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Your query returned 18 entries. Printable version
EC | 1.14.11.81 | Relevance: 100% | ||||||||||||||||||||
Accepted name: | (–)-cyclopenine synthase | |||||||||||||||||||||
Reaction: | (1) cyclopeptine + 2-oxoglutarate + O2 = dehydrocyclopeptine + succinate + CO2 + H2O (2) dehydrocyclopeptine + 2-oxoglutarate + O2 = (–)-cyclopenine + succinate + CO2 |
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For diagram of cyclopeptine, cyclopenine and viridicatin biosynthesis, click here | ||||||||||||||||||||||
Glossary: | cyclopeptine = (3S)-3-benzyl-4-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione (–)-cyclopenine = (3S,3′R)-4-methyl-3′-phenyl-1H-spiro[1,4-benzodiazepine-3,2′-oxirane]-2,5-dione |
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Other name(s): | asqJ (gene name) | |||||||||||||||||||||
Systematic name: | cyclopeptine,2-oxoglutarate:oxygen oxidoreductase ((–)-cyclopenine-forming) | |||||||||||||||||||||
Comments: | This fungal enzyme is involved in the biosynthesis of quinolone compounds. it catalyses two oxidation reactions: the first reaction results in a desaturation; the second reaction is a monooxygenation of the double bond, forming an epoxide. The enzyme is also active with 4′-methoxycyclopeptine. | |||||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | |||||||||||||||||||||
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EC | 4.1.99.27 | Relevance: 96% | ||||||||||||||||||||
Accepted name: | cyclopenase | |||||||||||||||||||||
Reaction: | (–)-cyclopenine = viridicatin + methyl isocyanate | |||||||||||||||||||||
For diagram of cyclopeptine, cyclopenine and viridicatin biosynthesis, click here | ||||||||||||||||||||||
Glossary: | (–)-cyclopenine = (3S,3′R)-4-methyl-3′-phenyl-1H-spiro[1,4-benzodiazepine-3,2′-oxirane]-2,5-dione viridicatin = 3-hydroxy-4-phenyl-1H-quinolin-2-one |
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Other name(s): | asqI (gene name) | |||||||||||||||||||||
Systematic name: | (–)-cyclopenine methyl-isocyanate lyase (viridicatin-forming) | |||||||||||||||||||||
Comments: | This fungal enzyme catalyses a key reaction in the biosynthesis of quinolone compounds, converting the benzodiazepine structure into a quinolone structure. The enzyme is also active with (–)-4′-methoxycyclopenine. | |||||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | |||||||||||||||||||||
References: |
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EC | 5.3.3.11 | Relevance: 39% | ||||||||||||||||||||
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 | |||||||||||||||||||||
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EC | 6.3.2.40 | Relevance: 36.9% | ||||||||||||||||||||
Accepted name: | cyclopeptine synthase | |||||||||||||||||||||
Reaction: | 2 ATP + S-adenosyl-L-methionine + anthranilate + L-phenylalanine = cyclopeptine + 2 AMP + 2 diphosphate + S-adenosyl-L-homocysteine | |||||||||||||||||||||
For diagram of cyclopeptine, cyclopenine and viridicatin biosynthesis, click here | ||||||||||||||||||||||
Glossary: | cyclopeptine = (3S)-3-benzyl-4-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione 4′-methoxycyclopeptine = (3S)-3-(4-methoxybenzyl)-4-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione |
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Systematic name: | S-adenosyl-L-methionine:anthranilate:L-phenylalanine ligase (cyclopeptine-forming) | |||||||||||||||||||||
Comments: | Cyclopeptine synthase is the key enzyme of benzodiazepine alkaloid biosynthesis in several fungi species. The enzyme is a non-ribosomal peptide synthase. It is also active with O-methyl-L-tyrosine forming 4′-methoxycyclopeptine. | |||||||||||||||||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | |||||||||||||||||||||
References: |
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EC | 1.1.1.243 | Relevance: 36.5% | ||||||||||||||||||||
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: |
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EC | 5.5.1.28 | Relevance: 35% | ||||||||||||||||||||
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: |
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EC | 4.2.3.186 | Relevance: 35% | ||||||||||||||||||||
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: |
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EC | 4.2.3.95 | Relevance: 34.7% | ||||||||||||||||||||
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: |
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EC | 4.2.3.6 | Relevance: 33.6% | ||||||||||||||||||||
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: |
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EC | 1.14.13.104 | |||||||||||||||||||||
Transferred entry: | (+)-menthofuran synthase. Now EC 1.14.14.143, (+)-menthofuran synthase | |||||||||||||||||||||
EC | 1.3.99.25 | Relevance: 33.2% | ||||||||||||||||||||
Accepted name: | carvone reductase | |||||||||||||||||||||
Reaction: | (1) (+)-dihydrocarvone + acceptor = (–)-carvone + reduced acceptor (2) (–)-isodihydrocarvone + acceptor = (+)-carvone + reduced acceptor |
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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 |
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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: |
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EC | 1.1.1.296 | Relevance: 32.9% | ||||||||||||||||||||
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 |
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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: |
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EC | 1.23.1.3 | Relevance: 31.8% | ||||||||||||||||||||
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) |
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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 | |||||||||||||||||||||
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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 | 3.1.1.83 | Relevance: 31.2% | ||||||||||||||||||||
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 |
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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: |
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EC | 1.14.13.48 | |||||||||||||||||||||
Transferred entry: | (S)-limonene 6-monooxygenase. Now classified as EC 1.14.14.51, (S)-limonene 6-monooxygenase | |||||||||||||||||||||
EC | 1.14.13.49 | |||||||||||||||||||||
Transferred entry: | (S)-limonene 7-monooxygenase. Now classified as EC 1.14.14.52, (S)-limonene 7-monooxygenase | |||||||||||||||||||||
EC | 1.14.13.105 | Relevance: 26.3% | ||||||||||||||||||||
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) |
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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: |
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