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Literature summary extracted from

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

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.13.160 expression in Escherichia coli Pseudomonas putida

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.14.13.160 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]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.13.160 0.018
-
 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 0.03
-
 2-n-hexylcyclopentanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 0.16
-
 2-methylcyclohexanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 0.31
-
 2-oxocyclopentyl ethyl acetate pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 0.6
-
 2-n-hexylcyclopentanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 1.4
-
 4-methylcyclohexanone pH 9.0, temperature not specified in the publication Pseudomonas putida

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.14.13.160 61480
-
 x * 62000, SDS-PAGE, x * 61480, calculated Pseudomonas putida
1.14.13.160 62000
-
 x * 62000, SDS-PAGE, x * 61480, calculated Pseudomonas putida
1.14.13.160 118000
-
 gel filtration Pseudomonas putida

Organism

EC Number Organism UniProt Comment Textmining
1.14.13.160 Pseudomonas putida H3JQW0
-
-
1.14.13.160 Pseudomonas putida ATCC 17453 H3JQW0
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.160 recombinant protein Pseudomonas putida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.13.160 2-ethylcyclopentanone + O2 + NADPH + H+
-
 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 ?
1.14.13.160 2-ethylcyclopentanone + O2 + NADPH + H+
-
 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 ?
1.14.13.160 2-methylcyclohexanone + O2 + NADPH + H+
-
 Pseudomonas putida 7-methyloxepan-2-one + NADP+ + H2O
-
 ?
1.14.13.160 2-methylcyclohexanone + O2 + NADPH + H+
-
 Pseudomonas putida ATCC 17453 7-methyloxepan-2-one + NADP+ + H2O
-
 ?
1.14.13.160 2-n-hexylcyclopentanone + O2 + NADPH + H+
-
 Pseudomonas putida 6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O
-
 ?
1.14.13.160 2-n-hexylcyclopentanone + O2 + NADPH + H+
-
 Pseudomonas putida ATCC 17453 6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O
-
 ?
1.14.13.160 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+
-
 Pseudomonas putida ? + NADP+ + H2O
-
 ?
1.14.13.160 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+
-
 Pseudomonas putida ATCC 17453 ? + NADP+ + H2O
-
 ?
1.14.13.160 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+
-
 Pseudomonas putida ? + NADP+ + H2O
-
 ?
1.14.13.160 2-oxocyclopentyl acetic acid + O2 + NADPH + H+
-
 Pseudomonas putida (6-oxotetrahydro-2H-pyran-2-yl)acetic acid + NADP+ + H2O
-
 ?
1.14.13.160 2-oxocyclopentyl ethyl acetate + O2 + NADPH + H+
-
 Pseudomonas putida ethyl (6-oxotetrahydro-2H-pyran-2-yl)acetate + NADP+ + H2O
-
 ?
1.14.13.160 4-methylcyclohexanone + O2 + NADPH + H+
-
 Pseudomonas putida 5-methyloxepan-2-one + NADP+ + H2O
-
 ?
1.14.13.160 bicyclo[3.2.0]hept-2-en-6-one + O2 + NADPH + H+
-
 Pseudomonas putida ? + NADP+ + H2O products are a mixture of normal to abnormal lactone at a ratio of 3:1 ?
1.14.13.160 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 Pseudomonas putida ?
-
 ?
1.14.13.160 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 Pseudomonas putida ATCC 17453 ?
-
 ?

Subunits

EC Number Subunits Comment Organism
1.14.13.160 dimer x * 62000, SDS-PAGE, x * 61480, calculated Pseudomonas putida

Synonyms

EC Number Synonyms Comment Organism
1.14.13.160 OTEMO
-
 Pseudomonas putida

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
1.14.13.160 35
-
 stable up to Pseudomonas putida
1.14.13.160 40
-
 half-life 3.8 min Pseudomonas putida
1.14.13.160 45
-
 half-life below 0.4 min Pseudomonas putida

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.13.160 0.11
-
 2-oxocyclopentyl acetic acid pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 0.13
-
 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 0.9
-
 2-methylcyclohexanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 1.8
-
 2-n-hexylcyclopentanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 4.8
-
 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 5.6
-
 4-methylcyclohexanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 6.9
-
 2-oxocyclopentyl ethyl acetate pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 13.6
-
 2-n-hexylcyclopentanone pH 9.0, temperature not specified in the publication Pseudomonas putida

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.13.160 8.5
-
-
 Pseudomonas putida

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.160 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

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.14.13.160 3
-
 2-n-hexylcyclopentanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 4
-
 4-methylcyclohexanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 5.5
-
 2-methylcyclohexanone pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 22
-
 2-oxocyclopentyl ethyl acetate pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 270
-
 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA pH 9.0, temperature not specified in the publication Pseudomonas putida
1.14.13.160 430
-
 2-n-hexylcyclopentanone pH 9.0, temperature not specified in the publication Pseudomonas putida