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

Beilstein Journal of Organic Chemistry

Ivar Järving¹  Margus Lopp¹  Tõnis Kanger¹  Marek Kõllo¹  Marje Kasari²  Villu Kasari²  Arvi Jõers²  Tõnis Pehk³ 

[1] Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia;Institute of Technology, University of Tartu, Nooruse 1, 50104 Tartu, Estonia;National Institute of Chemical Physics and Biophysics, Akadeemia tee 23, 12618 Tallinn, Estonia;

关键词: chemoenzymatic synthesis;    cortisol;    hydroxylation;    secosterol;    whole-cell catalysis;   

DOI  :  10.3762/bjoc.17.52

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown