BRENDA - Enzyme Database show
show all sequences of 1.14.14.127

CYP15A1, the cytochrome P450 that catalyzes epoxidation of methyl farnesoate to juvenile hormone III in cockroach corpora allata

Helvig, C.; Koener, J.F.; Unnithan, G.C.; Feyereisen, R.; Proc. Natl. Acad. Sci. USA 101, 4024-4029 (2004)

Data extracted from this reference:

Application
Application
Commentary
Organism
agriculture
the enzyme may be useful in the design and screening of selective insect control agents
Diploptera punctata
Cloned(Commentary)
Commentary
Organism
expression of the His-tagged enzyme in Escherichia coli
Diploptera punctata
Inhibitors
Inhibitors
Commentary
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
Commentary
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]
Commentary
Organism
55000
-
x * 55000, SDS-PAGE
Diploptera punctata
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
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
Primary Accession No. (UniProt)
Commentary
Textmining
Diploptera punctata
Q6R7M4
-
-
Purification (Commentary)
Commentary
Organism
recombinant His-tagged enzyme
Diploptera punctata
Source Tissue
Source Tissue
Commentary
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 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
-
additional information
CYP15A1 transcripts are not detected in the brain or fat body
Diploptera punctata
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
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
732805
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
732805
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
732805
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
732805
Diploptera punctata
?
-
-
-
-
Subunits
Subunits
Commentary
Organism
?
x * 55000, SDS-PAGE
Diploptera punctata
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Diploptera punctata
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
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
Commentary
Organism
7.7
-
assay at
Diploptera punctata
Cofactor
Cofactor
Commentary
Organism
Structure
cytochrome P-450
a heme-thiolate protein
Diploptera punctata
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
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
Application (protein specific)
Application
Commentary
Organism
agriculture
the enzyme may be useful in the design and screening of selective insect control agents
Diploptera punctata
Cloned(Commentary) (protein specific)
Commentary
Organism
expression of the His-tagged enzyme in Escherichia coli
Diploptera punctata
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
cytochrome P-450
a heme-thiolate protein
Diploptera punctata
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
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
Inhibitors (protein specific)
Inhibitors
Commentary
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] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.38
-
methyl (2E,6E)-farnesoate
pH 7.7, 30°C
Diploptera punctata
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
55000
-
x * 55000, SDS-PAGE
Diploptera punctata
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
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
-
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
recombinant His-tagged enzyme
Diploptera punctata
Source Tissue (protein specific)
Source Tissue
Commentary
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 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
-
additional information
CYP15A1 transcripts are not detected in the brain or fat body
Diploptera punctata
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
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
732805
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
732805
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
732805
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
732805
Diploptera punctata
?
-
-
-
-
Subunits (protein specific)
Subunits
Commentary
Organism
?
x * 55000, SDS-PAGE
Diploptera punctata
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Diploptera punctata
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.003
0.005
methyl (2E,6E)-farnesoate
pH 7.7, 30°C
Diploptera punctata
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.7
-
assay at
Diploptera punctata
Other publictions for EC 1.14.14.127
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
745508
Cardoso-Junior
Methyl farnesoate epoxidase ( ...
Melipona scutellaris
J. Insect Physiol.
101
185-194
2017
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1
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1
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11
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7
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1
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2
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1
2
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1
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7
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1
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1
1
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746473
Jiang
Characterization of juvenile ...
Epicauta chinensis
Sci. Rep.
7
2308
2017
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1
-
1
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-
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1
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1
-
3
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2
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1
1
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2
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1
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1
2
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1
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1
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1
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2
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1
1
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1
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2
2
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744987
Jedlicka
Gene expression dynamics in m ...
Bombus terrestris terrestris
Front. Physiol.
7
574
2016
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1
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1
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2
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10
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1
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1
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1
1
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1
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10
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1
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2
2
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732291
Minakuchi
Expressional and functional an ...
Tribolium castaneum
J. Insect Physiol.
80
61-70
2015
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1
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3
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3
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1
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3
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2
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1
1
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745073
Abrisqueta
Insulin receptor-mediated nut ...
Blattella germanica
Insect Biochem. Mol. Biol.
49
14-23
2014
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1
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1
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3
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1
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1
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2
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1
2
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1
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1
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1
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1
2
2
1
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731512
Daimon
Function, diversity, and appli ...
Diploptera punctata
Biotechnol. Appl. Biochem.
60
82-91
2013
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1
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1
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732805
Helvig
CYP15A1, the cytochrome P450 t ...
Diploptera punctata
Proc. Natl. Acad. Sci. USA
101
4024-4029
2004
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1
1
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4
1
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1
1
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5
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1
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4
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4
1
1
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1
1
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1
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3
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1
1
1
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3
4
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1
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1
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4
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1
1
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1
1
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731914
Andersen
Photoaffinity labeling of meth ...
Diploptera punctata
Insect Biochem. Mol. Biol.
25
713-719
1995
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2
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1
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4
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5
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5
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1
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731921
Pratt
-
The influence of a P450 inhibi ...
Periplaneta americana
Insect Biochem.
14
609-614
1984
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731740
Feyereisen
Enzymic synthesis of juvenile ...
Locusta migratoria
Eur. J. Biochem.
118
231-238
1981
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3
1
1
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3
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