Synthesis of ω-Muricholic Acid by One-Pot Enzymatic Mitsunobu Inversion using Hydroxysteroid Dehydrogenases
Susanna Bertuletti,Erica Elisa Ferrandi,Daniela Monti,Giovanni Fronza,Ivan Bassanini,Sergio Riva +5 more
TLDR
The biocatalyzed conversion of hyocholic acid into ω‐muricholic acid has been obtained exploiting a small library of 7α‐ and 7β‐HSDHs (hydroxysteroid dehydrogenases) using the appropriate coupled enzymes for the in situ cofactor regeneration.Abstract:
The biocatalyzed conversion of hyocholic acid (3α,6α,7α‐trihydroxy‐5β‐cholan‐24‐oic acid) into ω‐muricholic acid (3α,6α,7β‐trihydroxy‐5β‐cholan‐24‐oic acid) has been obtained exploiting a small library of 7α‐ and 7β‐HSDHs (hydroxysteroid dehydrogenases). The process has been optimized and performed avoiding the isolation of the 7‐oxo intermediate using the appropriate coupled enzymes for the in situ cofactor regeneration. Moreover, the biocatalyzed reduction of 6,7‐dioxolithocholic acid (3α‐hydroxy‐6,7‐dioxo‐5β‐cholan‐24‐oic acid) was also investigated.read more
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Stereoselective Biocatalyzed Reductions of Ginger Active Components Recovered from Industrial Wastes
Rita Nasti,Ivan Bassanini,Erica Elisa Ferrandi,Federica Linguardo,Susanna Bertuletti,Marta Vanoni,Sergio Riva,Luisella Verotta,Daniela Monti +8 more
TL;DR: In this work, ginger active components have been successfully recovered from industrial waste biomass of fermented ginger, and their recovery has been combined with the first systematic study of the stereoselective reduction of gingerol‐like compounds by isolated alcohol dehydrogenases (ADHs) to obtain the enantioenriched sec‐alcohol derivatives.
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Functional Characterization and Synthetic Application of Is2-SDR, a Novel Thermostable and Promiscuous Ketoreductase from a Hot Spring Metagenome
Erica Elisa Ferrandi,Ivan Bassanini,Susanna Bertuletti,Sergio Riva,Chiara Tognoli,Marta Vanoni,Daniela Monti +6 more
TL;DR: Investigation showed that Is2-SDR was indeed active in the regio- and stereoselective reduction of oxidized steroid derivatives, and a broad tolerance to both water-miscible and water-immiscible organic solvents was demonstrated as well, confirming the potential of this new biocatalyst for its synthetic application.
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One-Pot Multienzymatic Synthesis of 12-Ketoursodeoxycholic Acid: Subtle Cofactor Specificities Rule the Reaction Equilibria of Five Biocatalysts Working in a Row
Daniela Monti,Erica Elisa Ferrandi,Ilaria Zanellato,Ling Hua,Fausto Polentini,Giacomo Carrea,Sergio Riva +6 more
TL;DR: The hydroxysteroid dehydrogenases (HSDHs)-catalyzed one-pot enzymatic synthesis of 12-ketoursodeoxycholic acid (3a,7b-dihydroxy-12-oxo-5b-cholanoic acid), a key intermediate for the synthesis of ursodeoxyCholic acid, from cholic acid has been investigated.
Journal ArticleDOI
A proposed nomenclature for bile acids
Alan F. Hofmann,J. Sjövall,G. Kurz,A. Radominska,Claudio D. Schteingart,G. S. Tint,Z. R. Vlahcevic,K. D. R. Setchell +7 more
TL;DR: A proposal is made for a system of nomenclature of the more common unconjugated and conjugated bile acids, and it is recommended that the historic tradition of naming a newly discovered bile acid after the species from which it was isolated be abandoned.
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Latest development in the synthesis of ursodeoxycholic acid (UDCA): a critical review.
TL;DR: This minireview critically analyze the state of the art of the production of UDCA by several chemical, chemoenzymatic and enzymatic routes reported, highlighting the bottlenecks of each production step.