title: Biocatalyst mediated production of 6β,11α-dihydroxy derivatives of 4-ene-3-one steroids.
abstract: Biotransformation of steroids with 4-ene-3-one functionality such as progesterone (I), testosterone (II), 17α-methyltestosterone (III), 4-androstene-3,17-dione (IV) and 19-nortestosterone (V) were studied by using a fungal system belonging to the genera of Mucor (M881). The fungal system efficiently and quantitatively converted these steroids in regio- and stereo-selective manner into corresponding 6β,11α-dihydroxy compounds. Time course experiments suggested that the transformation was initiated by hydroxylation at 6β- or 11α-(10β-hydroxy in case of V) to form monohydroxy derivatives which upon prolonged incubation were converted into corresponding 6β,11α-dihydroxy derivatives. The fermentation studies carried out using 5L table-top fermentor with substrates (I and II) clearly indicates that 6β,11α-dihydroxy derivatives of steroids with 4-ene-3-one functionality can be produced in large scale by using M881.
authors.affiliation: Chemical Biology Unit, Department of Organic Chemistry, CSIR-National Chemical Laboratory, Pune 411008, India.
authors.forename: Swati P
authors.initials: SP
authors.lastname: Kolet
authors.forename: Siddiqui
authors.initials: S
authors.lastname: Niloferjahan
authors.forename: Saikat
authors.initials: S
authors.lastname: Haldar
authors.forename: Rajesh
authors.initials: R
authors.lastname: Gonnade
authors.forename: Hirekodathakallu V
authors.initials: HV
authors.lastname: Thulasiram
mesh_terms: D055162:Biocatalysis; D001711:Biotransformation; D005285:Fermentation; D008958:Models, Molecular; D008968:Molecular Conformation; D009089:Mucor / Q000378:metabolism*; D013256:Steroids / Q000096:biosynthesis* / Q000737:chemistry*
chemical_list: D013256:Steroids
keywords: 4-Ene-3-one steroids; Biotransformation; Mucor sp.