Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule
Interest in the synthesis and application of thymol esters has increased in recent years dueto the numerous applications associated with its biological activities. The enzymatic synthesis ofthymol octanoate by esterification of thymol and octanoic acid was explored using soluble lipasesand immobiliz...
| Published in: | Catalysts |
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| Main Authors: | , , |
| Format: | Article in Journal/Newspaper |
| Language: | English |
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| Online Access: | http://hdl.handle.net/11336/231094 |
| _version_ | 1821776401300193280 |
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| author | Sanchez, Daniel Alberto Tonetto, Gabriela Marta Ferreira, María Luján |
| author_facet | Sanchez, Daniel Alberto Tonetto, Gabriela Marta Ferreira, María Luján |
| author_sort | Sanchez, Daniel Alberto |
| collection | CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas) |
| container_issue | 3 |
| container_start_page | 473 |
| container_title | Catalysts |
| container_volume | 13 |
| description | Interest in the synthesis and application of thymol esters has increased in recent years dueto the numerous applications associated with its biological activities. The enzymatic synthesis ofthymol octanoate by esterification of thymol and octanoic acid was explored using soluble lipasesand immobilized lipase biocatalysts in solvent-free systems. Candida antarctica lipase B in its solubleform was the most active biocatalyst for this reaction. Different thymol and lipase feeding strategieswere evaluated to maximize thymol octanoate production. The results suggest that there could belipase inhibition by the ester product of the reaction. In this way, the optimal reaction condition wasgiven using a thymol/acid molar ratio of 1:4 mol/mol. Under these conditions the conversion ofthymol was close to 94% and the lipase maintained more than 90% of its initial activity after thereaction, showing the potential of the enzyme to be used in successive reaction cycles. Fil: Sanchez, Daniel Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina. Universidad Nacional del Sur. Departamento de Ingeniería Química; Argentina Fil: Tonetto, Gabriela Marta. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina. Universidad Nacional del Sur. Departamento de Ingeniería Química; Argentina Fil: Ferreira, María Luján. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina. Universidad Nacional del Sur. Departamento de Química; Argentina |
| format | Article in Journal/Newspaper |
| genre | Antarc* Antarctica antartic* |
| genre_facet | Antarc* Antarctica antartic* |
| geographic | Argentina Ferreira |
| geographic_facet | Argentina Ferreira |
| id | ftconicet:oai:ri.conicet.gov.ar:11336/231094 |
| institution | Open Polar |
| language | English |
| long_lat | ENVELOPE(-62.050,-62.050,-64.600,-64.600) |
| op_collection_id | ftconicet |
| op_doi | https://doi.org/10.3390/catal13030473 |
| op_relation | info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2073-4344/13/3/473 info:eu-repo/semantics/altIdentifier/doi/10.3390/catal13030473 http://hdl.handle.net/11336/231094 CONICET Digital CONICET |
| op_rights | info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by/2.5/ar/ |
| publisher | MDPI |
| record_format | openpolar |
| spelling | ftconicet:oai:ri.conicet.gov.ar:11336/231094 2025-01-16T19:41:53+00:00 Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule Sanchez, Daniel Alberto Tonetto, Gabriela Marta Ferreira, María Luján application/pdf http://hdl.handle.net/11336/231094 eng eng MDPI info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2073-4344/13/3/473 info:eu-repo/semantics/altIdentifier/doi/10.3390/catal13030473 http://hdl.handle.net/11336/231094 CONICET Digital CONICET info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by/2.5/ar/ THYMOL OCTANOATE ENZYMATIC SYNTHESIS BIOCATALYSTS CANDIDA ANTARTICTICA LIPASE B https://purl.org/becyt/ford/2.9 https://purl.org/becyt/ford/2 info:eu-repo/semantics/article info:ar-repo/semantics/artículo info:eu-repo/semantics/publishedVersion ftconicet https://doi.org/10.3390/catal13030473 2024-10-04T09:34:19Z Interest in the synthesis and application of thymol esters has increased in recent years dueto the numerous applications associated with its biological activities. The enzymatic synthesis ofthymol octanoate by esterification of thymol and octanoic acid was explored using soluble lipasesand immobilized lipase biocatalysts in solvent-free systems. Candida antarctica lipase B in its solubleform was the most active biocatalyst for this reaction. Different thymol and lipase feeding strategieswere evaluated to maximize thymol octanoate production. The results suggest that there could belipase inhibition by the ester product of the reaction. In this way, the optimal reaction condition wasgiven using a thymol/acid molar ratio of 1:4 mol/mol. Under these conditions the conversion ofthymol was close to 94% and the lipase maintained more than 90% of its initial activity after thereaction, showing the potential of the enzyme to be used in successive reaction cycles. Fil: Sanchez, Daniel Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina. Universidad Nacional del Sur. Departamento de Ingeniería Química; Argentina Fil: Tonetto, Gabriela Marta. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina. Universidad Nacional del Sur. Departamento de Ingeniería Química; Argentina Fil: Ferreira, María Luján. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina. Universidad Nacional del Sur. Departamento de Química; Argentina Article in Journal/Newspaper Antarc* Antarctica antartic* CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas) Argentina Ferreira ENVELOPE(-62.050,-62.050,-64.600,-64.600) Catalysts 13 3 473 |
| spellingShingle | THYMOL OCTANOATE ENZYMATIC SYNTHESIS BIOCATALYSTS CANDIDA ANTARTICTICA LIPASE B https://purl.org/becyt/ford/2.9 https://purl.org/becyt/ford/2 Sanchez, Daniel Alberto Tonetto, Gabriela Marta Ferreira, María Luján Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule |
| title | 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_short | Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule |
| title_sort | enzymatic synthesis of thymol octanoate, a promising hybrid molecule |
| topic | THYMOL OCTANOATE ENZYMATIC SYNTHESIS BIOCATALYSTS CANDIDA ANTARTICTICA LIPASE B https://purl.org/becyt/ford/2.9 https://purl.org/becyt/ford/2 |
| topic_facet | THYMOL OCTANOATE ENZYMATIC SYNTHESIS BIOCATALYSTS CANDIDA ANTARTICTICA LIPASE B https://purl.org/becyt/ford/2.9 https://purl.org/becyt/ford/2 |
| url | http://hdl.handle.net/11336/231094 |