Cloned (Comment) | Organism |
---|---|
overexpression of recombinant enzyme in Escherichia coli BL21(DE3)pLysS | Pseudomonas fluorescens |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
(4-hydroxyphenyl)ethan-1-one + NADPH + O2 | Pseudomonas fluorescens | 1 unit enzyme oxidizes 1 micromol substrate to product per minute at pH 9.0, 25°C in the presence of NADPH | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
(4-hydroxyphenyl)ethan-1-one + NADPH + O2 | Pseudomonas fluorescens ACB | 1 unit enzyme oxidizes 1 micromol substrate to product per minute at pH 9.0, 25°C in the presence of NADPH | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Pseudomonas fluorescens | Q93TJ5 | ACB | - |
Pseudomonas fluorescens ACB | Q93TJ5 | ACB | - |
Purification (Comment) | Organism |
---|---|
recombinant enzyme | Pseudomonas fluorescens |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(4-hydroxyphenyl)ethan-1-one + NADPH + O2 | 1 unit enzyme oxidizes 1 micromol substrate to product per minute at pH 9.0, 25°C in the presence of NADPH | Pseudomonas fluorescens | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
(4-hydroxyphenyl)ethan-1-one + NADPH + O2 | 1 unit enzyme oxidizes 1 micromol substrate to product per minute at pH 9.0, 25°C in the presence of NADPH | Pseudomonas fluorescens ACB | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
1-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 3,4-dihydrocoumarin + NADP+ + H2O | after 72 h 26% conversion without cosolvent, with 5% 2-octanole 39% conversion, with 5% hexane 44% conversion, conversion with 5% hexane at pH 8.0 is 39%, at pH 9.0 44%, at pH 10.0 47%, at pH 10.5 21% | ? | |
1-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens ACB | 3,4-dihydrocoumarin + NADP+ + H2O | after 72 h 26% conversion without cosolvent, with 5% 2-octanole 39% conversion, with 5% hexane 44% conversion, conversion with 5% hexane at pH 8.0 is 39%, at pH 9.0 44%, at pH 10.0 47%, at pH 10.5 21% | ? | |
1-tetralone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 4,5-dihydro-1-benzoxepin-2(3H)-one + NADP+ + H2O | after 96 h only 5% of the expected product conversion without cosolvent, with 5% tBuOMe 7% conversion, with 5% toluene 26% conversion, with 5% 2-octanol 25% conversion, with 5% hexane 15% conversion | ? | |
1-tetralone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens ACB | 4,5-dihydro-1-benzoxepin-2(3H)-one + NADP+ + H2O | after 96 h only 5% of the expected product conversion without cosolvent, with 5% tBuOMe 7% conversion, with 5% toluene 26% conversion, with 5% 2-octanol 25% conversion, with 5% hexane 15% conversion | ? | |
2-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 3-isochromanone + NADP+ + H2O | after 72 h no product without cosolvent, only with 5% hexane or 5% CH2Cl2 10% conversion | ? | |
2-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens ACB | 3-isochromanone + NADP+ + H2O | after 72 h no product without cosolvent, only with 5% hexane or 5% CH2Cl2 10% conversion | ? | |
5-bromo-1-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 5-bromo-3,4-dihydrochromen-2-one + NADP+ + H2O | after 72 h lower activity than towards chlorine derivative, with 5% hexane 52% conversion | ? | |
5-chloro-1-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 5-chloro-3,4-dihydrochromen-2-one + NADP+ + H2O | after 72 h lower conversion without cosolvent than with 5% hexane (87% conversion) | ? | |
5-methoxy-1-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 5-methoxy-3,4-dihydrochromen-2-one + NADP+ + H2O | after 72 h with 5% hexane 32% conversion | ? | |
6-chloro-1-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 7-chloro-3,4-dihydrochromen-2-one + NADP+ + H2O | after 72 h higher conversion without cosolvent than with 5% hexane (56% conversion) | ? | |
6-methoxy-1-indanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | 6-methoxy-3,4-dihydrochromen-2-one + NADP+ + H2O | after 72 h with 5% hexane 32% conversion | ? | |
benzocyclobutanone + NADPH + H+ + O2 | 50 mM Tris-HCl, pH 9.0, 20°C, auxiliary enzymatic system (glucose-6-phosphate with glucose-6-phosphate dehydrogenase) is used to regenerate NADPH | Pseudomonas fluorescens | coumaranone + NADP+ + H2O | after 72 h 87% conversion, with 5% hexane 93% conversion | ? | |
additional information | no reaction with 2-tetralone or 4-methoxy-1-indanone as substrate, no effect of changed conditions (pH, temperature, organic cosolvents) | Pseudomonas fluorescens | ? | - |
? | |
additional information | no reaction with 2-tetralone or 4-methoxy-1-indanone as substrate, no effect of changed conditions (pH, temperature, organic cosolvents) | Pseudomonas fluorescens ACB | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
4-hydroxyacetophenone monooxygenase | - |
Pseudomonas fluorescens |
Baeyer-Villiger monooxygenase | - |
Pseudomonas fluorescens |
HAPMO | - |
Pseudomonas fluorescens |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
NADPH | - |
Pseudomonas fluorescens |