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Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols.

ABSTRACT: A method for the synthesis of 9,11-secosteroids starting from the natural corticosteroid cortisol is described. There are two key steps in this approach, combining chemistry and synthetic biology. Stereo- and regioselective hydroxylation at C9 (steroid numbering) is carried out using whole-cell biocatalysis, followed by the chemical cleavage of the C-C bond of the vicinal diol. The two-step method features mild reaction conditions and completely excludes the use of toxic oxidants.

SUBMITTER: Kollo M

PROVIDER: S-EPMC7940815 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols.

Kõllo Marek M Kasari Marje M Kasari Villu V Pehk Tõnis T Järving Ivar I Lopp Margus M Jõers Arvi A Kanger Tõnis T

Beilstein journal of organic chemistry 20210301

A method for the synthesis of 9,11-secosteroids starting from the natural corticosteroid cortisol is described. There are two key steps in this approach, combining chemistry and synthetic biology. Stereo- and regioselective hydroxylation at C9 (steroid numbering) is carried out using whole-cell biocatalysis, followed by the chemical cleavage of the C-C bond of the vicinal diol. The two-step method features mild reaction conditions and completely excludes the use of toxic oxidants. ...[more]

PMID: 33747232

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