BRENDA - Enzyme Database show
show all sequences of 1.14.13.160

Camphor revisited: Involvement of a unique monooxygenase in metabolism of 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid by Pseudomonas putida

Ougham, H.; Taylor, D.; Trudgill, P.; J. Bacteriol. 153, 140-152 (1983)

Data extracted from this reference:

Engineering
Amino acid exchange
Commentary
Organism
additional information
the ability to grow on (+)-camphor is transferred to a recipient strain, Pseudomonas putida PaW340, which is a streptomycin-resistant tryptophan auxotroph that is derived from Pseudomonas putida (arvilla) mt-2
Pseudomonas putida
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
additional information
protein contains less than 0.1 atom of Fe per molecule; the enzyme contains no iron
Pseudomonas putida
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
56000
-
2 * 56000, SDS-PAGE
Pseudomonas putida
106000
-
analytical sedimentation centrifugation; gel filtration
Pseudomonas putida
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
Pseudomonas putida
-
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
Pseudomonas putida C1 / ATCC 17453
-
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
no activity in Pseudomonas putida strain PaW340
-
-
-
Pseudomonas putida
-
-
-
Pseudomonas putida C1 / ATCC 17453
-
-
-
Purification (Commentary)
Commentary
Organism
; native enzyme 84fold to homogeneity by ammonium sulfate fractionation, anion exchange chromatography, gel filtration, again ammonium sulfate fractionation, and affinity chromatography
Pseudomonas putida
Source Tissue
Source Tissue
Commentary
Organism
Textmining
culture condition:(+)-camphor-grown cell
inducible enzyme, no or poor activity in succinate- and octanoate-grown cells
Pseudomonas putida
-
Specific Activity [micromol/min/mg]
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
2.68
-
purified enzyme, pH 9.0, 30°C
Pseudomonas putida
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+
specific substrate
717711
Pseudomonas putida
delta-lactone of 5-hydroxy-3,4,4-trimethyl-A2-pimelyl-CoA + NADP+ + H2O
monooxygenase reaction, catalysis of a biological Baeyer-Villiger reaction with the formation of a lactone. This lactone product is unstable and susceptible to spontaneous ring opening
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+
specific substrate
717711
Pseudomonas putida C1 / ATCC 17453
delta-lactone of 5-hydroxy-3,4,4-trimethyl-A2-pimelyl-CoA + NADP+ + H2O
monooxygenase reaction, catalysis of a biological Baeyer-Villiger reaction with the formation of a lactone. This lactone product is unstable and susceptible to spontaneous ring opening
-
-
-
additional information
no substrate: 2,5-diketocamphane. Less than 5% of the activity with 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA is displayed with 2-oxo-DELTA3-4,5,5-trimethylcyclo-pentenylacetyl-CoA, 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA (hydrolyzed), 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetate-CoA, 2,5-diketocamphane
717711
Pseudomonas putida
?
-
-
-
-
additional information
no substrate: 2,5-diketocamphane. Less than 5% of the activity with 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA is displayed with 2-oxo-DELTA3-4,5,5-trimethylcyclo-pentenylacetyl-CoA, 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA (hydrolyzed), 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetate-CoA, 2,5-diketocamphane
717711
Pseudomonas putida C1 / ATCC 17453
?
-
-
-
-
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
mass spectral analysis of the methyl ester of the product confirmes the insertion of a single oxygen atom
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida C1 / ATCC 17453
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida C1 / ATCC 17453
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
mass spectral analysis of the methyl ester of the product confirmes the insertion of a single oxygen atom
-
-
?
Subunits
Subunits
Commentary
Organism
dimer
2 * 56000, SDS-PAGE
Pseudomonas putida
homodimer
-
Pseudomonas putida
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Pseudomonas putida
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
9
-
; assay at
Pseudomonas putida
Cofactor
Cofactor
Commentary
Organism
Structure
FAD
one molecule per enzyme molecule; single molecule of FAD per dimer
Pseudomonas putida
NADPH
specific for; specific for NADPH
Pseudomonas putida
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
FAD
one molecule per enzyme molecule; single molecule of FAD per dimer
Pseudomonas putida
NADPH
specific for; specific for NADPH
Pseudomonas putida
Engineering (protein specific)
Amino acid exchange
Commentary
Organism
additional information
the ability to grow on (+)-camphor is transferred to a recipient strain, Pseudomonas putida PaW340, which is a streptomycin-resistant tryptophan auxotroph that is derived from Pseudomonas putida (arvilla) mt-2
Pseudomonas putida
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
additional information
protein contains less than 0.1 atom of Fe per molecule; the enzyme contains no iron
Pseudomonas putida
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
56000
-
2 * 56000, SDS-PAGE
Pseudomonas putida
106000
-
analytical sedimentation centrifugation; gel filtration
Pseudomonas putida
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
Pseudomonas putida
-
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
Pseudomonas putida C1 / ATCC 17453
-
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
; native enzyme 84fold to homogeneity by ammonium sulfate fractionation, anion exchange chromatography, gel filtration, again ammonium sulfate fractionation, and affinity chromatography
Pseudomonas putida
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
culture condition:(+)-camphor-grown cell
inducible enzyme, no or poor activity in succinate- and octanoate-grown cells
Pseudomonas putida
-
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
2.68
-
purified enzyme, pH 9.0, 30°C
Pseudomonas putida
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+
specific substrate
717711
Pseudomonas putida
delta-lactone of 5-hydroxy-3,4,4-trimethyl-A2-pimelyl-CoA + NADP+ + H2O
monooxygenase reaction, catalysis of a biological Baeyer-Villiger reaction with the formation of a lactone. This lactone product is unstable and susceptible to spontaneous ring opening
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+
specific substrate
717711
Pseudomonas putida C1 / ATCC 17453
delta-lactone of 5-hydroxy-3,4,4-trimethyl-A2-pimelyl-CoA + NADP+ + H2O
monooxygenase reaction, catalysis of a biological Baeyer-Villiger reaction with the formation of a lactone. This lactone product is unstable and susceptible to spontaneous ring opening
-
-
-
additional information
no substrate: 2,5-diketocamphane. Less than 5% of the activity with 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA is displayed with 2-oxo-DELTA3-4,5,5-trimethylcyclo-pentenylacetyl-CoA, 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA (hydrolyzed), 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetate-CoA, 2,5-diketocamphane
717711
Pseudomonas putida
?
-
-
-
-
additional information
no substrate: 2,5-diketocamphane. Less than 5% of the activity with 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA is displayed with 2-oxo-DELTA3-4,5,5-trimethylcyclo-pentenylacetyl-CoA, 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA (hydrolyzed), 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetate-CoA, 2,5-diketocamphane
717711
Pseudomonas putida C1 / ATCC 17453
?
-
-
-
-
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
mass spectral analysis of the methyl ester of the product confirmes the insertion of a single oxygen atom
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida C1 / ATCC 17453
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
-
-
-
?
[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+
-
717711
Pseudomonas putida C1 / ATCC 17453
[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O
mass spectral analysis of the methyl ester of the product confirmes the insertion of a single oxygen atom
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
dimer
2 * 56000, SDS-PAGE
Pseudomonas putida
homodimer
-
Pseudomonas putida
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Pseudomonas putida
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
9
-
; assay at
Pseudomonas putida
Expression
Organism
Commentary
Expression
Pseudomonas putida
enzyme is induced by growth with (+)-camphor or 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid, but undetectable in extracts of octanoate- and succinate-grown cells; the enzyme is induced by cell growth on (+)-camphor as carbon source
up
General Information
General Information
Commentary
Organism
metabolism
the enzyme catalyzes a step in the (+)-camphor catabolism. Metabolism of the first ring cleavage intermediate, 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid, occurs through the sequential action of two inducible enzymes, a coenzyme A ester synthetase, EC 6.2.1.38, and the monooxygenase
Pseudomonas putida
General Information (protein specific)
General Information
Commentary
Organism
metabolism
the enzyme catalyzes a step in the (+)-camphor catabolism. Metabolism of the first ring cleavage intermediate, 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid, occurs through the sequential action of two inducible enzymes, a coenzyme A ester synthetase, EC 6.2.1.38, and the monooxygenase
Pseudomonas putida
Expression (protein specific)
Organism
Commentary
Expression
Pseudomonas putida
enzyme is induced by growth with (+)-camphor or 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid, but undetectable in extracts of octanoate- and succinate-grown cells; the enzyme is induced by cell growth on (+)-camphor as carbon source
up
Other publictions for EC 1.14.13.160
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)
717126
Leisch
Cloning, Baeyer-Villiger bioox ...
Pseudomonas putida, Pseudomonas putida ATCC 17453
Appl. Environ. Microbiol.
78
2200-2212
2012
-
-
1
1
-
-
-
6
-
-
3
-
-
4
-
-
1
-
-
-
-
-
15
1
-
-
3
8
1
-
-
1
-
-
-
-
-
1
1
1
-
-
-
-
-
6
-
-
3
-
-
-
-
1
-
-
-
-
15
1
-
-
3
8
1
-
-
-
-
-
-
-
6
6
717141
Kadow
Completing the series of BVMOs ...
Pseudomonas putida, Pseudomonas putida NCIMB 10007
Appl. Microbiol. Biotechnol.
96
419-429
2012
-
-
1
-
-
-
-
2
-
-
2
-
-
4
-
-
1
-
-
-
1
1
14
1
1
-
3
-
1
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
2
-
-
2
-
-
-
-
1
-
-
1
1
14
1
1
-
3
-
1
-
-
-
-
-
-
-
2
2
717711
Ougham
Camphor revisited: Involvement ...
no activity in Pseudomonas putida strain PaW340, Pseudomonas putida, Pseudomonas putida C1 / ATCC 17453
J. Bacteriol.
153
140-152
1983
-
-
-
-
1
-
-
-
-
1
2
2
-
10
-
-
1
-
-
1
1
-
8
2
1
-
-
-
1
-
-
2
-
-
-
-
-
-
2
-
1
-
-
-
-
-
-
1
2
2
-
-
-
1
-
1
1
-
8
2
1
-
-
-
1
-
-
-
1
1
1
1
-
-