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Literature summary for 1.14.13.160 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

Protein Variants Comment 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 Comment Organism Structure
additional information the enzyme contains no iron Pseudomonas putida
additional information protein contains less than 0.1 atom of Fe per molecule Pseudomonas putida

Molecular Weight [Da]

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
[(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 UniProt Comment Textmining
no activity in Pseudomonas putida strain PaW340
-
-
-
Pseudomonas putida
-
-
-
Pseudomonas putida C1 / ATCC 17453
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Pseudomonas putida
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 Comment 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] Comment Organism
2.68
-
purified enzyme, pH 9.0, 30°C Pseudomonas putida

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
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 ?
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 ?
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 ?
-
?
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 ?
-
?
[(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 [(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+
-
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+
-
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 Comment Organism
dimer 2 * 56000, SDS-PAGE Pseudomonas putida
homodimer
-
Pseudomonas putida

Synonyms

Synonyms Comment Organism
2-oxo-DELTA3-4,5,5-trimethylcyclopentenyl-acetyl-CoA monooxygenase
-
Pseudomonas putida

Temperature Optimum [°C]

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

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
9
-
-
Pseudomonas putida
9
-
assay at Pseudomonas putida

Cofactor

Cofactor Comment Organism Structure
FAD single molecule of FAD per dimer Pseudomonas putida
FAD one molecule per enzyme molecule Pseudomonas putida
NADPH specific for Pseudomonas putida
NADPH specific for NADPH Pseudomonas putida

Expression

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

General Information

General Information Comment 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