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Literature summary for 1.14.15.30 extracted from

  • Capyk, J.; Casabon, I.; Gruninger, R.; Strynadka, N.; Eltis, L.
    Activity of 3-ketosteroid 9alpha-hydroxylase (KshAB) indicates cholesterol side chain and ring degradation occur simultaneously in Mycobacterium tuberculosis (2011), J. Biol. Chem., 286, 40717-40724.
    View publication on PubMedView publication on EuropePMC

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information steady-state kinetic parameters for KshAB, overview Mycobacterium tuberculosis
0.003
-
3-oxo-23,24-bisnorchol-4-en-22-oic acid in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.003
-
3-oxo-23,24-bisnorcholesta-4-ene-22-oate pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.0068
-
3-oxo-23,24-bisnorchol-4-en-22-oic acid-CoA in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.0068
-
3-oxo-23,24-bisnorcholesta-4-ene-22-oyl-CoA pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.017
-
3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid-CoA in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.017
-
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate-CoA pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.024
-
4-androstene-3,17-dione in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.024
-
4-androstene-3,17-dione pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.07
-
3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.07
-
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.09
-
O2 apparent Km value, in the presence of 3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid-CoA, in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.1 1 androsta-1,4-diene-3,17-dione pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.11
-
androsta-1,4-diene-3,17-dione in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3-oxo-23,24-bisnorcholest-4-en-22-oyl-CoA + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Mycobacterium tuberculosis
-
9alpha-hydroxy-3-oxo-23,24-bisnorcholest-4-en-22-oyl-CoA + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oyl-CoA + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Mycobacterium tuberculosis
-
9alpha-hydroxy-3-oxo-23,24-bisnorcholesta-1,4-dien-22-oyl-CoA + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-
Mycobacterium tuberculosis P71875 gene kshA; the enzyme harbors a Rieske oxygenase, encoded by kshA
-
Mycobacterium tuberculosis P9WJ93 gene kshB; the enzyme harbors a reductase, encoded by kshB
-
Mycobacterium tuberculosis H37Rv P71875 gene kshA; the enzyme harbors a Rieske oxygenase, encoded by kshA
-
Mycobacterium tuberculosis H37Rv P9WJ93 gene kshB; the enzyme harbors a reductase, encoded by kshB
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-oxo-23,24-bisnorcholest-4-en-22-oic acid + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis 9alpha-hydroxy-3-oxo-23,24-bisnorcholest-4-en-22-oic acid + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholest-4-en-22-oic acid + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis H37Rv 9alpha-hydroxy-3-oxo-23,24-bisnorcholest-4-en-22-oic acid + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholest-4-en-22-oyl-CoA + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis 9alpha-hydroxy-3-oxo-23,24-bisnorcholest-4-en-22-oyl-CoA + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholest-4-en-22-oyl-CoA + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis H37Rv 9alpha-hydroxy-3-oxo-23,24-bisnorcholest-4-en-22-oyl-CoA + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis 9alpha-hydroxy-3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis H37Rv 9alpha-hydroxy-3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate-CoA + reduced ferredoxin [iron-sulfur] cluster + H+ + O2
-
Mycobacterium tuberculosis ?
-
r
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oyl-CoA + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis 9alpha-hydroxy-3-oxo-23,24-bisnorcholesta-1,4-dien-22-oyl-CoA + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oyl-CoA + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis H37Rv 9alpha-hydroxy-3-oxo-23,24-bisnorcholesta-1,4-dien-22-oyl-CoA + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
4-androstene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis 9alpha-hydroxy-4-androstene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
4-androstene-3,17-dione + O2 + NADH + H+
-
Mycobacterium tuberculosis ? + H2O + NAD+
-
?
androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
-
Mycobacterium tuberculosis 9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
?
additional information substrate specificity, overview. KshAB also transforms CoA thioester steroids Mycobacterium tuberculosis ?
-
?
additional information substrate specificity, overview. KshAB also transforms CoA thioester steroids Mycobacterium tuberculosis H37Rv ?
-
?

Subunits

Subunits Comment Organism
More the enzyme comprises a Rieske oxygenase, encoded by kshA, and a reductase, encoded by kshB Mycobacterium tuberculosis

Synonyms

Synonyms Comment Organism
3-ketosteroid 9alpha-hydroxylase
-
Mycobacterium tuberculosis
KshAB
-
Mycobacterium tuberculosis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
assay at Mycobacterium tuberculosis

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.07
-
4-androstene-3,17-dione in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.07
-
4-androstene-3,17-dione pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.08
-
3-oxo-23,24-bisnorchol-4-en-22-oic acid in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.08
-
3-oxo-23,24-bisnorcholesta-4-ene-22-oate pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.25
-
3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.25
-
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.61
-
3-oxo-23,24-bisnorchol-4-en-22-oic acid-CoA in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.61
-
3-oxo-23,24-bisnorcholesta-4-ene-22-oyl-CoA pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
0.8
-
androsta-1,4-diene-3,17-dione in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
0.8
-
androsta-1,4-diene-3,17-dione pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
2.5
-
O2 apparent Km value, in the presence of 3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid-CoA, in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
2.7
-
3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid-CoA in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
2.7
-
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate-CoA pH 7.0, 22°C, KshAB Mycobacterium tuberculosis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Mycobacterium tuberculosis

Cofactor

Cofactor Comment Organism Structure
Fe-S center Rieske-type Fe-S cluster, Rieske monooxygenase Mycobacterium tuberculosis

General Information

General Information Comment Organism
additional information enzyme substrate binding pocket analysis using molecular modeling, overview. Modeling of substrates into KshA crystal structure using KshA structure PDB 2ZYL Mycobacterium tuberculosis
physiological function the enzyme plays a role of cholesterol catabolism, overview Mycobacterium tuberculosis

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.917
-
4-androstene-3,17-dione pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
3
-
4-androstene-3,17-dione in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
3.5
-
3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
3.57
-
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
7.27
-
androsta-1,4-diene-3,17-dione pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
7.6
-
androsta-1,4-diene-3,17-dione in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
26.67
-
3-oxo-23,24-bisnorcholesta-4-ene-22-oate pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
29
-
O2 apparent Km value, in the presence of 3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid-CoA, in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
30
-
3-oxo-23,24-bisnorchol-4-en-22-oic acid in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
89.71
-
3-oxo-23,24-bisnorcholesta-4-ene-22-oyl-CoA pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
90
-
3-oxo-23,24-bisnorchol-4-en-22-oic acid-CoA in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis
158.8
-
3-oxo-23,24-bisnorcholesta-1,4-dien-22-oate-CoA pH 7.0, 22°C, KshAB Mycobacterium tuberculosis
160
-
3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid-CoA in 0.1 M potassium phosphate, pH 7.0, at 22°C Mycobacterium tuberculosis