Engineering Regioselectivity of a P450 Monooxygenase Enables the Synthesis of Ursodeoxycholic Acid via 7β‐Hydroxylation of Lithocholic Acid

We engineered the cytochrome P450 monooxygenase CYP107D1 (OleP) from Streptomyces antibioticus for the stereo‐ and regioselective 7β‐hydroxylation of lithocholic acid (LCA) to yield ursodeoxycholic acid (UDCA). OleP was previously shown to hydroxylate testosterone at the 7β‐position but LCA is exclu...

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Veröffentlicht in:	Angewandte Chemie International Edition 2021-01, Vol.60 (2), p.753-757
Hauptverfasser:	Grobe, Sascha, Badenhorst, Christoffel P. S., Bayer, Thomas, Hamnevik, Emil, Wu, Shuke, Grathwol, Christoph W., Link, Andreas, Koban, Sven, Brundiek, Henrike, Großjohann, Beatrice, Bornscheuer, Uwe T.
Format:	Artikel
Sprache:	eng
Schlagworte:	7β-hydroxylation Alanine Amino acids Bacterial Proteins - genetics Bacterial Proteins - metabolism Bile Binding Sites Catalytic Domain Colorimetry Communication Communications Cytochrome P-450 Enzyme System - genetics Cytochrome P-450 Enzyme System - metabolism Cytochrome P450 Cytochrome P450 monooxygenase Cytochromes P450 Deoxycholic Acid - chemistry Deoxycholic Acid - metabolism Hydroxylation lithocholic acid Lithocholic Acid - chemistry Lithocholic Acid - metabolism Molecular docking Molecular Docking Simulation Mutagenesis Mutagenesis, Site-Directed protein engineering Regioselectivity Residues Stereoisomerism Stereoselectivity Streptomyces - enzymology Synthesis Testosterone Ursodeoxycholic acid Ursodeoxycholic Acid - chemical synthesis Ursodeoxycholic Acid - chemistry Ursodeoxycholic Acid - metabolism
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