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Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal

Piperonal is a compound of key industrial importance due to its attractive olfactory and biological properties. It has been shown that among the fifty-six various fungal strains tested, the ability to cleave the toxic isosafrole into piperonal through alkene cleavage is mainly found in strains of th...

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Autores principales: Hernik, Dawid, Szczepańska, Ewa, Brenna, Elisabetta, Patejuk, Katarzyna, Olejniczak, Teresa, Strzała, Tomasz, Boratyński, Filip
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10142777/
https://www.ncbi.nlm.nih.gov/pubmed/37110877
http://dx.doi.org/10.3390/molecules28083643
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author Hernik, Dawid
Szczepańska, Ewa
Brenna, Elisabetta
Patejuk, Katarzyna
Olejniczak, Teresa
Strzała, Tomasz
Boratyński, Filip
author_facet Hernik, Dawid
Szczepańska, Ewa
Brenna, Elisabetta
Patejuk, Katarzyna
Olejniczak, Teresa
Strzała, Tomasz
Boratyński, Filip
author_sort Hernik, Dawid
collection PubMed
description Piperonal is a compound of key industrial importance due to its attractive olfactory and biological properties. It has been shown that among the fifty-six various fungal strains tested, the ability to cleave the toxic isosafrole into piperonal through alkene cleavage is mainly found in strains of the genus Trametes. Further studies involving strains isolated directly from different environments (decaying wood, fungal fruiting bodies, and healthy plant tissues) allowed the selection of two Trametes strains, T. hirsuta Th2_2 and T. hirsuta d28, as the most effective biocatalysts for the oxidation of isosafrole. The preparative scale of biotransformation with these strains provided 124 mg (conv. 82%, isolated yield 62%) and 101 mg (conv. 69%, isolated yield 50.5%) of piperonal, respectively. Due to the toxic impact of isosafrole on cells, preparative scale processes with Trametes strains have not yet been successfully performed and described in the literature.
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spelling pubmed-101427772023-04-29 Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal Hernik, Dawid Szczepańska, Ewa Brenna, Elisabetta Patejuk, Katarzyna Olejniczak, Teresa Strzała, Tomasz Boratyński, Filip Molecules Article Piperonal is a compound of key industrial importance due to its attractive olfactory and biological properties. It has been shown that among the fifty-six various fungal strains tested, the ability to cleave the toxic isosafrole into piperonal through alkene cleavage is mainly found in strains of the genus Trametes. Further studies involving strains isolated directly from different environments (decaying wood, fungal fruiting bodies, and healthy plant tissues) allowed the selection of two Trametes strains, T. hirsuta Th2_2 and T. hirsuta d28, as the most effective biocatalysts for the oxidation of isosafrole. The preparative scale of biotransformation with these strains provided 124 mg (conv. 82%, isolated yield 62%) and 101 mg (conv. 69%, isolated yield 50.5%) of piperonal, respectively. Due to the toxic impact of isosafrole on cells, preparative scale processes with Trametes strains have not yet been successfully performed and described in the literature. MDPI 2023-04-21 /pmc/articles/PMC10142777/ /pubmed/37110877 http://dx.doi.org/10.3390/molecules28083643 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Hernik, Dawid
Szczepańska, Ewa
Brenna, Elisabetta
Patejuk, Katarzyna
Olejniczak, Teresa
Strzała, Tomasz
Boratyński, Filip
Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal
title Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal
title_full Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal
title_fullStr Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal
title_full_unstemmed Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal
title_short Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal
title_sort trametes hirsuta as an attractive biocatalyst for the preparative scale biotransformation of isosafrole into piperonal
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10142777/
https://www.ncbi.nlm.nih.gov/pubmed/37110877
http://dx.doi.org/10.3390/molecules28083643
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