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Your query returned 13 entries. 
Printable version
| EC | 1.14.13.47 | ||||||
| Transferred entry: | (S)-limonene 3-monooxygenase. Now EC 1.14.14.99, (S)-limonene 3-monooxygenase | ||||||
| EC | 1.14.13.48 | ||||||
| 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 | 1.14.13.80 | ||||||
| Transferred entry: | (R)-limonene 6-monooxygenase. Now classified as EC 1.14.14.53, (R)-limonene 6-monooxygenase | ||||||
| EC | 1.14.13.104 | ||||||
| Transferred entry: | (+)-menthofuran synthase. Now EC 1.14.14.143, (+)-menthofuran synthase | ||||||
| EC | 1.14.13.107 | ||||||
| Accepted name: | limonene 1,2-monooxygenase | ||||||
| Reaction: | (1) (S)-limonene + NAD(P)H + H+ + O2 = 1,2-epoxymenth-8-ene + NAD(P)+ + H2O (2) (R)-limonene + NAD(P)H + H+ + O2 = 1,2-epoxymenth-8-ene + NAD(P)+ + H2O |
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| For diagram of limonene catabolism, click here | |||||||
| Glossary: | limonene = a monoterpenoid (S)-limonene = (-)-limonene (R)-limonene = (+)-limonene limonene-1,2-epoxide = 1,2-epoxymenth-8-ene = 1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane |
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| Systematic name: | limonene,NAD(P)H:oxygen oxidoreductase | ||||||
| Comments: | A flavoprotein (FAD). Limonene is the most widespread terpene and is formed by more than 300 plants. Rhodococcus erythropolis DCL14, a Gram-positive bacterium, is able to grow on both (S)-limonene and (R)-limonene as the sole source of carbon and energy. NADPH can act instead of NADH, although more slowly. It has not been established if the product formed is optically pure or a mixture of two enantiomers. | ||||||
| Links to other databases: | BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB | ||||||
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| EC | 1.14.14.51 | ||||||
| Accepted name: | (S)-limonene 6-monooxygenase | ||||||
| Reaction: | (S)-limonene + [reduced NADPH—hemoprotein reductase] + O2 = (–)-trans-carveol + [oxidized NADPH—hemoprotein reductase] + H2O | ||||||
| For diagram of perillyl alcohol, isopiperitol and carveol biosynthesis, click here | |||||||
| Glossary: | limonene = a monoterpenoid (S)-limonene = (–)-limonene |
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| Other name(s): | (–)-limonene 6-hydroxylase; (–)-limonene 6-monooxygenase; (–)-limonene,NADPH:oxygen oxidoreductase (6-hydroxylating) | ||||||
| Systematic name: | (S)-limonene,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating) | ||||||
| Comments: | A cytochrome P-450 (heme thiolate) enzyme. The enzyme participates in the biosynthesis of (–)-carvone, which is responsible for the aroma of spearmint. | ||||||
| Links to other databases: | BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 138066-93-0 | ||||||
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| EC | 1.14.14.52 | ||||||
| Accepted name: | (S)-limonene 7-monooxygenase | ||||||
| Reaction: | (S)-limonene + [reduced NADPH—hemoprotein reductase] + O2 = (–)-perillyl alcohol + [oxidized NADPH—hemoprotein reductase] + H2O | ||||||
| For diagram of perillyl alcohol, isopiperitol and carveol biosynthesis, click here | |||||||
| Glossary: | limonene = a monoterpenoid (S)-limonene = (–)-limonene |
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| Other name(s): | (–)-limonene 7-monooxygenase; (–)-limonene hydroxylase; (–)-limonene monooxygenase; (–)-limonene,NADPH:oxygen oxidoreductase (7-hydroxylating) | ||||||
| Systematic name: | (S)-limonene,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (7-hydroxylating) | ||||||
| Comments: | A cytochrome P-450 (heme thiolate) enzyme. The enzyme, characterized from the plant Perilla frutescens, participates in the biosynthesis of perillyl aldehyde, the major constituent of the essential oil that accumulates in the glandular trichomes of this plant. Some forms of the enzyme also catalyse the oxidation of (–)-perillyl alcohol to (–)-perillyl aldehyde. | ||||||
| Links to other databases: | BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 122653-75-2 | ||||||
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| EC | 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 |
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| 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, KEGG, MetaCyc, PDB, CAS registry number: 221461-49-0 | ||||||
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| EC | 1.14.14.99 | ||||||
| Accepted name: | (S)-limonene 3-monooxygenase | ||||||
| Reaction: | (S)-limonene + [reduced NADPH—hemoprotein reductase] + O2 = (–)-trans-isopiperitenol + [oxidized NADPH—hemoprotein reductase] + H2O | ||||||
| For diagram of perillyl alcohol, isopiperitol and carveol biosynthesis, click here | |||||||
| Glossary: | limonene = a monoterpenoid (S)-limonene = (–)-limonene |
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| Other name(s): | (–)-limonene 3-hydroxylase; (–)-limonene 3-monooxygenase; CYP71D15 (gene name) | ||||||
| Systematic name: | (S)-limonene,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (3-hydroxylating) | ||||||
| Comments: | A cytochrome P-450 (heme-thiolate) protein from peppermint (Mentha piperita). | ||||||
| Links to other databases: | BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, CAS registry number: 138066-92-9 | ||||||
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| EC | 1.14.14.143 | ||||||
| Accepted name: | (+)-menthofuran synthase | ||||||
| Reaction: | (+)-pulegone + [reduced NADPH—hemoprotein reductase] + O2 = (+)-menthofuran + [oxidized NADPH—hemoprotein reductase] + H2O | ||||||
| For diagram of (–)-carvone, perillyl aldehyde and pulegone biosynthesis, click here and for mechanism of reaction, click here | |||||||
| Other name(s): | menthofuran synthase; (+)-pulegone 9-hydroxylase; (+)-MFS; cytochrome P450 menthofuran synthase | ||||||
| Systematic name: | (+)-pulegone,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (9-hydroxylating) | ||||||
| Comments: | A cytochrome P-450 (heme-thiolate) protein. The conversion of substrate into product involves the hydroxylation of the syn-methyl (C9), intramolecular cyclization to the hemiketal and dehydration to the furan [1]. This is the second cytochrome P-450-mediated step of monoterpene metabolism in peppermint, with the other step being catalysed by EC 1.14.14.99, (S)-limonene 3-monooxygenase [1]. | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||||
| References: |
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| EC | 1.17.99.8 | ||||||
| Accepted name: | limonene dehydrogenase | ||||||
| Reaction: | (1) (S)-limonene + H2O + acceptor = (–)-perillyl alcohol + reduced acceptor (2) (R)-limonene + H2O + acceptor = (+)-perillyl alcohol + reduced acceptor |
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| Glossary: | limonene = 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene perillyl alcohol = [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol (–)-perillyl alcohol = (S)-perillyl alcohol = [(4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol (+)-perillyl alcohol = (R)-perillyl alcohol = [(4R)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol (–)-limonene = (S)-limonene = (4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexene (+)-limonene = (R)-limonene = (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohexene |
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| Other name(s): | ctmAB (gene names) | ||||||
| Systematic name: | limonene:acceptor oxidoreductase (7-hydroxylating) | ||||||
| Comments: | Contains FAD. The enzyme, characterized from the bacterium Castellaniella defragrans 65Phen, hydroxylates the R- and S-enantiomers at a similar rate. The in vivo electron acceptor may be a heterodimeric electron transfer flavoprotein (ETF). | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||||
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| EC | 4.2.3.16 | ||||||
| Accepted name: | (4S)-limonene synthase | ||||||
| Reaction: | geranyl diphosphate = (S)-limonene + diphosphate | ||||||
| For diagram of perillyl alcohol, isopiperitol and carveol biosynthesis, click here | |||||||
| Glossary: | limonene = a monoterpenoid (S)-limonene = (-)-limonene |
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| Other name(s): | (-)-(4S)-limonene synthase; 4S-(-)-limonene synthase; geranyldiphosphate diphosphate lyase (limonene forming); geranyldiphosphate diphosphate lyase [cyclizing, (4S)-limonene-forming]; geranyl-diphosphate diphosphate-lyase [cyclizing; (-)-(4S)-limonene-forming] | ||||||
| Systematic name: | geranyl-diphosphate diphosphate-lyase [cyclizing; (S)-limonene-forming] | ||||||
| Comments: | A recombinant enzyme (also known as a monoterpene synthase or cyclase) from the grand fir (Abies grandis) requires Mn2+ and K+ for activity. Mg2+ is essentially ineffective as the divalent metal ion cofactor. | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 110639-20-8 | ||||||
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