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Literature summary extracted from

  • Rioz-Martinez, A.; De Gonzal, D.G.; Torres Pazmino, D.; Fraaije, M.; Gotor, V.
    Enzymatic Baeyer-Villiger oxidation of benzo-fused ketones: Formation of regiocomplementary lactones (2009), Eur. J. Org. Chem., 2009, 2526-2532.
No PubMed abstract available

Activating Compound

EC Number Activating Compound Comment Organism Structure
1.14.13.84 hexane enzyme activity is highest at concentrations of hexane between 5% and 30% Pseudomonas fluorescens
1.14.13.92 hexane enzyme activity is highest at concentrations of hexane between 5% and 30% Pseudomonas fluorescens

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.13.84 overexpressed in Escherichia coli Pseudomonas fluorescens
1.14.13.92 overexpressed in Escherichia coli Thermobifida fusca
1.14.13.92 overexpressed via plasmid in Escherichia coli Pseudomonas fluorescens

Protein Variants

EC Number Protein Variants Comment Organism
1.14.13.92 M446G enzyme has altered activity and substrate specificity Thermobifida fusca

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.13.84 hexane enzyme activity is markedly reduced at concentrations of hexane below 5% and over 30% Pseudomonas fluorescens
1.14.13.92 hexane enzyme activity is markedly reduced at concentrations of hexane below 5% and over 30% Pseudomonas fluorescens

Organism

EC Number Organism UniProt Comment Textmining
1.14.13.84 Pseudomonas fluorescens
-
-
-
1.14.13.92 Pseudomonas fluorescens
-
-
-
1.14.13.92 Thermobifida fusca
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.84
-
Pseudomonas fluorescens
1.14.13.92
-
Pseudomonas fluorescens
1.14.13.92
-
Thermobifida fusca

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.13.84 1-bromo-indanone + NADPH + H+ + O2 substrate is only accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 6-bromoisochroman-1-one + NADP+ + H2O
-
?
1.14.13.84 1-indanone + NADPH + H+ + O2 substrate is only accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 3,4-dihydrocoumarin + NADP+ + H2O
-
?
1.14.13.84 1-tetralone + NADPH + H+ + O2 substrate is accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 4,5-dihydro-1-benzoxepin-2(3H)-one + NADP+ + H2O
-
?
1.14.13.84 6-methoxy-1-indanone + NADPH + H+ + O2 substrate is only accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens ? + NADP+ + H2O
-
?
1.14.13.84 benzocyclobutanone + NADPH + H+ + O2 reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 2-coumaranone + NADP+ + H2O
-
?
1.14.13.84 phenylacetone + NADPH + H+ + O2 reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens benzyl acetate + NADP+ + H2O
-
?
1.14.13.92 1-bromo-indanone + NADPH + O2 substrate was only accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction was performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 6-bromoisochroman-1-one + NADP+ + H2O
-
?
1.14.13.92 1-indanone + NADPH + H+ + O2 substrate was only accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction was performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 3,4-dihydrocoumarin + NADP+ + H2O
-
?
1.14.13.92 1-indanone + NADPH + H+ + O2 reaction product is only synthesized by the mutant M446G of phenylacetone monooxygenase of Thermobifida fusca, reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Thermobifida fusca 1-isochromanone + NADP+ + H2O
-
?
1.14.13.92 1-tetralone + NADPH + O2 substrate was accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction was performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 4,5-dihydro-1-benzoxepin-2(3H)-one + NADP+ + H2O
-
?
1.14.13.92 2-indanone + NADPH + H+ + O2 substrate is only accepted by the mutant M446G of phenylacetone monooxygenase of Thermobifida fusca, reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Thermobifida fusca 3-isochromanone + NADP+ + H2O
-
?
1.14.13.92 6-methoxy-1-indanone + NADPH + O2 substrate was only accepted by phenylacetone monooxygenase of Pseudomonas fluorescens but not of Thermobifida fusca, reaction was performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens ? + NADP+ + H2O
-
?
1.14.13.92 benzocyclobutanone + NADPH + O2 reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Thermobifida fusca 2-coumaranone + NADP+ + H2O
-
?
1.14.13.92 benzocyclobutanone + NADPH + O2 reaction was performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens 2-coumaranone + NADP+ + H2O
-
?
1.14.13.92 phenylacetone + NADPH + O2 reaction is performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Thermobifida fusca benzyl acetate + NADP+ + H2O
-
?
1.14.13.92 phenylacetone + NADPH + O2 reaction was performed in presence of 10 U glucose-6-phosphate dehydrogenase and glucose-6-phosphate to recover NADPH Pseudomonas fluorescens benzyl acetate + NADP+ + H2O
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.13.84 4-hydroxyacetophenone monooxygenase
-
Pseudomonas fluorescens
1.14.13.84 HAPMO
-
Pseudomonas fluorescens
1.14.13.92 4-hydroxyacetophenone monooxygenase
-
Pseudomonas fluorescens
1.14.13.92 Baeyer-Villiger monooxygenase
-
Thermobifida fusca
1.14.13.92 BVMO
-
Thermobifida fusca
1.14.13.92 HAPMO
-
Pseudomonas fluorescens
1.14.13.92 M-PAMO mutant M446G of phenylacetone monooxygenase, phenylacetone monooxygenase mutein Thermobifida fusca
1.14.13.92 PAMO
-
Thermobifida fusca
1.14.13.92 phenylacetone monooxygenase
-
Thermobifida fusca

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.13.84 9
-
enzyme activity is high from pH 9 to pH 10.5 Pseudomonas fluorescens
1.14.13.92 9
-
enzyme activity is high from pH 9 to pH 10.5 Thermobifida fusca
1.14.13.92 9
-
enzyme activity is highest from pH 9 to pH 10.5 Pseudomonas fluorescens

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.84 NADPH
-
Pseudomonas fluorescens