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Literature summary extracted from

  • Ougham, H.; Taylor, D.; Trudgill, P.
    Camphor revisited: Involvement of a unique monooxygenase in metabolism of 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid by Pseudomonas putida (1983), J. Bacteriol., 153, 140-152.
    View publication on PubMedView publication on EuropePMC

Protein Variants

EC Number Protein Variants Comment Organism
1.14.13.160 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
6.2.1.38 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

EC Number Metals/Ions Comment Organism Structure
1.14.13.160 additional information the enzyme contains no iron Pseudomonas putida
1.14.13.160 additional information protein contains less than 0.1 atom of Fe per molecule Pseudomonas putida
6.2.1.38 Mg2+ required Pseudomonas putida

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.14.13.160 56000
-
2 * 56000, SDS-PAGE Pseudomonas putida
1.14.13.160 106000
-
gel filtration Pseudomonas putida
1.14.13.160 106000
-
analytical sedimentation centrifugation Pseudomonas putida

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.13.160 [(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
-
?
1.14.13.160 [(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
-
?
6.2.1.38 [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetate + ATP + CoA Pseudomonas putida
-
AMP + diphosphate + [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA
-
?
6.2.1.38 [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetate + ATP + CoA Pseudomonas putida C1 / ATCC 17453
-
AMP + diphosphate + [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.13.160 no activity in Pseudomonas putida strain PaW340
-
-
-
1.14.13.160 Pseudomonas putida
-
-
-
1.14.13.160 Pseudomonas putida C1 / ATCC 17453
-
-
-
6.2.1.38 no activity in Pseudomonas putida strain PaW340
-
-
-
6.2.1.38 Pseudomonas putida
-
-
-
6.2.1.38 Pseudomonas putida C1 / ATCC 17453
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.160
-
Pseudomonas putida
1.14.13.160 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

EC Number Source Tissue Comment Organism Textmining
1.14.13.160 culture condition:(+)-camphor-grown cell inducible enzyme, no or poor activity in succinate- and octanoate-grown cells Pseudomonas putida
-
6.2.1.38 culture condition:(+)-camphor-grown cell inducible enzyme, no or poor activity in succinate- and octanoate-grown cells Pseudomonas putida
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.14.13.160 2.68
-
purified enzyme, pH 9.0, 30°C Pseudomonas putida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.13.160 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+ specific substrate 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 ?
1.14.13.160 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+ specific substrate 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 ?
1.14.13.160 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 Pseudomonas putida ?
-
?
1.14.13.160 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 Pseudomonas putida C1 / ATCC 17453 ?
-
?
1.14.13.160 [(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
-
?
1.14.13.160 [(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 mass spectral analysis of the methyl ester of the product confirmes the insertion of a single oxygen atom ?
1.14.13.160 [(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
-
?
1.14.13.160 [(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 mass spectral analysis of the methyl ester of the product confirmes the insertion of a single oxygen atom ?
6.2.1.38 [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetate + ATP + CoA
-
Pseudomonas putida AMP + diphosphate + [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA
-
?
6.2.1.38 [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetate + ATP + CoA
-
Pseudomonas putida C1 / ATCC 17453 AMP + diphosphate + [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA
-
?

Subunits

EC Number Subunits Comment Organism
1.14.13.160 dimer 2 * 56000, SDS-PAGE Pseudomonas putida
1.14.13.160 homodimer
-
Pseudomonas putida

Synonyms

EC Number Synonyms Comment Organism
1.14.13.160 2-oxo-DELTA3-4,5,5-trimethylcyclopentenyl-acetyl-CoA monooxygenase
-
Pseudomonas putida
6.2.1.38 2-oxo-3-4,5,5-trimethylcyclopentenylacetyl CoA synthetase
-
Pseudomonas putida
6.2.1.38 2-oxo-3-4,5,5-trimethylcyclopentenylacetyl coenzyme A synthetase
-
Pseudomonas putida

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.13.160 30
-
assay at Pseudomonas putida

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.13.160 9
-
-
Pseudomonas putida
1.14.13.160 9
-
assay at Pseudomonas putida
6.2.1.38 8
-
-
Pseudomonas putida

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.160 FAD single molecule of FAD per dimer Pseudomonas putida
1.14.13.160 FAD one molecule per enzyme molecule Pseudomonas putida
1.14.13.160 NADPH specific for Pseudomonas putida
1.14.13.160 NADPH specific for NADPH Pseudomonas putida
6.2.1.38 ATP
-
Pseudomonas putida

Expression

EC Number Organism Comment Expression
1.14.13.160 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 up
1.14.13.160 Pseudomonas putida the enzyme is induced by cell growth on (+)-camphor as carbon source up
6.2.1.38 Pseudomonas putida the enzyme is induced by cell growth on (+)-camphor as carbon source up

General Information

EC Number General Information Comment Organism
1.14.13.160 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
6.2.1.38 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, the coenzyme A ester synthetase and an oxygenase, EC 1.14.13.160 Pseudomonas putida