title: Deoxycholic acid transformations catalyzed by selected filamentous fungi.
abstract: More than 100 filamentous fungi strains, mostly ascomycetes and zygomycetes from different phyla, were screened for the ability to convert deoxycholic acid (DCA) to valuable bile acid derivatives. Along with 11 molds which fully degraded DCA, several strains were revealed capable of producing cholic acid, ursocholic acid, 12-keto-lithocholic acid (12-keto-LCA), 3-keto-DCA, 15β-hydroxy-DCA and 15β-hydroxy-12-oxo-LCA as major products from DCA. The last metabolite was found to be a new compound. The ability to catalyze the introduction of a hydroxyl group at the 7(α/β)-positions of the DCA molecule was shown for 32 strains with the highest 7β-hydroxylase activity level for Fusarium merismoides VKM F-2310. Curvularia lunata VKM F-644 exhibited 12α-hydroxysteroid dehydrogenase activity and formed 12-keto-LCA from DCA. Acremonium rutilum VKM F-2853 and Neurospora crassa VKM F-875 produced 15β-hydroxy-DCA and 15β-hydroxy-12-oxo-LCA, respectively, as major products from DCA, as confirmed by MS and NMR analyses. For most of the positive strains, the described DCA-transforming activity was unreported to date. The presented results expand the knowledge on bile acid metabolism by filamentous fungi, and might be suitable for preparative-scale exploitation aimed at the production of marketed bile acids.
authors.affiliation: G.K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Prospekt Nauki, 5, 142290 Pushchino, Moscow Region, Russia.
authors.forename: V V
authors.initials: VV
authors.lastname: Kollerov
authors.affiliation: G.K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Prospekt Nauki, 5, 142290 Pushchino, Moscow Region, Russia.
authors.forename: T G
authors.initials: TG
authors.lastname: Lobastova
authors.affiliation: Istituto di Chimica del Riconoscimento Molecolare - C.N.R., Via Mario Bianco 9, 20131 Milano, Italy. Electronic address: daniela.monti@icrm.cnr.it.
authors.forename: D
authors.initials: D
authors.lastname: Monti
authors.affiliation: G.K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Prospekt Nauki, 5, 142290 Pushchino, Moscow Region, Russia.
authors.forename: N O
authors.initials: NO
authors.lastname: Deshcherevskaya
authors.affiliation: Istituto di Chimica del Riconoscimento Molecolare - C.N.R., Via Mario Bianco 9, 20131 Milano, Italy.
authors.forename: E E
authors.initials: EE
authors.lastname: Ferrandi
authors.affiliation: Istituto di Chimica del Riconoscimento Molecolare - C.N.R., UOS-Milano Politecnico, Via Mancinelli 7, 20131 Milano, Italy.
authors.forename: G
authors.initials: G
authors.lastname: Fronza
authors.affiliation: Istituto di Chimica del Riconoscimento Molecolare - C.N.R., Via Mario Bianco 9, 20131 Milano, Italy.
authors.forename: S
authors.initials: S
authors.lastname: Riva
authors.affiliation: G.K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Prospekt Nauki, 5, 142290 Pushchino, Moscow Region, Russia. Electronic address: donova@ibpm.pushchino.ru.
authors.forename: M V
authors.initials: MV
authors.lastname: Donova
mesh_terms: D001203:Ascomycota / Q000378:metabolism*; D001711:Biotransformation; D002384:Catalysis; D003840:Deoxycholic Acid / Q000378:metabolism*; D020508:Fungi, Unclassified / Q000378:metabolism*
chemical_list: D003840:Deoxycholic Acid
keywords: 7β-Hydroxylation; Bile acid; Bioconversion; Deoxycholic acid; Filamentous fungi; Ursocholic acid