| 7alpha- and 12alpha-Hydroxysteroid dehydrogenases from Acinetobacter calcoaceticus lwoffii: a new integrated chemo-enzymatic route to ursodeoxycholic acid. | |
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MedLine Citation:
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PMID: 18674553 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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We report the very efficient biotransformation of cholic acid to 7-keto- and 7,12-diketocholic acids with Acinetobacter calcoaceticus lwoffii. The enzymes responsible of the biotransformation (i.e. 7alpha- and 12alpha-hydroxysteroid dehydrogenases) are partially purified and employed in a new chemo-enzymatic synthesis of ursodeoxycholic acid starting from cholic acid. The first step is the 12alpha-HSDH-mediated total oxidation of sodium cholate followed by the Wolf-Kishner reduction of the carbonyl group to chenodeoxycholic acid. This acid is then quantitatively oxidized with 7alpha-HSDH to 7-ketochenodeoxycholic acid, that was chemically reduced to ursodeoxycholic acid (70% overall yield). |
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Authors:
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Pier Paolo Giovannini; Alessandro Grandini; Daniela Perrone; Paola Pedrini; Giancarlo Fantin; Marco Fogagnolo |
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Publication Detail:
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Type: Journal Article Date: 2008-07-12 |
Journal Detail:
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Title: Steroids Volume: 73 ISSN: 0039-128X ISO Abbreviation: Steroids Publication Date: 2008 Dec |
Date Detail:
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Created Date: 2008-11-17 Completed Date: 2009-04-17 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0404536 Medline TA: Steroids Country: United States |
Other Details:
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Languages: eng Pagination: 1385-90 Citation Subset: IM |
Affiliation:
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Dipartimento di Biologia ed Evoluzione, Università di Ferrara, C.so Ercole I d'Este 32, I-44100 Ferrara, Italy. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Acinetobacter calcoaceticus
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enzymology* Biotransformation Catalysis Cells, Cultured Cholic Acids / metabolism Hydroxysteroid Dehydrogenases / isolation & purification, metabolism* Ursodeoxycholic Acid / metabolism* |
| Chemical | |
Reg. No./Substance:
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0/Cholic Acids; 128-13-2/Ursodeoxycholic Acid; EC 1.1.-/Hydroxysteroid Dehydrogenases; EC 1.1.1.159/7 alpha-hydroxysteroid dehydrogenase; EC 1.1.1.176/12 alpha-hydroxysteroid dehydrogenase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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