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Literature summary for 1.14.14.99 extracted from
- Monoterpene biosynthesis: specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves (1990), Arch. Biochem. Biophys., 276, 219-226.
Activating Compound
| Activating Compound | Comment | Organism | Structure |
|---|---|---|---|
| FAD | plus FMN, 0.005 mM each, activation | Mentha x piperita |  |
| FMN | plus FAD, 0.005 mM each, activation | Mentha x piperita | |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 5,11-Dimethyl-6H-pyrido[4,3-b]carbazole | - |
Mentha x piperita | |
| clotrimazole | i.e. 1-[chloro-alpha,alpha-diphenyl]imidazole, mixed-type, strong | Mentha x piperita | |
| CO | CO:O2 ratio of 9:1, photoreversible | Mentha x piperita | |
| cytochrome c | strong | Mentha x piperita | |
| Metyrapone | i.e. 2-methyl-1,2-di-3-pyridyl-1-propanone, inhibition | Mentha x piperita | |
| miconazole | i.e. 1-[2,4-dichloro-beta-([2,4-di-chlorobenzyl]oxy)phenethyl]-imidazole, mixed-type, weak | Mentha x piperita | |
| additional information | no inhibition: ancymidol, imidazole, up to 5 mM | Mentha x piperita | |
| NADP+ | 2 mM | Mentha x piperita | |
| SKF 525A | i.e. 2-diethylaminoethyl-2,2-diphenylvalerate, moderate | Mentha x piperita | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.018 | - |
(-)-limonene | - |
Mentha x piperita | |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| microsome | - |
Mentha x piperita | - |
- |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (-)-limonene + [reduced NADPH-hemoprotein reductase] + O2 | Mentha x piperita | one of the key reactions of oxygenated monoterpenes, biosynthesis of (-)-menthone | (-)-trans-isopiperitenol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Mentha x piperita | - |
peppermint | - |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| (S)-limonene + [reduced NADPH-hemoprotein reductase] + O2 = (-)-trans-isopiperitenol + [oxidized NADPH-hemoprotein reductase] + H2O | mixed-function oxygenase, ring-hydroxylation | Mentha x piperita |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| leaf epidermis | of both surfaces | Mentha x piperita | - |
Specific Activity [micromol/min/mg]
| Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|
| 0.000685 | - |
- |
Mentha x piperita |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (+)-limonene + [reduced NADPH-hemoprotein reductase] + O2 | hydroxylation at 50% | Mentha x piperita | (+)-trans-isopiperitenol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| (+)-p-menth-1-ene + [reduced NADPH-hemoprotein reductase] + O2 | i.e. (+)-8,9-dihydro-limonene, hydroxylation at 37% the rate of (-)-limonene hydroxylation | Mentha x piperita | (+)-trans-piperitol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| (-)-(4S)-limonene + [reduced NADPH-hemoprotein reductase] + O2 | highly specific, regiospecific and stereospecific reaction | Mentha x piperita | (-)-trans-(3S,4R)-isopiperitenol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| (-)-limonene + [reduced NADPH-hemoprotein reductase] + O2 | one of the key reactions of oxygenated monoterpenes, biosynthesis of (-)-menthone | Mentha x piperita | (-)-trans-isopiperitenol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| (-)-p-menth-1-ene + [reduced NADPH-hemoprotein reductase] + O2 | i.e. (-)-8,9-dihydrolimonene, hydroxylation at 37% the rate of (-)-limonene hydroxylation | Mentha x piperita | (-)-trans-piperitol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| additional information | no substrates: isolimonenes, terpinolene, alpha- or beta-phellandrene, alpha- or beta-terpinene, bicyclic monoterpenes: pinene, sabinene, alpha-thujene, p-cymene, cis- or trans-p-menthane, highly specific, absolute requirement for a reduced pyridine nucleotide and molecular oxygen | Mentha x piperita | ? | - |
? | |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 32 | - |
- |
Mentha x piperita |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.4 | - |
- |
Mentha x piperita |
pH Range
| pH Minimum | pH Maximum | Comment | Organism |
|---|---|---|---|
| 6.9 | 7.9 | about half-maximal activity at pH 6.9 and 7.9 | Mentha x piperita |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| cytochrome P450 | heme-thiolate protein, 0.2-0.9 nmol per mg protein | Mentha x piperita |
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