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.
Synthesis of ω-Muricholic Acid by One-Pot Enzymatic Mitsunobu Inversion using Hydroxysteroid Dehydrogenases
Ferrandi EE;Monti D;Fronza G;Bassanini I;Riva S
2021
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.File in questo prodotto:
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