title: Hydroxylation of DHEA, androstenediol and epiandrosterone by Mortierella isabellina AM212. Evidence indicating that both constitutive and inducible hydroxylases catalyze 7α- as well as 7β-hydroxylations of 5-ene substrates.
abstract: The course of transformation of DHEA, androstenediol and epiandrosterone in Mortierella isabellina AM212 culture was investigated. The mentioned substrates underwent effective hydroxylation; 5-ene substrates--DHEA and androstenediol--were transformed into a mixture of 7α- and 7β- allyl alcohols, while epiandrosterone was converted into 7α- (mainly), 11α- and 9α- monohydroxy derivatives. Ketoconazole and cycloheximide inhibition studies suggest the presence of constitutive and substrate-induced hydroxylases in M. isabellina. On the basis of time course analysis of the hydroxylation of DHEA and androstenediol, the oxidation of allyl C(7)-H(α) and C(7)-H(β) bonds by the same enzyme is a reasonable assumption.
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375, Wrocław, Poland.
authors.forename: Teresa
authors.initials: T
authors.lastname: Kołek
authors.forename: Natalia
authors.initials: N
authors.lastname: Milecka
authors.forename: Alina
authors.initials: A
authors.lastname: Świzdor
authors.forename: Anna
authors.initials: A
authors.lastname: Panek
authors.forename: Agata
authors.initials: A
authors.lastname: Białońska
mesh_terms: D015114:Androstenediol / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D000738:Androsterone / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D001665:Binding Sites; D002384:Catalysis; D018360:Crystallography, X-Ray; D003513:Cycloheximide / Q000037:antagonists & inhibitors; D003687:Dehydroepiandrosterone / Q000737:chemistry* / Q000378:metabolism; D006900:Hydroxylation; D007654:Ketoconazole / Q000037:antagonists & inhibitors; D006899:Mixed Function Oxygenases / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D020094:Mortierella / Q000737:chemistry / Q000201:enzymology*
chemical_list: D003687:Dehydroepiandrosterone; D015114:Androstenediol; D003513:Cycloheximide; D000738:Androsterone; D006899:Mixed Function Oxygenases; D007654:Ketoconazole