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

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 bioc...

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Autores principales: Kõllo, Marek, Kasari, Marje, Kasari, Villu, Pehk, Tõnis, Järving, Ivar, Lopp, Margus, Jõers, Arvi, Kanger, Tõnis
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7940815/
https://www.ncbi.nlm.nih.gov/pubmed/33747232
http://dx.doi.org/10.3762/bjoc.17.52
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author Kõllo, Marek
Kasari, Marje
Kasari, Villu
Pehk, Tõnis
Järving, Ivar
Lopp, Margus
Jõers, Arvi
Kanger, Tõnis
author_facet Kõllo, Marek
Kasari, Marje
Kasari, Villu
Pehk, Tõnis
Järving, Ivar
Lopp, Margus
Jõers, Arvi
Kanger, Tõnis
author_sort Kõllo, Marek
collection PubMed
description 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.
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spelling pubmed-79408152021-03-18 Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols Kõllo, Marek Kasari, Marje Kasari, Villu Pehk, Tõnis Järving, Ivar Lopp, Margus Jõers, Arvi Kanger, Tõnis Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2021-03-01 /pmc/articles/PMC7940815/ /pubmed/33747232 http://dx.doi.org/10.3762/bjoc.17.52 Text en Copyright © 2021, Kõllo et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Kõllo, Marek
Kasari, Marje
Kasari, Villu
Pehk, Tõnis
Järving, Ivar
Lopp, Margus
Jõers, Arvi
Kanger, Tõnis
Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
title Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
title_full Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
title_fullStr Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
title_full_unstemmed Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
title_short Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
title_sort designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7940815/
https://www.ncbi.nlm.nih.gov/pubmed/33747232
http://dx.doi.org/10.3762/bjoc.17.52
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