title: [11beta-Hydroxylation of 6alpha-Fluoro-16alpha-Methyl-Deoxycorticosterone 21-Acetate by filamentous fungi].
abstract: Selected filamentous fungi--98 strains of 31 genera--were screened for the ability to catalyze 11beta-hydroxylation of 6alpha-fluoro-16alpha-methyl-deoxycorticosterone 21-acetate (FM-DCA). It was established that representatives of the genera Gongronella, Scopulariopsis, Epicoccum, and Curvularia have the ability to activate 11beta-hydroxylase steroids. The strains of Curvularia lunata VKM F-644 and Gongronella butleri VKM F-1033 expressed maximal activity and formed 6lpha-fluoro-16alpha-methyl-corticosterone as a major bioconversion product from FM-DCA. The structures of the major products and intermediates of the bioconversion were confirmed by TLC, H PLC, MS and 1H NMR analyses. Different pathways of 6alpha-fluoro-16alpha-methyl-corticosterone formation by C. lunata and G. butleri strains were proposed based on intermediate identification. The constitutive character and membrane-binding localization were evidence of a 11beta-hydroxylating system in G. butleri, while an inducible character and microsomal localization was confirmed for 11beta-hydroxylase of C. lunata. Under optimized conditions, the molar yield of 6alpha-fluoro-16alpha-methyl-corticosterone reached 65% at a FM-DCA substrate loading of 6 g/L.
authors.forename: V V
authors.initials: VV
authors.lastname: Kollerov
authors.forename: V V
authors.initials: VV
authors.lastname: Fokina
authors.forename: G V
authors.initials: GV
authors.lastname: Sukhodolskaya
authors.forename: A A
authors.initials: AA
authors.lastname: Shutov
authors.forename: M V
authors.initials: MV
authors.lastname: Donova
mesh_terms: D001203:Ascomycota / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D003900:Desoxycorticosterone / Q000031:analogs & derivatives* / Q000378:metabolism; D004798:Enzymes / Q000378:metabolism; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D003904:Mitosporic Fungi / Q000378:metabolism*; D015394:Molecular Structure
chemical_list: C000607127:6alpha-fluoro-16alpha-methyldesoxycorticosterone 21-acetate; D004798:Enzymes; D003900:Desoxycorticosterone