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Literature summary extracted from
- Identification of PpoA from Aspergillus nidulans as a fusion protein of a fatty acid heme dioxygenase/peroxidase and a cytochrome P450 (2009), J. Biol. Chem., 284, 11792-11805.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.13.11.60 | expression in Escherichia coli | Aspergillus nidulans |
| 5.4.4.5 | expression in Escherichia coli | Aspergillus nidulans |
Protein Variants
| EC Number | Protein Variants | Comment | Organism |
|---|---|---|---|
| 1.13.11.60 | H1004A | mutant enzyme with abolished 8-hydroperoxide isomerase activity, whereas dioxygenase activity is still present | Aspergillus nidulans |
| 1.13.11.60 | Y374 | the mutant enzyme shows no detectable activity when incubated with (9Z,12Z)-octadeca-9,12-dienoate as a substrate. When incubated with the intermediate product (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate it is able to catalyze isomerization to (5S,8R,9Z,12Z)-5,8-dihydroperoxy-9,12-octadecadienoate | Aspergillus nidulans |
| 5.4.4.5 | H1004A | mutant enzyme with abolished 8-hydroperoxide isomerase activity, whereas dioxygenase activity is still present | Aspergillus nidulans |
| 5.4.4.5 | Y374 | the mutant enzyme shows no detectable activity when incubated with (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate as a substrate. When incubated with the intermediate product (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoateit it is able to catalyze isomerization to (5S,8R,9Z,12Z)-5,8-dihydroperoxy-9,12-octadecadienoate | Aspergillus nidulans |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.13.11.60 | additional information | suicide inactivation, activity falls to zero within a few min although substrates were available in sufficient amounts | Aspergillus nidulans | |
| 5.4.4.5 | additional information | suicide inactivation, activity falls to zero within a few min although substrates are available in sufficient amounts | Aspergillus nidulans |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.13.11.60 | 0.005 | - |
palmitoleate | pH 7.2, 24°C | Aspergillus nidulans |  |
| 1.13.11.60 | 0.00671 | - |
oleate | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 0.0183 | - |
linoleate | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 0.0226 | - |
(11Z)-icos-11-enoic acid | pH 7.2, 24°C | Aspergillus nidulans | |
Molecular Weight [Da]
| EC Number | Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|---|
| 1.13.11.60 | 110000 | - |
4 * 110000, SDS-PAGE | Aspergillus nidulans |
| 1.13.11.60 | 440000 | - |
gel filtration | Aspergillus nidulans |
| 5.4.4.5 | 110000 | - |
4 * 110000, SDS-PAGE | Aspergillus nidulans |
| 5.4.4.5 | 440000 | - |
gel filtration | Aspergillus nidulans |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.13.11.60 | linoleate + O2 | Aspergillus nidulans | the enzyme is involved in the regulation of the life cycle of Aspergillus nidulans. Synthesis of the psi factor (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate, that influences the development of the asexual conidiophores and sexual cleistothecia | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | - |
? | |
| 5.4.4.5 | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | Aspergillus nidulans | the enzyme is involved in the regulation of the life cycle of Aspergillus nidulans. Synthesis of the psi factor (8R,9E,12Z)-8-hydroperoxy-9,12-octadecadienoate, that influences the development of the asexual conidiophores and sexual cleistothecia | (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.13.11.60 | Aspergillus nidulans | Q6RET3 | - |
- |
| 5.4.4.5 | Aspergillus nidulans | Q6RET3 | - |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 1.13.11.60 | - |
Aspergillus nidulans |
| 5.4.4.5 | - |
Aspergillus nidulans |
Specific Activity [micromol/min/mg]
| EC Number | Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|---|
| 1.13.11.60 | 3.2 | - |
pH 7.2, 24°C | Aspergillus nidulans |
| 5.4.4.5 | 3.2 | - |
pH 7.2, 24°C | Aspergillus nidulans |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.13.11.60 | (11Z)-icos-11-enoic acid + O2 | - |
Aspergillus nidulans | 10-hydroperoxyeicosenoic acid | - |
? | |
| 1.13.11.60 | (11Z,14Z)-icosa-11,14-dienoic acid + O2 | - |
Aspergillus nidulans | (11Z,14Z)-10-hydroperoxyeicosa-11,14-dienoic acid | - |
? | |
| 1.13.11.60 | (11Z,14Z,17Z)-icosa-11,14,17-trienoic acid + O2 | - |
Aspergillus nidulans | (11Z,14Z,17Z)-10-hydroperoxyeicosa-11,14,17-trienoic acid | - |
? | |
| 1.13.11.60 | linoleate + O2 | the enzyme is involved in the regulation of the life cycle of Aspergillus nidulans. Synthesis of the psi factor (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate, that influences the development of the asexual conidiophores and sexual cleistothecia | Aspergillus nidulans | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | - |
? | |
| 1.13.11.60 | linoleate + O2 | i.e. (9Z,12Z)-octadeca-9,12-dienoate. The N-terminal heme peroxidase domain might be responsible for the dioxygenase reaction as the first step of the PpoA reaction, i.e. oxidation of linoleic acid to (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate as an intermediate product. The C-terminal P450 domain catalyzes the second reaction step, the isomerization of (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate to (5S,8R,9Z,12Z)-5,8-dihydroperoxy-9,12-octadecadienoate, and is therefore termed the 8-hydroperoxide isomerase P450 domain | Aspergillus nidulans | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | - |
? | |
| 1.13.11.60 | oleate + O2 | - |
Aspergillus nidulans | (9Z)-8-hydroperoxyoctadec-9-enoate | - |
? | |
| 1.13.11.60 | palmitoleate + O2 | - |
Aspergillus nidulans | (9Z)-8-hydroperoxyhexadec-9-enoate | - |
? | |
| 5.4.4.5 | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | the enzyme is involved in the regulation of the life cycle of Aspergillus nidulans. Synthesis of the psi factor (8R,9E,12Z)-8-hydroperoxy-9,12-octadecadienoate, that influences the development of the asexual conidiophores and sexual cleistothecia | Aspergillus nidulans | (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate | - |
? | |
| 5.4.4.5 | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | the N-terminal heme peroxidase domain is responsible for the dioxygenase reaction as the first step of the PpoA reaction, i.e. oxidation of linoleic acid to (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate as an intermediate product. The C-terminal P450 domain catalyzes the second reaction step, the isomerization of (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate to (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate, and is therefore termed the 8-hydroperoxide isomerase P450 domain | Aspergillus nidulans | (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 1.13.11.60 | tetramer | 4 * 110000, SDS-PAGE | Aspergillus nidulans |
| 5.4.4.5 | tetramer | 4 * 110000, SDS-PAGE | Aspergillus nidulans |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.13.11.60 | PpoA | - |
Aspergillus nidulans |
| 5.4.4.5 | PpoA | - |
Aspergillus nidulans |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.13.11.60 | 24 | - |
assay at | Aspergillus nidulans |
| 5.4.4.5 | 24 | - |
assay at | Aspergillus nidulans |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.13.11.60 | 3.5 | - |
palmitoleate | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 4.95 | - |
oleate | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 5.9 | - |
(11Z)-icos-11-enoic acid | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 6.3 | - |
linoleate | pH 7.2, 24°C | Aspergillus nidulans | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.13.11.60 | 7.2 | - |
assay at | Aspergillus nidulans |
| 5.4.4.5 | 7.2 | - |
assay at | Aspergillus nidulans |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.13.11.60 | cytochrome P450 | PpoA contains a high spin ferriheme. PpoA uses different heme domains to catalyze two separate reactions. Within the N-terminal heme peroxidase domain, linoleic acid is oxidized to (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate by abstracting a H-atom from C-8 of the fatty acid, yielding a carbon-centered radical that reacts with molecular dioxygen. In the second reaction step, (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate is isomerized within the C-terminal P450 heme thiolate domain to (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate | Aspergillus nidulans | |
| 1.13.11.60 | heme | PpoA contains a high spin ferriheme. PpoA uses different heme domains to catalyze two separate reactions. Within the N-terminal heme peroxidase domain, linoleic acid is oxidized to (8R)-hydroperoxyoctadecadienoic acid by abstracting a H-atom from C-8 of the fatty acid, yielding a carbon-centered radical that reacts with molecular dioxygen. In the second reaction step, 8-hydroperoxyoctadecadienoic acid is isomerized within the C-terminal P450 heme thiolate domain to 5,8-dihydroxyoctadecadienoic acid | Aspergillus nidulans | |
| 5.4.4.5 | heme | PpoA contains a high spin ferriheme. PpoA uses different heme domains to catalyze two separate reactions. Within the heme peroxidase domain, linoleic acid is oxidized to (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate by abstracting a H-atom from C-8 of the fatty acid, yielding a carbon-centered radical that reacts with molecular dioxygen. In the second reaction step, (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate is isomerized within the P450 heme thiolate domain to (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate | Aspergillus nidulans | |
kcat/KM [mM/s]
| EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.13.11.44 | 262.5 | - |
alpha-linolenic acid | - |
Aspergillus nidulans | |
| 1.13.11.44 | 338.3 | - |
linoleic acid | - |
Aspergillus nidulans | |
| 1.13.11.44 | 471.7 | - |
linoleic acid | mutant enzyme H1004A | Aspergillus nidulans | |
| 1.13.11.44 | 703.3 | - |
palmitoleic acid | - |
Aspergillus nidulans | |
| 1.13.11.44 | 737.7 | - |
oleic acid | - |
Aspergillus nidulans | |
| 1.13.11.60 | 261 | - |
(11Z)-icos-11-enoic acid | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 344 | - |
linoleate | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 700 | - |
palmitoleate | pH 7.2, 24°C | Aspergillus nidulans | |
| 1.13.11.60 | 738 | - |
oleate | pH 7.2, 24°C | Aspergillus nidulans | |
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