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  • Hydroxylation of lithocholic acid by selected actinobacteria and filamentous fungi.

Hydroxylation of lithocholic acid by selected actinobacteria and filamentous fungi.

Steroids (2013-01-22)
V V Kollerov, D Monti, N O Deshcherevskaya, T G Lobastova, E E Ferrandi, A Larovere, S A Gulevskaya, S Riva, M V Donova
ABSTRACT

Selected actinobacteria and filamentous fungi of different taxonomy were screened for the ability to carry out regio- and stereospecific hydroxylation of lithocholic acid (LCA) at position 7β. The production of ursodeoxycholic acid (UDCA) was for the first time shown for the fungal strains of Bipolaris, Gibberella, Cunninghamella and Curvularia, as well as for isolated actinobacterial strains of Pseudonocardia, Saccharothrix, Amycolatopsis, Lentzea, Saccharopolyspora and Nocardia genera. Along with UDCA, chenodeoxycholic (CDCA), deoxycholic (DCA), cholic (CA), 7-ketodeoxycholic and 3-ketodeoxycholic acids were detected amongst the metabolites by some strains. A strain of Gibberella zeae VKM F-2600 expressed high level of 7β-hydroxylating activity towards LCA. Under optimized conditions, the yield of UDCA reached 90% at 1g/L of LCA and up to 60% at a 8-fold increased substrate loading. The accumulation of the major by-product, 3-keto UDCA, was limited by using selected biotransformation media.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ursodeoxycholic acid, ≥99%
Sigma-Aldrich
Chenodeoxycholic acid
Sigma-Aldrich
Cholic acid, from bovine and/or ovine, ≥98%
Sigma-Aldrich
Lithocholic acid, ≥95%
Ursodeoxycholic acid, European Pharmacopoeia (EP) Reference Standard
Chenodeoxycholic acid, European Pharmacopoeia (EP) Reference Standard
Cholic acid, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
Cholic acid, Vetec, reagent grade, 98%
Lithocholic acid, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
Deoxycholic acid, ≥99.0% (T)
Sigma-Aldrich
Sodium deoxycholate, BioXtra, ≥98.0% (dry matter, NT)
Sigma-Aldrich
Sodium deoxycholate, ≥97% (titration)
Sigma-Aldrich
Deoxycholic acid, ≥98% (HPLC)
Ursodeoxycholic acid for system suitability, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
Sodium deoxycholate, Vetec, reagent grade, ≥97%