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Your query returned 19 entries. Printable version
EC | 1.5.1.18 | Relevance: 100% | ||||||
Accepted name: | ephedrine dehydrogenase | |||||||
Reaction: | (-)-ephedrine + NAD+ = (R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+ | |||||||
Systematic name: | (-)-ephedrine:NAD+ 2-oxidoreductase | |||||||
Comments: | The product immediately hydrolyses to methylamine and 1-hydroxy-1-phenylpropan-2-one. Acts on a number of related compounds including (-)-sympatol, (+)-pseudoephedrine and (+)-norephedrine. | |||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 73508-06-2 | |||||||
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EC | 1.1.1.423 | Relevance: 93.3% | ||||||
Accepted name: | (1R,2S)-ephedrine 1-dehydrogenase | |||||||
Reaction: | (–)-(1R,2S)-ephedrine + NAD+ = (S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+ | |||||||
Glossary: | (–)-(1R,2S)-ephedrine = (1R,2S)-2-(methylamino)-1-phenylpropan-1-ol (S)-2-(methylamino)-1-phenylpropan-1-one = (S)-methcathinone |
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Other name(s): | EDH; ephedrine dehydrogenase | |||||||
Systematic name: | (–)-(1R,2S)-ephedrine:NAD+ 1-oxidoreductase | |||||||
Comments: | The enzyme, characterized from the bacterium Arthrobacter sp. TS-15, acts on a broad range of different aryl-alkyl ketones, such as haloketones, ketoamines, diketones, and ketoesters. It exhibits a strict enantioselectivity and accepts various types of aryl groups including phenyl-, pyridyl-, thienyl-, and furyl-rings, but the presence of an aromatic ring is essential for the activity. In addition, the presence of a functional group on the alkyl chain, such as an amine, a halogen, or a ketone, is also crucial. When acting on diketones, it catalyses the reduction of only the keto group closest to the ring, with no further reduction to the diol. cf. EC 1.1.1.422, pseudoephedrine dehydrogenase and EC 1.5.1.18, ephedrine dehydrogenase. | |||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | |||||||
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EC | 5.3.3.11 | Relevance: 36.8% | ||||||
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 | 1.1.1.243 | Relevance: 34.5% | ||||||
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 | |||||||
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EC | 1.1.1.422 | Relevance: 33.2% | ||||||
Accepted name: | pseudoephedrine dehydrogenase | |||||||
Reaction: | (+)-(1S,2S)-pseudoephedrine + NAD+ = (S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+ | |||||||
Glossary: | (+)-(1S,2S)-pseudoephedrine = (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol (S)-2-(methylamino)-1-phenylpropan-1-one = (S)-methcathinone |
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Other name(s): | PseDH | |||||||
Systematic name: | (+)-(1S,2S)-pseudoephedrine:NAD+ 1-oxidoreductase | |||||||
Comments: | The enzyme, characterized from the bacterium Arthrobacter sp. TS-15, acts on a broad range of different aryl-alkyl ketones, such as haloketones, ketoamines, diketones, and ketoesters. It accepts various types of aryl groups including phenyl-, pyridyl-, thienyl-, and furyl-rings, but the presence of an aromatic ring is essential for the activity. In addition, the presence of a functional group on the alkyl chain, such as an amine, a halogen, or a ketone, is also crucial. The enzyme exhibits a strict anti-Prelog enantioselectivity. When acting on diketones, it catalyses the reduction of only the keto group closest to the ring, with no further reduction to the diol. cf. EC 1.1.1.423, ephedrine dehydrogenase. | |||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | |||||||
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EC | 5.5.1.28 | Relevance: 33.1% | ||||||
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 | |||||||
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EC | 4.2.3.186 | Relevance: 33% | ||||||
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 | |||||||
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EC | 4.2.3.95 | Relevance: 32.8% | ||||||
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 | |||||||
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EC | 2.8.2.2 | Relevance: 31.8% | ||||||
Accepted name: | alcohol sulfotransferase | |||||||
Reaction: | 3′-phosphoadenylyl sulfate + an alcohol = adenosine 3′,5′-bisphosphate + an alkyl sulfate | |||||||
Glossary: | 3′-phosphoadenylyl sulfate = PAPS | |||||||
Other name(s): | hydroxysteroid sulfotransferase; 3β-hydroxy steroid sulfotransferase; Δ5-3β-hydroxysteroid sulfokinase; 3-hydroxysteroid sulfotransferase; HST; 5α-androstenol sulfotransferase; cholesterol sulfotransferase; dehydroepiandrosterone sulfotransferase; estrogen sulfokinase; estrogen sulfotransferase; steroid alcohol sulfotransferase; steroid sulfokinase; steroid sulfotransferase; sterol sulfokinase; sterol sulfotransferase; alcohol/hydroxysteroid sulfotransferase; 3β-hydroxysteroid sulfotransferase; 3′-phosphoadenylyl-sulfate:alcohol sulfotransferase | |||||||
Systematic name: | 3′-phosphoadenylyl-sulfate:alcohol sulfonotransferase | |||||||
Comments: | Primary and secondary alcohols, including aliphatic alcohols, ascorbic acid, chloramphenicol, ephedrine and hydroxysteroids, but not phenolic steroids, can act as acceptors (cf. EC 2.8.2.15 steroid sulfotransferase). | |||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 9032-76-2 | |||||||
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EC | 4.2.3.6 | Relevance: 31.7% | ||||||
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 | |||||||
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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: 31.4% | ||||||
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 | |||||||
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EC | 1.1.1.296 | Relevance: 31.1% | ||||||
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 | |||||||
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EC | 1.23.1.3 | Relevance: 30.1% | ||||||
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: 29.4% | ||||||
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 | |||||||
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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: 24.9% | ||||||
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 | |||||||
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