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Literature summary extracted from
- Identifying determinants of NADPH specificity in Baeyer-Villiger monooxygenases (2004), Eur. J. Biochem., 271, 2107-2116.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.14.13.84 | hapE gene, expression in Escherichia coli TOP10 | Pseudomonas fluorescens |
Protein Variants
| EC Number | Protein Variants | Comment | Organism |
|---|---|---|---|
| 1.14.13.84 | K439A | mutant with 100fold decrease in catalytic efficiency with NADPH, mainly caused by increased Km, 4fold increased efficiency with NADH | Pseudomonas fluorescens |
| 1.14.13.84 | K439F | mutant with higher activity with NADH compared to wild-type HAPMO | Pseudomonas fluorescens |
| 1.14.13.84 | K439N | mutant with higher activity with NADH compared to wild-type HAPMO | Pseudomonas fluorescens |
| 1.14.13.84 | K439P | mutant with higher activity with NADH compared to wild-type HAPMO | Pseudomonas fluorescens |
| 1.14.13.84 | R339A | mutant with largely decreased affinity for NADPH and decreased catalytic efficiency with NADH | Pseudomonas fluorescens |
| 1.14.13.84 | R440A | totally inactive mutant, Arg-440 is crucial for completing the catalytic cycle | Pseudomonas fluorescens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.13.84 | acetyl-NADP+ | 0.5 mM, 35% inhibition | Pseudomonas fluorescens |  |
| 1.14.13.84 | amino-NADP+ | very effective inhibitor, 0.005 mM, 80% inhibition | Pseudomonas fluorescens | |
| 1.14.13.84 | additional information | not inhibited by NADP+ | Pseudomonas fluorescens |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.84 | 0.012 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, wild-type HAPMO | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.017 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439P mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.078 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439N mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.08 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439F mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.2 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439A mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.3 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439F mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.52 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439A mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.78 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439N mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 1.28 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439P mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 1.44 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, wild-type HAPMO | Pseudomonas fluorescens | |
| 1.14.13.84 | 3 | - |
NADPH | above, pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, R339A mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 3 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, R339A mutant | Pseudomonas fluorescens | |
Molecular Weight [Da]
| EC Number | Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.84 | 145000 | - |
- |
Pseudomonas fluorescens |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.13.84 | Pseudomonas fluorescens | - |
- |
- |
| 1.14.13.84 | Pseudomonas fluorescens ACB | - |
- |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 1.14.13.84 | wild-type and mutant HAPMO | Pseudomonas fluorescens |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.13.84 | 4-hydroxyacetophenone + NADH + H+ + O2 | 700fold preference for NADPH over NADH | Pseudomonas fluorescens | 4-hydroxyphenyl acetate + NAD+ + H2O | - |
? | |
| 1.14.13.84 | 4-hydroxyacetophenone + NADH + H+ + O2 | 700fold preference for NADPH over NADH | Pseudomonas fluorescens ACB | 4-hydroxyphenyl acetate + NAD+ + H2O | - |
? | |
| 1.14.13.84 | 4-hydroxyacetophenone + NADPH + H+ + O2 | 700fold preference for NADPH over NADH, Arg-440 plays an important role in catalysis | Pseudomonas fluorescens | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
| 1.14.13.84 | 4-hydroxyacetophenone + NADPH + H+ + O2 | 700fold preference for NADPH over NADH, Arg-440 plays an important role in catalysis | Pseudomonas fluorescens ACB | 4-hydroxyphenyl acetate + NADP+ + H2O | - |
? | |
| 1.14.13.84 | additional information | catalyzes Baeyer-Villiger oxidation reactions on various ketones, oxidizes a variety of aromatic ketones and sulfides | Pseudomonas fluorescens | ? | - |
? | |
| 1.14.13.84 | additional information | catalyzes Baeyer-Villiger oxidation reactions on various ketones, oxidizes a variety of aromatic ketones and sulfides | Pseudomonas fluorescens ACB | ? | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 1.14.13.84 | dimer | - |
Pseudomonas fluorescens |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.14.13.84 | HAPMO | - |
Pseudomonas fluorescens |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.84 | 25 | - |
assay at | Pseudomonas fluorescens |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.84 | 0.1 | - |
NADPH | above, pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, R339A mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.19 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, R339A mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.2 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439P mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 0.7 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439P mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 1 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439F mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 1.6 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439A mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 1.7 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, wild-type HAPMO | Pseudomonas fluorescens | |
| 1.14.13.84 | 2.4 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439A mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 2.4 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439F mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 3.5 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439N mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 5.1 | - |
NADH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, K439N mutant | Pseudomonas fluorescens | |
| 1.14.13.84 | 10.1 | - |
NADPH | pH 7.5, 25°C, cosubstrate 4-hydroxyacetophenone, wild-type HAPMO | Pseudomonas fluorescens | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.84 | 7.5 | - |
assay at | Pseudomonas fluorescens |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.13.84 | FAD | contains one FAD molecule per subunit | Pseudomonas fluorescens | |
| 1.14.13.84 | NADH | 700fold preference for NADPH over NADH | Pseudomonas fluorescens | |
| 1.14.13.84 | NADPH | specific for NADPH as coenzyme, Arg-339 and Lys-439 are involved in coenzyme recognition, Arg-440 not, Lys-439 plays a role in recognizing the 2-phosphate of NADPH, 700fold preference for NADPH over NADH | Pseudomonas fluorescens | |
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