Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule

Interest in the synthesis and application of thymol esters has increased in recent years due to the numerous applications associated with its biological activities. The enzymatic synthesis of thymol octanoate by esterification of thymol and octanoic acid was explored using soluble lipases and immobi...

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Published in:Catalysts
Main Authors: Daniel Alberto Sánchez, Gabriela Marta Tonetto, María Luján Ferreira
Format: Text
Language:English
Published: Multidisciplinary Digital Publishing Institute 2023
Subjects:
Online Access:https://doi.org/10.3390/catal13030473
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spelling ftmdpi:oai:mdpi.com:/2073-4344/13/3/473/ 2023-08-20T04:02:12+02:00 Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule Daniel Alberto Sánchez Gabriela Marta Tonetto María Luján Ferreira 2023-02-24 application/pdf https://doi.org/10.3390/catal13030473 EN eng Multidisciplinary Digital Publishing Institute Catalysis for Pharmaceuticals https://dx.doi.org/10.3390/catal13030473 https://creativecommons.org/licenses/by/4.0/ Catalysts; Volume 13; Issue 3; Pages: 473 thymol octanoate enzymatic synthesis biocatalysts Candida antarctica lipase B Text 2023 ftmdpi https://doi.org/10.3390/catal13030473 2023-08-01T08:59:21Z Interest in the synthesis and application of thymol esters has increased in recent years due to the numerous applications associated with its biological activities. The enzymatic synthesis of thymol octanoate by esterification of thymol and octanoic acid was explored using soluble lipases and immobilized lipase biocatalysts in solvent-free systems. Candida antarctica lipase B in its soluble form was the most active biocatalyst for this reaction. Different thymol and lipase feeding strategies were evaluated to maximize thymol octanoate production. The results suggest that there could be lipase inhibition by the ester product of the reaction. In this way, the optimal reaction condition was given using a thymol/acid molar ratio of 1:4 mol/mol. Under these conditions the conversion of thymol was close to 94% and the lipase maintained more than 90% of its initial activity after the reaction, showing the potential of the enzyme to be used in successive reaction cycles. Text Antarc* Antarctica MDPI Open Access Publishing Catalysts 13 3 473
institution Open Polar
collection MDPI Open Access Publishing
op_collection_id ftmdpi
language English
topic thymol octanoate
enzymatic synthesis
biocatalysts
Candida antarctica lipase B
spellingShingle thymol octanoate
enzymatic synthesis
biocatalysts
Candida antarctica lipase B
Daniel Alberto Sánchez
Gabriela Marta Tonetto
María Luján Ferreira
Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule
topic_facet thymol octanoate
enzymatic synthesis
biocatalysts
Candida antarctica lipase B
description Interest in the synthesis and application of thymol esters has increased in recent years due to the numerous applications associated with its biological activities. The enzymatic synthesis of thymol octanoate by esterification of thymol and octanoic acid was explored using soluble lipases and immobilized lipase biocatalysts in solvent-free systems. Candida antarctica lipase B in its soluble form was the most active biocatalyst for this reaction. Different thymol and lipase feeding strategies were evaluated to maximize thymol octanoate production. The results suggest that there could be lipase inhibition by the ester product of the reaction. In this way, the optimal reaction condition was given using a thymol/acid molar ratio of 1:4 mol/mol. Under these conditions the conversion of thymol was close to 94% and the lipase maintained more than 90% of its initial activity after the reaction, showing the potential of the enzyme to be used in successive reaction cycles.
format Text
author Daniel Alberto Sánchez
Gabriela Marta Tonetto
María Luján Ferreira
author_facet Daniel Alberto Sánchez
Gabriela Marta Tonetto
María Luján Ferreira
author_sort Daniel Alberto Sánchez
title Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule
title_short Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule
title_full Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule
title_fullStr Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule
title_full_unstemmed Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule
title_sort enzymatic synthesis of thymol octanoate, a promising hybrid molecule
publisher Multidisciplinary Digital Publishing Institute
publishDate 2023
url https://doi.org/10.3390/catal13030473
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Catalysts; Volume 13; Issue 3; Pages: 473
op_relation Catalysis for Pharmaceuticals
https://dx.doi.org/10.3390/catal13030473
op_rights https://creativecommons.org/licenses/by/4.0/
op_doi https://doi.org/10.3390/catal13030473
container_title Catalysts
container_volume 13
container_issue 3
container_start_page 473
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