10,11-octahydro-1H-benzo[d]azulene |
Other name(s): |
BdS |
Systematic name: |
geranylgeranyl-diphosphate diphosphate-lyase (cyclizing, bonnadiene-formimg) |
Comments: |
A diterpene synthase isolated from the bacterium Allokutzneria albata. It also generates allokutznerene (EC 4.2.3.224, allokutznerene synthase), phomopsene (EC 4.2.3.222, phomopsene synthase) and traces of (–)-spiroviolene (EC 4.2.3.158, (–)-spiroviolene synthase). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Lauterbach, L., Rinkel, J. and Dickschat, J.S. Two bacterial diterpene synthases from Allokutzneria albata produce bonnadiene, phomopsene, and allokutznerene. Angew. Chem. Int. Ed. Engl. 57 (2018) 8280–8283. [DOI] [PMID: 29758116] |
|
[EC 4.2.3.223 created 2024] |
|
|
|
|
EC |
4.2.3.222 | Relevance: 55.4% |
Accepted name: |
phomopsene synthase |
Reaction: |
geranylgeranyl diphosphate = phomopsene + diphosphate |
Glossary: |
phomopsene = (1S,6aS,6bR,9aR,10aS)-1,4,7,7,9a-pentamethyl-1,2,3,5,6,6a,6b,7,8,9,9a,10-dodecahydrodicyclopenta[a,d]indene |
Other name(s): |
PaPS; NtPS; NrPS; PmS |
Systematic name: |
geranylgeranyl-diphosphate diphosphate-lyase (cyclizing, phomopsene-formimg) |
Comments: |
A diterpene synthase from the fungus Diaporthe amygdali. Phomopsene synthase has also been isolated from the bacteria Nocardia testacea, Nocardia rhamnosiphila, and Allokutzneria albata. The Allokutzneria albata enzyme also generates allokutznerene (EC 4.2.3.224, allokutznerene synthase), bonnadiene (EC 4.2.3.223, bonnadiene synthase) and traces of (–)-spiroviolene (EC 4.2.3.158, (–)-spiroviolene synthase). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Toyomasu, T., Kaneko, A., Tokiwano, T., Kanno, Y., Kanno, Y., Niida, R., Miura, S., Nishioka, T., Ikeda, C., Mitsuhashi, W., Dairi, T., Kawano, T., Oikawa, H., Kato, N. and Sassa, T. Biosynthetic gene-based secondary metabolite screening: a new diterpene, methyl phomopsenonate, from the fungus Phomopsis amygdali. J. Org. Chem. 74 (2009) 1541–1548. [DOI] [PMID: 19161275] |
2. |
Shinde, S.S., Minami, A., Chen, Z., Tokiwano, T., Toyomasu, T., Kato, N., Sassa, T. and Oikawa, H. Cyclization mechanism of phomopsene synthase: mass spectrometry based analysis of various site-specifically labeled terpenes. J. Antibiot. (Tokyo) 70 (2017) 632–638. [DOI] [PMID: 28270685] |
3. |
Lauterbach, L., Rinkel, J. and Dickschat, J.S. Two bacterial diterpene synthases from Allokutzneria albata produce bonnadiene, phomopsene, and allokutznerene. Angew. Chem. Int. Ed. Engl. 57 (2018) 8280–8283. [DOI] [PMID: 29758116] |
4. |
Rinkel, J., Steiner, S.T. and Dickschat, J.S. Diterpene biosynthesis in actinomycetes: studies on cattleyene synthase and phomopsene synthase. Angew. Chem. Int. Ed. Engl. 58 (2019) 9230–9233. [DOI] [PMID: 31034729] |
|
[EC 4.2.3.222 created 2024] |
|
|
|
|
EC |
5.3.3.11 | Relevance: 33.1% |
Accepted name: |
isopiperitenone Δ-isomerase |
Reaction: |
isopiperitenone = piperitenone |
|
For diagram of (–)-carvone, perillyl aldehyde and pulegone biosynthesis, click here |
Systematic name: |
isopiperitenone Δ8-Δ4-isomerase |
Comments: |
Involved in the biosynthesis of menthol and related monoterpenes in peppermint (Mentha piperita) leaves. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 96595-07-2 |
References: |
1. |
Kjonaas, R.B., Venkatachalam, K.V. and Croteau, R. Metabolism of monoterpenes: oxidation of isopiperitenol to isopiperitenone, and subsequent isomerization to piperitenone by soluble enzyme preparations from peppermint (Mentha piperita) leaves. Arch. Biochem. Biophys. 238 (1985) 49–60. [DOI] [PMID: 3885858] |
|
[EC 5.3.3.11 created 1989] |
|
|
|
|
EC |
1.1.1.243 | Relevance: 31% |
Accepted name: |
carveol dehydrogenase |
Reaction: |
(–)-trans-carveol + NADP+ = (–)-carvone + NADPH + H+ |
|
For diagram of (–)-carvone, perillyl aldehyde and pulegone biosynthesis, click here |
Other name(s): |
(–)-trans-carveol dehydrogenase |
Systematic name: |
(–)-trans-carveol:NADP+ oxidoreductase |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, CAS registry number: 122653-66-1 |
References: |
1. |
Gershenzon, J., Maffei, M. and Croteau, R. Biochemical and histochemical-localization of monoterpene biosynthesis in the glandular trichomes of spearmint (Mentha spicata). Plant Physiol. 89 (1989) 1351–1357. [PMID: 16666709] |
|
[EC 1.1.1.243 created 1992] |
|
|
|
|
EC |
5.5.1.28 | Relevance: 29.7% |
Accepted name: |
(–)-kolavenyl diphosphate synthase |
Reaction: |
geranylgeranyl diphosphate = (–)-kolavenyl diphosphate |
|
For diagram of (–)-kolavenyl diphosphate derived diterpenoids, click here |
Glossary: |
(–)-kolavenyl diphosphate = (2E)-5-[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl diposphate |
Other name(s): |
SdKPS; TwTPS14; TwTPS10/KPS; SdCPS2; clerodienyl diphosphate synthase; CLPP |
Systematic name: |
(–)-kolavenyl diphosphate lyase (ring-opening) |
Comments: |
Isolated from the hallucinogenic plant Salvia divinorum (seer’s sage) and the medicinal plant Tripterygium wilfordii (thunder god vine). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Hansen, N.L., Heskes, A.M., Hamberger, B., Olsen, C.E., Hallstrom, B.M., Andersen-Ranberg, J. and Hamberger, B. The terpene synthase gene family in Tripterygium wilfordii harbors a labdane-type diterpene synthase among the monoterpene synthase TPS-b subfamily. Plant J. 89 (2017) 429–441. [DOI] [PMID: 27801964] |
2. |
Chen, X., Berim, A., Dayan, F.E. and Gang, D.R. A (–)-kolavenyl diphosphate synthase catalyzes the first step of salvinorin A biosynthesis in Salvia divinorum. J. Exp. Bot. 68 (2017) 1109–1122. [DOI] [PMID: 28204567] |
|
[EC 5.5.1.28 created 2017] |
|
|
|
|
EC |
4.2.3.186 | Relevance: 29.7% |
Accepted name: |
ent-13-epi-manoyl oxide synthase |
Reaction: |
ent-8α-hydroxylabd-13-en-15-yl diphosphate = ent-13-epi-manoyl oxide + diphosphate |
|
For diagram of (–)-kolavenyl diphosphate derived diterpenoids, click here |
Glossary: |
Ent-13-epi-manoyl oxide = (13R)-ent-8,13-epoxylabd-14-ene |
Other name(s): |
SmKSL2; ent-LDPP synthase |
Systematic name: |
ent-8α-hydroxylabd-13-en-15-yl-diphosphate diphosphate-lyase (cyclizing, ent-13-epi-manoyl-oxide-forming) |
Comments: |
Isolated from the plant Salvia miltiorrhiza (red sage). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Cui, G., Duan, L., Jin, B., Qian, J., Xue, Z., Shen, G., Snyder, J.H., Song, J., Chen, S., Huang, L., Peters, R.J. and Qi, X. Functional divergence of diterpene syntheses in the medicinal plant Salvia miltiorrhiza. Plant Physiol. 169 (2015) 1607–1618. [DOI] [PMID: 26077765] |
|
[EC 4.2.3.186 created 2017] |
|
|
|
|
EC |
4.2.3.95 | Relevance: 29.5% |
Accepted name: |
(-)-α-cuprenene synthase |
Reaction: |
(2E,6E)-farnesyl diphosphate = (-)-α-cuprenene + diphosphate |
|
For diagram of biosynthesis of bicyclic sesquiterpenoids derived from bisabolyl cation, click here and for diagram of trichodiene and (–)-α-cuprenene biosynthesis, click here |
Other name(s): |
Cop6 |
Systematic name: |
(-)-α-cuprenene hydrolase [cyclizing, (-)-α-cuprenene-forming] |
Comments: |
The enzyme from the fungus Coprinopsis cinerea produces (-)-α-cuprenene with high selectivity. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Lopez-Gallego, F., Agger, S.A., Abate-Pella, D., Distefano, M.D. and Schmidt-Dannert, C. Sesquiterpene synthases Cop4 and Cop6 from Coprinus cinereus: catalytic promiscuity and cyclization of farnesyl pyrophosphate geometric isomers. ChemBioChem 11 (2010) 1093–1106. [DOI] [PMID: 20419721] |
|
[EC 4.2.3.95 created 2012] |
|
|
|
|
EC |
4.2.3.6 | Relevance: 28.5% |
Accepted name: |
trichodiene synthase |
Reaction: |
(2E,6E)-farnesyl diphosphate = trichodiene + diphosphate |
|
For diagram of biosynthesis of bicyclic sesquiterpenoids derived from bisabolyl cation, click here and for diagram of trichodiene and (–)-α-cuprenene biosynthesis, click here |
Other name(s): |
trichodiene synthetase; sesquiterpene cyclase; trans,trans-farnesyl-diphosphate sesquiterpenoid-lyase |
Systematic name: |
(2E,6E)-farnesyl-diphosphate diphosphate-lyase (cyclizing, trichodiene-forming) |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 101915-76-8 |
References: |
1. |
Hohn, T.M. and Vanmiddlesworth, F. Purification and characterization of the sesquiterpene cyclase trichodiene synthetase from Fusarium sporotrichioides. Arch. Biochem. Biophys. 251 (1986) 756–761. [DOI] [PMID: 3800398] |
2. |
Hohn, T.M. and Beremand, P.D. Isolation and nucleotide sequence of a sesquiterpene cyclase gene from the trichothecene-producing fungus Fusarium sporotrichioides. Gene 79 (1989) 131–138. [DOI] [PMID: 2777086] |
3. |
Rynkiewicz, M.J., Cane, D.E. and Christianson, D.W. Structure of trichodiene synthase from Fusarium sporotrichioides provides mechanistic inferences on the terpene cyclization cascade. Proc. Natl. Acad. Sci. USA 98 (2001) 13543–13548. [DOI] [PMID: 11698643] |
|
[EC 4.2.3.6 created 1989 as EC 4.1.99.6, transferred 2000 to EC 4.2.3.6] |
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|
|
|
EC
|
1.14.13.104
|
Transferred entry: | (+)-menthofuran synthase. Now EC 1.14.14.143, (+)-menthofuran synthase
|
[EC 1.14.13.104 created 2008, deleted 2018] |
|
|
|
|
EC |
1.3.99.25 | Relevance: 28.2% |
Accepted name: |
carvone reductase |
Reaction: |
(1) (+)-dihydrocarvone + acceptor = (–)-carvone + reduced acceptor (2) (–)-isodihydrocarvone + acceptor = (+)-carvone + reduced acceptor |
|
For diagram of (–)-carvone catabolism, click here |
Glossary: |
(+)-dihydrocarvone = (1S,4R)-menth-8-en-2-one
(+)-isodihydrocarvone = (1S,4R)-menth-8-en-2-one
(–)-carvone = (4R)-mentha-1(6),8-dien-6-one = (5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one |
Systematic name: |
(+)-dihydrocarvone:acceptor 1,6-oxidoreductase |
Comments: |
This enzyme participates in the carveol and dihydrocarveol degradation pathway of the Gram-positive bacterium Rhodococcus erythropolis DCL14. The enzyme has not been purified, and requires an unknown cofactor, which is different from NAD+, NADP+ or a flavin. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
van der Werf, M.J. and Boot, A.M. Metabolism of carveol and dihydrocarveol in Rhodococcus erythropolis DCL14. Microbiology 146 (2000) 1129–1141. [DOI] [PMID: 10832640] |
|
[EC 1.3.99.25 created 2008] |
|
|
|
|
EC |
1.1.1.296 | Relevance: 28% |
Accepted name: |
dihydrocarveol dehydrogenase |
Reaction: |
menth-8-en-2-ol + NAD+ = menth-8-en-2-one + NADH + H+ |
|
For diagram of (–)-carvone catabolism, click here |
Glossary: |
(+)-dihydrocarveol = (1S,2S,4S)-menth-8-en-2-ol
(+)-isodihydrocarveol = (1S,2S,4R)-menth-8-en-2-ol
(+)-neoisodihydrocarveol = (1S,2R,4R)-menth-8-en-2-ol
(–)-dihydrocarvone = (1S,4S)-menth-8-en-2-one
(+)-isodihydrocarvone = (1S,4R)-menth-8-en-2-one |
Other name(s): |
carveol dehydrogenase (ambiguous) |
Systematic name: |
menth-8-en-2-ol:NAD+ oxidoreductase |
Comments: |
This enzyme from the Gram-positive bacterium Rhodococcus erythropolis DCL14 forms part of the carveol and dihydrocarveol degradation pathway. The enzyme accepts all eight stereoisomers of menth-8-en-2-ol as substrate, although some isomers are converted faster than others. The preferred substrates are (+)-neoisodihydrocarveol, (+)-isodihydrocarveol, (+)-dihydrocarveol and (–)-isodihydrocarveol. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
van der Werf, M.J. and Boot, A.M. Metabolism of carveol and dihydrocarveol in Rhodococcus erythropolis DCL14. Microbiology 146 (2000) 1129–1141. [DOI] [PMID: 10832640] |
|
[EC 1.1.1.296 created 2008] |
|
|
|
|
EC |
1.23.1.3 | Relevance: 27% |
Accepted name: |
(–)-pinoresinol reductase |
Reaction: |
(–)-lariciresinol + NADP+ = (–)-pinoresinol + NADPH + H+ |
|
For diagram of (–)-lariciresinol biosynthesis, click here |
Glossary: |
(–)-lariciresinol = 4-[(2R,3S,4S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol
(–)-pinoresinol = (1R,3aS,4R,6aS)-4,4′-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis(2-methoxyphenol) |
Other name(s): |
pinoresinol/lariciresinol reductase; pinoresinol-lariciresinol reductases; (–)-pinoresinol-(–)-lariciresinol reductase; PLR |
Systematic name: |
(–)-lariciresinol:NADP+ oxidoreductase |
Comments: |
The reaction is catalysed in vivo in the opposite direction to that shown. A multifunctional enzyme that usually further reduces the product to (+)-secoisolariciresinol [EC 1.23.1.4, (–)-lariciresinol reductase]. Isolated from the plants Thuja plicata (western red cedar) [1], Linum perenne (perennial flax) [2] and Arabidopsis thaliana (thale cress) [3]. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, PDB |
References: |
1. |
Fujita, M., Gang, D.R., Davin, L.B. and Lewis, N.G. Recombinant pinoresinol-lariciresinol reductases from western red cedar (Thuja plicata) catalyze opposite enantiospecific conversions. J. Biol. Chem. 274 (1999) 618–627. [DOI] [PMID: 9872995] |
2. |
Hemmati, S., Schmidt, T.J. and Fuss, E. (+)-Pinoresinol/(-)-lariciresinol reductase from Linum perenne Himmelszelt involved in the biosynthesis of justicidin B. FEBS Lett. 581 (2007) 603–610. [DOI] [PMID: 17257599] |
3. |
Nakatsubo, T., Mizutani, M., Suzuki, S., Hattori, T. and Umezawa, T. Characterization of Arabidopsis thaliana pinoresinol reductase, a new type of enzyme involved in lignan biosynthesis. J. Biol. Chem. 283 (2008) 15550–15557. [DOI] [PMID: 18347017] |
|
[EC 1.23.1.3 created 2013] |
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|
|
|
EC
|
1.14.13.47
|
Transferred entry: | (S)-limonene 3-monooxygenase. Now EC 1.14.14.99, (S)-limonene 3-monooxygenase
|
[EC 1.14.13.47 created 1992, modified 2003, deleted 2018] |
|
|
|
|
EC |
3.1.1.83 | Relevance: 26.5% |
Accepted name: |
monoterpene ε-lactone hydrolase |
Reaction: |
(1) isoprop(en)ylmethyloxepan-2-one + H2O = 6-hydroxyisoprop(en)ylmethylhexanoate (general reaction) (2) 4-isopropenyl-7-methyloxepan-2-one + H2O = 6-hydroxy-3-isopropenylheptanoate (3) 7-isopropyl-4-methyloxepan-2-one + H2O = 6-hydroxy-3,7-dimethyloctanoate |
|
For diagram of (–)-carvone catabolism, click here and for diagram of menthol biosynthesis, click here |
Other name(s): |
MLH |
Systematic name: |
isoprop(en)ylmethyloxepan-2-one lactonohydrolase |
Comments: |
The enzyme catalyses the ring opening of ε-lactones which are formed during degradation of dihydrocarveol by the Gram-positive bacterium Rhodococcus erythropolis DCL14. The enzyme also acts on ethyl caproate, indicating that it is an esterase with a preference for lactones (internal cyclic esters). The enzyme is not stereoselective. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
van der Vlugt-Bergmans , C.J. and van der Werf , M.J. Genetic and biochemical characterization of a novel monoterpene ε-lactone hydrolase from Rhodococcus erythropolis DCL14. Appl. Environ. Microbiol. 67 (2001) 733–741. [DOI] [PMID: 11157238] |
|
[EC 3.1.1.83 created 2008] |
|
|
|
|
EC
|
1.14.13.48
|
Transferred entry: | (S)-limonene 6-monooxygenase. Now classified as EC 1.14.14.51, (S)-limonene 6-monooxygenase
|
[EC 1.14.13.48 created 1992, modified 2003, deleted 2017] |
|
|
|
|
EC
|
1.14.13.49
|
Transferred entry: | (S)-limonene 7-monooxygenase. Now classified as EC 1.14.14.52, (S)-limonene 7-monooxygenase
|
[EC 1.14.13.49 created 1992, modified 2003, deleted 2017] |
|
|
|
|
EC |
1.14.13.105 | Relevance: 22.4% |
Accepted name: |
monocyclic monoterpene ketone monooxygenase |
Reaction: |
(1) (–)-menthone + NADPH + H+ + O2 = (4R,7S)-7-isopropyl-4-methyloxepan-2-one + NADP+ + H2O (2) dihydrocarvone + NADPH + H+ + O2 = 4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O (3) (iso)-dihydrocarvone + NADPH + H+ + O2 = 6-isopropenyl-3-methyloxepan-2-one + NADP+ + H2O (4a) 1-hydroxymenth-8-en-2-one + NADPH + H+ + O2 = 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O (4b) 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one = 3-isopropenyl-6-oxoheptanoate (spontaneous) |
|
For diagram of (–)-carvone catabolism, click here, for diagram of limonene catabolism, click here and for diagram of menthol biosynthesis, click here |
Other name(s): |
1-hydroxy-2-oxolimonene 1,2-monooxygenase; dihydrocarvone 1,2-monooxygenase; MMKMO |
Systematic name: |
(–)-menthone,NADPH:oxygen oxidoreductase |
Comments: |
A flavoprotein (FAD). This Baeyer-Villiger monooxygenase enzyme from the Gram-positive bacterium Rhodococcus erythropolis DCL14 has wide substrate specificity, catalysing the lactonization of a large number of monocyclic monoterpene ketones and substituted cyclohexanones [2]. Both (1R,4S)- and (1S,4R)-1-hydroxymenth-8-en-2-one are metabolized, with the lactone product spontaneously rearranging to form 3-isopropenyl-6-oxoheptanoate [1]. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
van der Werf, M.J., Swarts, H.J. and de Bont, J.A. Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene. Appl. Environ. Microbiol. 65 (1999) 2092–2102. [PMID: 10224006] |
2. |
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