title: [7alpha-hydroxylation of steroid 5-olefins by mold fungi].
abstract: Hydroxylation activity of the mold fungi belonging to the orders Dothideales, Hypocreales, and Mucorales towards delta(5)-3beta-hydroxysteroids was studied. The fungi Bipolaris sorokiniana, Fusarium sp., and Rhizopus nigricans were able to introduce hydroxy group at position 7alpha; however, this ability was detected only at a low substrate load and with a low yield. A 7alpha-hydroxylase activity of the Curvularia lunata VKPM F-981 culture was shown for the first time. It was demonstrated that the studied strain was capable of stereo- and regioselective transformations of androstane 5-olefins at a load not less than 2 g/l. Conversion of pregnane steroids by this culture yielded both 7alpha and 11beta-hydroxy derivatives. The introduction of 7alpha-hydroxy group by this strain occurred concurrently with enzymatic hydrolysis of ester groups, which proceeded under mild conditions to give the corresponding alcohols in the cases of both 3-acetate of delta(5)-androstenes and mono- and triacetates of delta(5)-pregnenes.
authors.forename: V G
authors.initials: VG
authors.lastname: Andriushina
authors.forename: A V
authors.initials: AV
authors.lastname: Druzhinina
authors.forename: V V
authors.initials: VV
authors.lastname: Iaderets
authors.forename: T S
authors.initials: TS
authors.lastname: Stytsenko
authors.forename: N E
authors.initials: NE
authors.lastname: Voĭshvillo
mesh_terms: D000475:Alkenes / Q000378:metabolism*; D001189:Aryl Hydrocarbon Hydroxylases / Q000378:metabolism*; D001203:Ascomycota / Q000201:enzymology*; D005656:Fungal Proteins / Q000378:metabolism*; D006900:Hydroxylation; D006914:Hydroxysteroids / Q000378:metabolism*; D006999:Hypocreales / Q000201:enzymology; D009090:Mucorales / Q000201:enzymology*; D004718:Saccharomycetales / Q000201:enzymology; D013250:Steroid Hydroxylases / Q000378:metabolism*; D013379:Substrate Specificity
chemical_list: D000475:Alkenes; D005656:Fungal Proteins; D006914:Hydroxysteroids; D013250:Steroid Hydroxylases; D001189:Aryl Hydrocarbon Hydroxylases; C029009:steroid hormone 7-alpha-hydroxylase