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Literature summary extracted from

  • Helvig, C.; Koener, J.F.; Unnithan, G.C.; Feyereisen, R.
    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.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
1.14.14.127 agriculture the enzyme may be useful in the design and screening of selective insect control agents Diploptera punctata

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.127 expression of the His-tagged enzyme in Escherichia coli Diploptera punctata

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.14.127 5-(2-(benzyloxy)phenyl)-1-(3,7-dimethyloct-6-en-1-yl)-1H-imidazole
-
 Diploptera punctata
1.14.14.127 5-(3-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]phenyl)-1-(2-methylpropyl)-1H-imidazole
-
 Diploptera punctata
1.14.14.127 5-[3-(benzyloxy)phenyl]-1-(2-methylpropyl)-1H-imidazole
-
 Diploptera punctata
1.14.14.127 additional information inhibition 1,5-disubstituted imidazoles Diploptera punctata

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.14.127 0.38
-
 methyl (2E,6E)-farnesoate pH 7.7, 30°C Diploptera punctata

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.14.14.127 55000
-
 x * 55000, SDS-PAGE Diploptera punctata

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.127 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

EC Number Organism UniProt Comment Textmining
1.14.14.127 Diploptera punctata Q6R7M4
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.14.127 recombinant His-tagged enzyme Diploptera punctata

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.127 corpus allatum CYP15A1 transcripts are detected only in the corpora allata of day 5-mated females. Highest CYP15A1 transcript levels are observed on days 3–6, 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
-
1.14.14.127 additional information CYP15A1 transcripts are not detected in the brain or fat body Diploptera punctata
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.127 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
-
 ?
1.14.14.127 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 ?
1.14.14.127 methyl (2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 epoxidation is 12% compared to epoxidation of methyl (2E,6E)-farnesoate Diploptera punctata ?
-
 ?
1.14.14.127 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

EC Number Subunits Comment Organism
1.14.14.127 ? x * 55000, SDS-PAGE Diploptera punctata

Synonyms

EC Number Synonyms Comment Organism
1.14.14.127 CYP15A1
-
 Diploptera punctata

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.14.127 30
-
 assay at Diploptera punctata

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.14.127 0.003 0.005 methyl (2E,6E)-farnesoate pH 7.7, 30°C Diploptera punctata

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.14.127 7.7
-
 assay at Diploptera punctata

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.127 cytochrome P-450 a heme-thiolate protein Diploptera punctata

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.14.127 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
1.14.14.127 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
1.14.14.127 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