BRENDA - Enzyme Database show
show all sequences of 1.14.13.160

Cloning, Baeyer-Villiger biooxidations, and structures of the camphor pathway 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase of Pseudomonas putida ATCC 17453

Leisch, H.; Shi, R.; Grosse, S.; Morley, K.; Bergeron, H.; Cygler, M.; Iwaki, H.; Hasegawa, Y.; Lau, P.C.; Appl. Environ. Microbiol. 78, 2200-2212 (2012)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
expression in Escherichia coli
Pseudomonas putida
Crystallization (Commentary)
Crystallization
Organism
in complex with flavin adenine dinucleotide at a 1.95 A resolution as well as with bound FAD and NADP+ at a 2.0 A resolution. Crystal forms reveal a conformational plasticity of several loop regions
Pseudomonas putida
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.018
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.03
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.16
-
2-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.31
-
2-oxocyclopentyl ethyl acetate
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.6
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
1.4
-
4-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
61480
-
x * 62000, SDS-PAGE, x * 61480, calculated
Pseudomonas putida
62000
-
x * 62000, SDS-PAGE, x * 61480, calculated
Pseudomonas putida
118000
-
gel filtration
Pseudomonas putida
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Pseudomonas putida
H3JQW0
-
-
Pseudomonas putida ATCC 17453
H3JQW0
-
-
Purification (Commentary)
Commentary
Organism
recombinant protein
Pseudomonas putida
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-ethylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
6-ethyltetrahydro-2H-pyran-2-one + NADP+ + H2O
both enantiomers of 2-ethyl cyclohexanone are oxidized at nearly the same rate although giving a low enantiomeric ratio
-
-
-
2-ethylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
6-ethyltetrahydro-2H-pyran-2-one + NADP+ + H2O
both enantiomers of 2-ethyl cyclohexanone are oxidized at nearly the same rate although giving a low enantiomeric ratio
-
-
-
2-methylcyclohexanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
7-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
2-methylcyclohexanone + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
7-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
2-n-hexylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O
-
-
-
-
2-n-hexylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O
-
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+
-
717126
Pseudomonas putida
? + NADP+ + H2O
-
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
? + NADP+ + H2O
-
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+
-
717126
Pseudomonas putida
? + NADP+ + H2O
-
-
-
-
2-oxocyclopentyl acetic acid + O2 + NADPH + H+
-
717126
Pseudomonas putida
(6-oxotetrahydro-2H-pyran-2-yl)acetic acid + NADP+ + H2O
-
-
-
-
2-oxocyclopentyl ethyl acetate + O2 + NADPH + H+
-
717126
Pseudomonas putida
ethyl (6-oxotetrahydro-2H-pyran-2-yl)acetate + NADP+ + H2O
-
-
-
-
4-methylcyclohexanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
5-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
bicyclo[3.2.0]hept-2-en-6-one + O2 + NADPH + H+
-
717126
Pseudomonas putida
? + NADP+ + H2O
products are a mixture of normal to abnormal lactone at a ratio of 3:1
-
-
-
additional information
reaction of different 4-substituted cyclohexanones with small to medium substituents at the C-4 position in nearly all cases give enantiopure lactones with an excellent yield
717126
Pseudomonas putida
?
-
-
-
-
additional information
reaction of different 4-substituted cyclohexanones with small to medium substituents at the C-4 position in nearly all cases give enantiopure lactones with an excellent yield
717126
Pseudomonas putida ATCC 17453
?
-
-
-
-
Subunits
Subunits
Commentary
Organism
dimer
x * 62000, SDS-PAGE, x * 61480, calculated
Pseudomonas putida
Temperature Stability [°C]
Temperature Stability Minimum [°C]
Temperature Stability Maximum [°C]
Commentary
Organism
35
-
stable up to
Pseudomonas putida
40
-
half-life 3.8 min
Pseudomonas putida
45
-
half-life below 0.4 min
Pseudomonas putida
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.11
-
2-oxocyclopentyl acetic acid
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.13
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.9
-
2-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
1.8
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
4.8
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA
pH 9.0, temperature not specified in the publication
Pseudomonas putida
5.6
-
4-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
6.9
-
2-oxocyclopentyl ethyl acetate
pH 9.0, temperature not specified in the publication
Pseudomonas putida
13.6
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
8.5
-
-
Pseudomonas putida
Cofactor
Cofactor
Commentary
Organism
Structure
FAD
Crystallization data. With the exception of the O2' atom of ribose and the C-8 and N-9 atoms of adenine, the FAD cofactor is completely buried and inaccessible to the solvent
Pseudomonas putida
Cloned(Commentary) (protein specific)
Commentary
Organism
expression in Escherichia coli
Pseudomonas putida
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
FAD
Crystallization data. With the exception of the O2' atom of ribose and the C-8 and N-9 atoms of adenine, the FAD cofactor is completely buried and inaccessible to the solvent
Pseudomonas putida
Crystallization (Commentary) (protein specific)
Crystallization
Organism
in complex with flavin adenine dinucleotide at a 1.95 A resolution as well as with bound FAD and NADP+ at a 2.0 A resolution. Crystal forms reveal a conformational plasticity of several loop regions
Pseudomonas putida
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.018
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.03
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.16
-
2-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.31
-
2-oxocyclopentyl ethyl acetate
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.6
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
1.4
-
4-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
61480
-
x * 62000, SDS-PAGE, x * 61480, calculated
Pseudomonas putida
62000
-
x * 62000, SDS-PAGE, x * 61480, calculated
Pseudomonas putida
118000
-
gel filtration
Pseudomonas putida
Purification (Commentary) (protein specific)
Commentary
Organism
recombinant protein
Pseudomonas putida
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-ethylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
6-ethyltetrahydro-2H-pyran-2-one + NADP+ + H2O
both enantiomers of 2-ethyl cyclohexanone are oxidized at nearly the same rate although giving a low enantiomeric ratio
-
-
-
2-ethylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
6-ethyltetrahydro-2H-pyran-2-one + NADP+ + H2O
both enantiomers of 2-ethyl cyclohexanone are oxidized at nearly the same rate although giving a low enantiomeric ratio
-
-
-
2-methylcyclohexanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
7-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
2-methylcyclohexanone + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
7-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
2-n-hexylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O
-
-
-
-
2-n-hexylcyclopentanone + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O
-
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+
-
717126
Pseudomonas putida
? + NADP+ + H2O
-
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+
-
717126
Pseudomonas putida ATCC 17453
? + NADP+ + H2O
-
-
-
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+
-
717126
Pseudomonas putida
? + NADP+ + H2O
-
-
-
-
2-oxocyclopentyl acetic acid + O2 + NADPH + H+
-
717126
Pseudomonas putida
(6-oxotetrahydro-2H-pyran-2-yl)acetic acid + NADP+ + H2O
-
-
-
-
2-oxocyclopentyl ethyl acetate + O2 + NADPH + H+
-
717126
Pseudomonas putida
ethyl (6-oxotetrahydro-2H-pyran-2-yl)acetate + NADP+ + H2O
-
-
-
-
4-methylcyclohexanone + O2 + NADPH + H+
-
717126
Pseudomonas putida
5-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
bicyclo[3.2.0]hept-2-en-6-one + O2 + NADPH + H+
-
717126
Pseudomonas putida
? + NADP+ + H2O
products are a mixture of normal to abnormal lactone at a ratio of 3:1
-
-
-
additional information
reaction of different 4-substituted cyclohexanones with small to medium substituents at the C-4 position in nearly all cases give enantiopure lactones with an excellent yield
717126
Pseudomonas putida
?
-
-
-
-
additional information
reaction of different 4-substituted cyclohexanones with small to medium substituents at the C-4 position in nearly all cases give enantiopure lactones with an excellent yield
717126
Pseudomonas putida ATCC 17453
?
-
-
-
-
Subunits (protein specific)
Subunits
Commentary
Organism
dimer
x * 62000, SDS-PAGE, x * 61480, calculated
Pseudomonas putida
Temperature Stability [°C] (protein specific)
Temperature Stability Minimum [°C]
Temperature Stability Maximum [°C]
Commentary
Organism
35
-
stable up to
Pseudomonas putida
40
-
half-life 3.8 min
Pseudomonas putida
45
-
half-life below 0.4 min
Pseudomonas putida
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.11
-
2-oxocyclopentyl acetic acid
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.13
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid
pH 9.0, temperature not specified in the publication
Pseudomonas putida
0.9
-
2-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
1.8
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
4.8
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA
pH 9.0, temperature not specified in the publication
Pseudomonas putida
5.6
-
4-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
6.9
-
2-oxocyclopentyl ethyl acetate
pH 9.0, temperature not specified in the publication
Pseudomonas putida
13.6
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
8.5
-
-
Pseudomonas putida
KCat/KM [mM/s]
kcat/KM Value [1/mMs-1]
kcat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
3
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
4
-
4-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
5.5
-
2-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
22
-
2-oxocyclopentyl ethyl acetate
pH 9.0, temperature not specified in the publication
Pseudomonas putida
270
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA
pH 9.0, temperature not specified in the publication
Pseudomonas putida
430
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
KCat/KM [mM/s] (protein specific)
KCat/KM Value [1/mMs-1]
KCat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
3
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
4
-
4-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
5.5
-
2-methylcyclohexanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
22
-
2-oxocyclopentyl ethyl acetate
pH 9.0, temperature not specified in the publication
Pseudomonas putida
270
-
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA
pH 9.0, temperature not specified in the publication
Pseudomonas putida
430
-
2-n-hexylcyclopentanone
pH 9.0, temperature not specified in the publication
Pseudomonas putida
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
-
-