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Literature summary extracted from

  • Smith, A.G.; Brooks, C.J.W.
    The substrate specificity and stereochemistry, reversibility and inhibition of the 3-oxo steroid DELTA 4-DELTA 5-isomerase component of cholesterol oxidase (1977), Biochem. J., 167, 121-129.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.3.6 5,10-Seco-19-nor-5-cholestyn-3,10-dione
-
 Nocardia erythropolis
5.3.3.1 5,10-Seco-19-nor-5-cholestyne-3,10-dione
-
 Nocardia erythropolis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.3.6 0.0017
-
 3beta-hydroxy-5-pregnen-20-one
-
 Nocardia erythropolis
1.1.3.6 0.0036
-
 3beta-hydroxy-5-androsten-17-one
-
 Nocardia erythropolis
1.1.3.6 0.0051
-
 cholesterol
-
 Nocardia erythropolis
1.1.3.6 0.007
-
 5-Cholesten-3-one
-
 Nocardia erythropolis
1.1.3.6 0.0125
-
 5-Pregnen-3,20-dione
-
 Nocardia erythropolis
1.1.3.6 0.548
-
 5-androstene-3,17-dione
-
 Nocardia erythropolis
5.3.3.1 0.007
-
 5-Cholesten-3-one
-
 Nocardia erythropolis
5.3.3.1 0.0125
-
 5-Pregnene-3,20-dione
-
 Nocardia erythropolis
5.3.3.1 0.548
-
 5-androstene-3,17-dione
-
 Nocardia erythropolis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.3.6 cholesterol + O2 Nocardia erythropolis
-
 cholest-5-en-3-one + H2O2
-
 r

Organism

EC Number Organism UniProt Comment Textmining
1.1.3.6 Nocardia erythropolis
-
-
-
5.3.3.1 Nocardia erythropolis
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.1.3.6 cholesterol + O2 = cholest-5-en-3-one + H2O2 bifunctional enzyme, catalyzes both the oxidation of DELTA5-ene-3beta hydroxysteroids with a trans A-B ring junction to the corresponding DELTA5-3-ketosteroid with the reduction of oxygen to hydrogen peroxide, and the isomerization to the DELTA4-3-ketosteroid Nocardia erythropolis
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.3.6 5-pregnen-3,20-dione + O2
-
 Nocardia erythropolis pregnenolone + H2O2
-
 r
1.1.3.6 cholesterol + O2
-
 Nocardia erythropolis cholest-4-en-3-one + H2O2 the assumed intermediate 5-cholesten-3-one is rapidly isomerized by the enzyme to cholest-4-en-3-one r
1.1.3.6 cholesterol + O2
-
 Nocardia erythropolis cholest-5-en-3-one + H2O2
-
 r
1.1.3.6 dehydroepiandrosterone + O2
-
 Nocardia erythropolis androst-5-en-3,17-dione + H2O2
-
 r
1.1.3.6 pregnenolone + O2
-
 Nocardia erythropolis 5-pregnen-3,20-dione + H2O2
-
 r
5.3.3.1 5-Androstene-3,17-dione
-
 Nocardia erythropolis 4-Androstene-3,17-dione
-
 ?
5.3.3.1 5-Cholesten-3-one r Nocardia erythropolis 4-Cholesten-3-one
-
 ?
5.3.3.1 5-Pregnene-3,20-dione
-
 Nocardia erythropolis 4-Pregnene-3,20-dione
-
 ?