Application | Comment | Organism |
---|---|---|
additional information | as acylcatechols are valuable synthons for the fine chemical industry, HAPMO might develop as a useful biocatalytic tool | Pseudomonas fluorescens |
Cloned (Comment) | Organism |
---|---|
hapE, expression in Escherichia coli BL21(DE3)pLysS, sequence analysis | Pseudomonas fluorescens |
Protein Variants | Comment | Organism |
---|---|---|
G490A | strictly conserved glycine, dramatic effect of mutation on binding and oxidation of NADPH | Pseudomonas fluorescens |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.003 | - |
4-aminoacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
0.012 | - |
4-hydroxypropiophenone | pH 8, 30°C | Pseudomonas fluorescens | |
0.039 | - |
4-hydroxyacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
0.064 | - |
NADPH | pH 8, 30°C | Pseudomonas fluorescens | |
0.101 | - |
4-hydroxybenzaldehyde | pH 8, 30°C | Pseudomonas fluorescens | |
0.161 | - |
4-methylacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
0.38 | - |
4-hydroxy-3-methylacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
0.541 | - |
4-methoxyacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
1.04 | - |
4-fluoroacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
2.27 | - |
acetophenone | pH 8, 30°C | Pseudomonas fluorescens |
Localization | Comment | Organism | GeneOntology No. | Textmining |
---|---|---|---|---|
soluble | recombinant HAPMO | Pseudomonas fluorescens | - |
- |
Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
---|---|---|---|
70000 | - |
2 * 70000, SDS-PAGE, 2 * 71884, sequence calculation | Pseudomonas fluorescens |
71884 | - |
2 * 70000, SDS-PAGE, 2 * 71884, sequence calculation | Pseudomonas fluorescens |
140000 | - |
gel filtration | Pseudomonas fluorescens |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
4-hydroxyacetophenone + NADPH + H+ + O2 | Pseudomonas fluorescens | catalyzes the first step in the degradation of 4-hydroxyacetophenone | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
4-hydroxyacetophenone + NADPH + H+ + O2 | Pseudomonas fluorescens ACB | catalyzes the first step in the degradation of 4-hydroxyacetophenone | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Pseudomonas fluorescens | - |
ACB | - |
Pseudomonas fluorescens | Q93TJ5 | - |
- |
Pseudomonas fluorescens ACB | - |
ACB | - |
Pseudomonas fluorescens ACB | Q93TJ5 | - |
- |
Purification (Comment) | Organism |
---|---|
wild-type, 25fold, and recombinant HAPMO | Pseudomonas fluorescens |
Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
---|---|---|---|
5.5 | - |
pH 8, 30°C | Pseudomonas fluorescens |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(4-hydroxyphenyl)ethan-1-one + NADPH + O2 | - |
Pseudomonas fluorescens | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
(4-hydroxyphenyl)ethan-1-one + NADPH + O2 | - |
Pseudomonas fluorescens ACB | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
4-aminoacetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | 1-(4-aminophenyl)ethanol + NADP+ + H2O | - |
? | |
4-aminoacetophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens | 1-(4-aminophenyl)ethanol + NADP+ + H2O | - |
? | |
4-aminoacetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens ACB | 1-(4-aminophenyl)ethanol + NADP+ + H2O | - |
? | |
4-fluoroacetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | 4-fluorophenyl acetate + NADP+ + H2O | - |
? | |
4-fluoroacetophenone + NADPH + H+ + O2 | strictly NADPH-dependent, poor substrate | Pseudomonas fluorescens | 4-fluorophenyl acetate + NADP+ + H2O | - |
? | |
4-hydroxy-3-methylacetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | 4-hydroxy-3-methylphenyl acetate + NADP+ + H2O | - |
r | |
4-hydroxy-3-methylacetophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens | 4-hydroxy-3-methylphenyl acetate + NADP+ + H2O | - |
? | |
4-hydroxyacetophenone + NADPH + H+ + O2 | strictly NADPH-dependent, tight coupling between NADPH oxidation and substrate oxygenation | Pseudomonas fluorescens | 4-hydroxyphenyl acetate + NADP+ + H2O | product is instable | ? | |
4-hydroxyacetophenone + NADPH + H+ + O2 | catalyzes the first step in the degradation of 4-hydroxyacetophenone | Pseudomonas fluorescens | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
4-hydroxyacetophenone + NADPH + H+ + O2 | strictly NADPH-dependent, tight coupling between NADPH oxidation and substrate oxygenation | Pseudomonas fluorescens ACB | 4-hydroxyphenyl acetate + NADP+ + H2O | product is instable | ? | |
4-hydroxyacetophenone + NADPH + H+ + O2 | catalyzes the first step in the degradation of 4-hydroxyacetophenone | Pseudomonas fluorescens ACB | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
4-hydroxybenzaldehyde + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens | ? | - |
? | |
4-hydroxybenzaldehyde + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | 4-hydroxybenzoate + NADP+ + H2O | - |
? | |
4-hydroxypropiophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | 4-hydroxyphenyl propionate + NADP+ + H2O | - |
? | |
4-hydroxypropiophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens | 4-hydroxyphenyl propionate + NADP+ + H2O | - |
? | |
4-hydroxypropiophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens ACB | 4-hydroxyphenyl propionate + NADP+ + H2O | - |
? | |
4-hydroxypropiophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens ACB | 4-hydroxyphenyl propionate + NADP+ + H2O | - |
? | |
4-methoxyacetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | 4-methoxyphenyl acetate + NADP+ + H2O | - |
? | |
4-methoxyacetophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens | 4-methoxyphenyl acetate + NADP+ + H2O | - |
? | |
4-methylacetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | 4-methylphenyl acetate + NADP+ + H2O | - |
? | |
4-methylacetophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens | 4-methylphenyl acetate + NADP+ + H2O | - |
? | |
4-methylacetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens ACB | 4-methylphenyl acetate + NADP+ + H2O | - |
? | |
acetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens | phenyl acetate + NADP+ + H2O | - |
? | |
acetophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens | phenyl acetate + NADP+ + H2O | - |
? | |
acetophenone + NADPH + H+ + O2 | - |
Pseudomonas fluorescens ACB | phenyl acetate + NADP+ + H2O | - |
? | |
acetophenone + NADPH + H+ + O2 | strictly NADPH-dependent | Pseudomonas fluorescens ACB | phenyl acetate + NADP+ + H2O | - |
? | |
additional information | catalyzes the Baeyer-Villiger oxidation of aromatic compounds, converts a wide range of acetophenones via a Baeyer-Villiger rearrangement reaction into the corresponding phenyl acetates, the highest catalytic efficiency is observed with compounds bearing an electron donating substituent at the para position of the aromatic ring, in the absence of substrate the enzyme can act as an NADPH oxidase forming hydrogen peroxide, not: cyclohexanone, cyclopentanone, NADH | Pseudomonas fluorescens | ? | - |
? | |
additional information | catalyzes the Baeyer-Villiger oxidation of aromatic compounds, converts a wide range of acetophenones via a Baeyer-Villiger rearrangement reaction into the corresponding phenyl acetates, the highest catalytic efficiency is observed with compounds bearing an electron donating substituent at the para position of the aromatic ring, in the absence of substrate the enzyme can act as an NADPH oxidase forming hydrogen peroxide, not: cyclohexanone, cyclopentanone, NADH | Pseudomonas fluorescens ACB | ? | - |
? |
Subunits | Comment | Organism |
---|---|---|
homodimer | 2 * 70000, SDS-PAGE, 2 * 71884, sequence calculation | Pseudomonas fluorescens |
Synonyms | Comment | Organism |
---|---|---|
HAPMO | - |
Pseudomonas fluorescens |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
30 | - |
- |
Pseudomonas fluorescens |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.6 | - |
4-fluoroacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
1.7 | - |
4-methoxyacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
4.5 | - |
acetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
5.4 | - |
4-hydroxy-3-methylacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
6.3 | - |
4-methylacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
7.6 | - |
4-hydroxybenzaldehyde | pH 8, 30°C | Pseudomonas fluorescens | |
9.3 | - |
NADPH | pH 8, 30°C | Pseudomonas fluorescens | |
10.1 | - |
4-hydroxyacetophenone | pH 8, 30°C | Pseudomonas fluorescens | |
10.6 | - |
4-hydroxypropiophenone | pH 8, 30°C | Pseudomonas fluorescens | |
12.3 | - |
4-aminoacetophenone | pH 8, 30°C | Pseudomonas fluorescens |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.5 | - |
- |
Pseudomonas fluorescens |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
FAD | FAD-dependent, each subunit contains a noncovalently bound FAD molecule, both molecules participate in the reduction reaction, molecular oxygen is able to reoxidize the flavin cofactor | Pseudomonas fluorescens | |
additional information | not: NADH | Pseudomonas fluorescens | |
NADPH | strictly NADPH-dependent | Pseudomonas fluorescens |