Literature summary for 1.1.3.6 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.

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Inhibitors

Inhibitors	Comment	Organism	Structure
5,10-Seco-19-nor-5-cholestyn-3,10-dione	-	Nocardia erythropolis

KM Value [mM]

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

Natural Substrates/ Products (Substrates)

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

Organism

Organism	UniProt	Comment	Textmining
Nocardia erythropolis	-	-	-

Reaction

Reaction	Comment	Organism	Reaction ID
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)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
5-pregnen-3,20-dione + O2	-	Nocardia erythropolis	pregnenolone + H2O2	-	r
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
cholesterol + O2	-	Nocardia erythropolis	cholest-5-en-3-one + H2O2	-	r
dehydroepiandrosterone + O2	-	Nocardia erythropolis	androst-5-en-3,17-dione + H2O2	-	r
pregnenolone + O2	-	Nocardia erythropolis	5-pregnen-3,20-dione + H2O2	-	r

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Release 2023.1 (January 2023)