Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1
Progesterone biotransformation is worth studying because of the high industrial value of its derivatives. This study investigated the catalytic ability of the entomopathogenic filamentous fungus strain <i>Isaria farinosa</i> KCh KW1.1 to transform progesterone derivatives: 11α-hydroxypro...
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MDPI AG
2022-06-01
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| Series: | International Journal of Molecular Sciences |
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| author | Ewa Kozłowska Jordan Sycz Tomasz Janeczko |
| author_facet | Ewa Kozłowska Jordan Sycz Tomasz Janeczko |
| author_sort | Ewa Kozłowska |
| collection | DOAJ |
| description | Progesterone biotransformation is worth studying because of the high industrial value of its derivatives. This study investigated the catalytic ability of the entomopathogenic filamentous fungus strain <i>Isaria farinosa</i> KCh KW1.1 to transform progesterone derivatives: 11α-hydroxyprogesterone, 17α-hydroxyprogesterone, 16α,17α-epoxyprogesterone and pregnenolone. In the culture of <i>Isaria farinosa</i> KCh KW1.1, 11α-hydroxyprogesterone was effectively transformed into only one product: 6β,11α-dihydroxyprogesterone. Transformation of 17α-hydroxyprogesterone gave three hydroxy derivatives: 6β,17α-dihydroxyprogesterone, 12β,17α-dihydroxyprogesterone and 6β,12β,17α-trihydroxyprogesterone. Two products: 6β-hydroxy-16α,17α-epoxyprogesterone and 6β,11α-dihydroxy-16α,17α-epoxyprogesterone, were obtained from the 16α,17α-epoxyprogesterone transformation. We isolated two compounds from the biotransformation medium with pregnenolone: 11α-hydroxy-7-oxopregnenolone and 5α,6α-epoxy-3β,11α-dihydroxypregnan-7,20-dione. In this study, we observed only mono- and dihydroxy derivatives of the tested substrates, and the number of obtained products for each biotransformation did not exceed three. |
| first_indexed | 2024-03-09T21:50:49Z |
| format | Article |
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| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-09T21:50:49Z |
| publishDate | 2022-06-01 |
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| series | International Journal of Molecular Sciences |
| spelling | doaj.art-56d96cc9609b44be847b45f8bf2f3b9a2023-11-23T20:06:27ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672022-06-012313701510.3390/ijms23137015Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1Ewa Kozłowska0Jordan Sycz1Tomasz Janeczko2Department of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, PolandDepartment of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, PolandDepartment of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, PolandProgesterone biotransformation is worth studying because of the high industrial value of its derivatives. This study investigated the catalytic ability of the entomopathogenic filamentous fungus strain <i>Isaria farinosa</i> KCh KW1.1 to transform progesterone derivatives: 11α-hydroxyprogesterone, 17α-hydroxyprogesterone, 16α,17α-epoxyprogesterone and pregnenolone. In the culture of <i>Isaria farinosa</i> KCh KW1.1, 11α-hydroxyprogesterone was effectively transformed into only one product: 6β,11α-dihydroxyprogesterone. Transformation of 17α-hydroxyprogesterone gave three hydroxy derivatives: 6β,17α-dihydroxyprogesterone, 12β,17α-dihydroxyprogesterone and 6β,12β,17α-trihydroxyprogesterone. Two products: 6β-hydroxy-16α,17α-epoxyprogesterone and 6β,11α-dihydroxy-16α,17α-epoxyprogesterone, were obtained from the 16α,17α-epoxyprogesterone transformation. We isolated two compounds from the biotransformation medium with pregnenolone: 11α-hydroxy-7-oxopregnenolone and 5α,6α-epoxy-3β,11α-dihydroxypregnan-7,20-dione. In this study, we observed only mono- and dihydroxy derivatives of the tested substrates, and the number of obtained products for each biotransformation did not exceed three.https://www.mdpi.com/1422-0067/23/13/7015biotransformationprogesterone derivativesentomopathogenic fungi<i>Isaria farinosa</i> |
| spellingShingle | Ewa Kozłowska Jordan Sycz Tomasz Janeczko Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1 International Journal of Molecular Sciences biotransformation progesterone derivatives entomopathogenic fungi <i>Isaria farinosa</i> |
| title | Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1 |
| title_full | Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1 |
| title_fullStr | Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1 |
| title_full_unstemmed | Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1 |
| title_short | Hydroxylation of Progesterone and Its Derivatives by the Entomopathogenic Strain <i>Isaria farinosa</i> KCh KW1.1 |
| title_sort | hydroxylation of progesterone and its derivatives by the entomopathogenic strain i isaria farinosa i kch kw1 1 |
| topic | biotransformation progesterone derivatives entomopathogenic fungi <i>Isaria farinosa</i> |
| url | https://www.mdpi.com/1422-0067/23/13/7015 |
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