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Literature summary for 1.14.14.127 extracted from
- CYP15A1, the cytochrome P450 that catalyzes epoxidation of methyl farnesoate to juvenile hormone III in cockroach corpora allata (2004), Proc. Natl. Acad. Sci. USA, 101, 4024-4029.
Application
| Application | Comment | Organism |
|---|---|---|
| agriculture | the enzyme may be useful in the design and screening of selective insect control agents | Diploptera punctata |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expression of the His-tagged enzyme in Escherichia coli | Diploptera punctata |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 5-(2-(benzyloxy)phenyl)-1-(3,7-dimethyloct-6-en-1-yl)-1H-imidazole | - |
Diploptera punctata |  |
| 5-(3-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]phenyl)-1-(2-methylpropyl)-1H-imidazole | - |
Diploptera punctata | |
| 5-[3-(benzyloxy)phenyl]-1-(2-methylpropyl)-1H-imidazole | - |
Diploptera punctata | |
| additional information | inhibition 1,5-disubstituted imidazoles | Diploptera punctata |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.38 | - |
methyl (2E,6E)-farnesoate | pH 7.7, 30°C | Diploptera punctata | |
Molecular Weight [Da]
| Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|
| 55000 | - |
x * 55000, SDS-PAGE | Diploptera punctata |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| methyl (2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 | Diploptera punctata | the enzyme, found in insects except for Lepidoptera (moths and butterflies) is specific for methyl farnesoate | juvenile hormone III + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Diploptera punctata | Q6R7M4 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant His-tagged enzyme | Diploptera punctata |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| corpus allatum | CYP15A1 transcripts are detected only in the corpora allata of day 5-mated females. Highest CYP15A1 transcript levels are observed on days 36, at the time of maximal biosynthetic activity of the glands, whereas the message is barely detectable on days 10, 15, and 20, after oviposition and during pregnancy, when juvenile hormone synthesis is low | Diploptera punctata | - |
| additional information | CYP15A1 transcripts are not detected in the brain or fat body | Diploptera punctata | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| methyl (2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 | the enzyme, found in insects except for Lepidoptera (moths and butterflies) is specific for methyl farnesoate | Diploptera punctata | juvenile hormone III + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| methyl (2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 | the enzyme is specific for methyl (2E,6E)-farnesoate i.e. (2E,6E)-3,7,11-trimethyl-2,6-dodecatrienoate. The enzyme produces juvenile hormone III with a ratio of 98:2 in favor of the natural (10R)-epoxide enantiomer. No activity with methyl (2Z,6Z)-farnesoate, methyl (2Z,6E)-farnesoate | Diploptera punctata | juvenile hormone III + [oxidized NADPH-hemoprotein reductase] + H2O | juvenile hormone III i.e. methyl (2E,6E,10R,11S)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoate | ? | |
| methyl (2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 | epoxidation is 12% compared to epoxidation of methyl (2E,6E)-farnesoate | Diploptera punctata | ? | - |
? | |
| additional information | no activity with farnesol, farnesal, farnesoic acid, juvenile hormone III, 3,7,11-trimethyl-dodecanol, geranyl geraniol, farnesyl methyl ether, and geraniol and the fatty acids, lauric acid, and arachidonic acid | Diploptera punctata | ? | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| ? | x * 55000, SDS-PAGE | Diploptera punctata |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| CYP15A1 | - |
Diploptera punctata |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
assay at | Diploptera punctata |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.003 | 0.005 | methyl (2E,6E)-farnesoate | pH 7.7, 30°C | Diploptera punctata | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.7 | - |
assay at | Diploptera punctata |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| cytochrome P-450 | a heme-thiolate protein | Diploptera punctata |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.000025 | - |
pH 7.7, 30°C, inhibition of methyl (2E,6E)-farnesoate epoxidation by recombinant CYP15A1 in a reconstituted system | Diploptera punctata | 5-[3-(benzyloxy)phenyl]-1-(2-methylpropyl)-1H-imidazole | |
| 0.0002 | - |
pH 7.7, 30°C, inhibition of methyl (2E,6E)-farnesoate epoxidation by recombinant CYP15A1 in a reconstituted system | Diploptera punctata | 5-(3-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]phenyl)-1-(2-methylpropyl)-1H-imidazole | |
| 0.06 | - |
pH 7.7, 30°C, inhibition of methyl (2E,6E)-farnesoate epoxidation by recombinant CYP15A1 in a reconstituted system | Diploptera punctata | 5-(2-(benzyloxy)phenyl)-1-(3,7-dimethyloct-6-en-1-yl)-1H-imidazole | |
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