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Literature summary extracted from
- Characterization and engineering of 3-ketosteroid-Delta1-dehydrogenase and 3-ketosteroid-9alpha-hydroxylase in Mycobacterium neoaurum ATCC 25795 to produce 9alpha-hydroxy-4-androstene-3,17-dione through the catabolism of sterols (2014), Metab. Eng., 24, 181-191 .
Application
| EC Number | Application | Comment | Organism |
|---|---|---|---|
| 1.3.99.4 | synthesis | inactivation of KstD isoforms 1-3 leads to synthesis of about 6.02g/l of 9alpha-hydroxy-4-androstene-3,17-dione from 15 g/l of phytosterols. The product is mixed with 1.55 g/l of 4-androstene-3,17-dione as a major byproduct. Overexpression of the oxygenase component of 3-ketosteroid-9alpha-hydroxylase kshA, results in a yield of 9alpha-hydroxy-4-androstene-3,17-dione of 7.33 g/l | Mycolicibacterium neoaurum |
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.3.99.4 | - |
Mycolicibacterium neoaurum |
| 1.14.15.30 | expressed in Escherichia coli BL21(DE3) cells | Mycolicibacterium neoaurum |
Protein Variants
| EC Number | Protein Variants | Comment | Organism |
|---|---|---|---|
| 1.14.15.30 | additional information | recombinant coexpression of the enzyme KshA from Mycobacterium neoaurum strain NwIB-01 and the three homologues of ketosteroid-DELTA1-dehydrogenase (KstD) from Mycobacterium neoaurum ATCC257953 in Escherichia coli strain BL21(DE3) | Mycolicibacterium neoaurum |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.3.99.4 | 0.011 | - |
4-androstene-17beta-ol-3-one | pH 7.0, 30°C | Mycolicibacterium neoaurum |  |
| 1.3.99.4 | 0.025 | - |
4-androstene-3,17-dione | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.025 | - |
9alpha-hydroxy-4-androstene-3,17-dione | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.035 | - |
5alpha-androstane-17beta-ol-3-one | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.0379 | - |
5alpha-androstane-17beta-ol-3-one | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.039 | - |
progesterone | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.045 | - |
9alpha-hydroxy-4-androstene-3,17-dione | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.06 | - |
progesterone | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.065 | - |
4-androstene-3,17-dione | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.082 | - |
4-androstene-17beta-ol-3-one | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.085 | - |
4-androstene-17beta-ol-3-one | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.105 | - |
9alpha-hydroxy-4-androstene-3,17-dione | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.125 | - |
progesterone | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
| 1.3.99.4 | 0.16 | - |
4-androstene-3,17-dione | pH 7.0, 30°C | Mycolicibacterium neoaurum | |
Metals/Ions
| EC Number | Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.15.30 | Fe2+ | a Rieske 2Fe-2S enzyme | Mycolicibacterium neoaurum | |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.15.30 | androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 | Mycolicibacterium neoaurum | - |
9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O | - |
? | |
| 1.14.15.30 | androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 | Mycolicibacterium neoaurum NwIB-01 | - |
9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O | - |
? | |
| 1.14.15.30 | androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 | Mycolicibacterium neoaurum ATCC 25795 | - |
9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.3.99.4 | Mycolicibacterium neoaurum | C8CJG6 | isoform KstD1 | - |
| 1.3.99.4 | Mycolicibacterium neoaurum | W0NR13 | isoform KstD2 | - |
| 1.3.99.4 | Mycolicibacterium neoaurum | W0NUN5 | isoform KstD3 | - |
| 1.3.99.4 | Mycolicibacterium neoaurum ATCC 25795 | C8CJG6 | isoform KstD1 | - |
| 1.3.99.4 | Mycolicibacterium neoaurum ATCC 25795 | W0NR13 | isoform KstD2 | - |
| 1.3.99.4 | Mycolicibacterium neoaurum ATCC 25795 | W0NUN5 | isoform KstD3 | - |
| 1.14.15.30 | Mycolicibacterium neoaurum | C9E9N6 | - |
- |
| 1.14.15.30 | Mycolicibacterium neoaurum ATCC 25795 | C9E9N6 | - |
- |
| 1.14.15.30 | Mycolicibacterium neoaurum NwIB-01 | C9E9N6 | - |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.3.99.4 | 4-androstene-17beta-ol-3-one + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum | 1,4-androstadiene-17beta-ol-3-one + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | 4-androstene-17beta-ol-3-one + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum ATCC 25795 | 1,4-androstadiene-17beta-ol-3-one + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | 4-androstene-3,17-dione + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum | 1,4-androstadiene-3,17-dione + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | 4-androstene-3,17-dione + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum ATCC 25795 | 1,4-androstadiene-3,17-dione + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | 5alpha-androstane-17beta-ol-3-one + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum | 5alpha-androst-1-ene-17beta-ol-3-one + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | 5alpha-androstane-17beta-ol-3-one + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum ATCC 25795 | 5alpha-androst-1-ene-17beta-ol-3-one + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | 9alpha-hydroxy-4-androstene-3,17-dione + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum | 9alpha-hydroxyandrost-1,4-diene-3,17-dione + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | 9alpha-hydroxy-4-androstene-3,17-dione + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum ATCC 25795 | 9alpha-hydroxyandrost-1,4-diene-3,17-dione + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | progesterone + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum | pregna-1,4-diene-3,20-dione + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.3.99.4 | progesterone + 2,6-dichlorophenol-indophenol | - |
Mycolicibacterium neoaurum ATCC 25795 | pregna-1,4-diene-3,20-dione + reduced 2,6-dichlorophenol-indophenol | - |
? | |
| 1.14.15.30 | androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 | - |
Mycolicibacterium neoaurum | 9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O | - |
? | |
| 1.14.15.30 | androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 | - |
Mycolicibacterium neoaurum NwIB-01 | 9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O | - |
? | |
| 1.14.15.30 | androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 | - |
Mycolicibacterium neoaurum ATCC 25795 | 9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 1.3.99.4 | ? | x * 61000, calculated | Mycolicibacterium neoaurum |
| 1.3.99.4 | ? | x * 54300, calculated | Mycolicibacterium neoaurum |
| 1.3.99.4 | ? | x * 60100, calculated | Mycolicibacterium neoaurum |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.3.99.4 | KSTD1 | - |
Mycolicibacterium neoaurum |
| 1.3.99.4 | KSTD2 | - |
Mycolicibacterium neoaurum |
| 1.3.99.4 | KSTD3 | - |
Mycolicibacterium neoaurum |
| 1.14.15.30 | 3-ketosteroid-9alpha-hydroxylase | - |
Mycolicibacterium neoaurum |
| 1.14.15.30 | KSH | - |
Mycolicibacterium neoaurum |
| 1.14.15.30 | KshA | - |
Mycolicibacterium neoaurum |
| 1.14.15.30 | KshA | oxygenase component of 3-ketosteroid-9alpha-hydroxylase | Mycolicibacterium neoaurum |
| 1.14.15.30 | MN-kshA | - |
Mycolicibacterium neoaurum |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.14.15.30 | 30 | - |
assay at | Mycolicibacterium neoaurum |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.15.30 | 7 | - |
assay at | Mycolicibacterium neoaurum |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.15.30 | [2Fe-2S]-center | a Rieske 2Fe-2S enzyme | Mycolicibacterium neoaurum | |
Expression
| EC Number | Organism | Comment | Expression |
|---|---|---|---|
| 1.14.15.30 | Mycolicibacterium neoaurum | recombinant coexpression of the enzyme KshA from Mycobacterium neoaurum strain NwIB-01 and the three homologues of ketosteroid-DELTA1-dehydrogenase (KstD) from Mycobacterium neoaurum ATCC257953 in Escherichia coli strain BL21(DE3),to install a steroid production system with a broad substrate specificity. Enzyme KshA converts the KstD reaction side product 4-androstene-3,17-dione into 9alpha-hydroxyandrosta-1,4-diene-3,17-dione | additional information |
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