Efficient regio- and stereo-selective C-H bond hydroxylation of steroids using an engineered heme-thiolate peroxygenase biocatalyst
Date
2023
Authors
Akter, J.
Hayball, E.F.
Bell, S.G.
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Catalysis Science & Technology, 2023; 13(22):6355-6359
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Jinia Akter, Eva F. Hayball and Stephen G. Bell
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Abstract
A crucial reaction in chemical synthesis is the activation of unactivated carbon–hydrogen bonds in complex molecules. We demonstrate the regio- and stereo-selective hydroxlation of the steroids progesterone and androstenedione using the peroxygenase activity of an engineered bacterial cytochrome P450 enzyme, CYP154C8. By replacing a single amino acid of the I-helix we change this monooxygenase enzyme into a peroxygenase, enabling the efficient and selective biocatalytic formation of the 16α-hydroxy steroid metabolite.
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This journal is © The Royal Society of Chemistry 2023