Hydroxylation of lithocholic acid by selected actinobacteria and filamentous fungi

Hydroxylation of lithocholic acid by selected actinobacteria and filamentous fungi

► Novel microbial strains were revealed capable of lithocholic acid transformation. ► 7α/β-hydroxylase and 3/7-hydroxy-dehydrogenase activities were detected. ► Gibberella zeae VKM F-2600 expressed the highest level of 7β-hydroxylating activity. ► The yield of ursodeoxycholic acid reached ∼90% under...

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Bibliographic Details
Published in:Steroids Vol. 78; no. 3; pp. 370 - 378
Main Authors: Kollerov, V.V., Monti, D., Deshcherevskaya, N.O., Lobastova, T.G., Ferrandi, E.E., Larovere, A., Gulevskaya, S.A., Riva, S., Donova, M.V.
Format: Journal Article
Language:English
Published: United States Elsevier Inc 01-03-2013
Subjects:
7β-Hydroxylation
Actinobacteria - metabolism
Ascomycota - metabolism
Bile acids
Bioconversion
Biotransformation
Chenodeoxycholic Acid - metabolism
Cholic Acid - metabolism
Deoxycholic Acid - analogs & derivatives
Deoxycholic Acid - metabolism
Filamentous fungi
Hydroxylation
Lithocholic acid
Lithocholic Acid - metabolism
Magnetic Resonance Spectroscopy
Stereoisomerism
Ursodeoxycholic acid
Ursodeoxycholic Acid - metabolism
7β-Hydroxylation
Bioconversion
Bile acids
Filamentous fungi
Lithocholic acid
Ursodeoxycholic acid
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Summary:► Novel microbial strains were revealed capable of lithocholic acid transformation. ► 7α/β-hydroxylase and 3/7-hydroxy-dehydrogenase activities were detected. ► Gibberella zeae VKM F-2600 expressed the highest level of 7β-hydroxylating activity. ► The yield of ursodeoxycholic acid reached ∼90% under the optimized conditions. 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.
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content type line 23
ISSN:0039-128X
1878-5867
DOI:10.1016/j.steroids.2012.12.010