Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.procbio.2022.06.012 http://hdl.handle.net/11449/241235 |
Resumo: | Geraniol esters, such as geranyl acetate, are known to have antimicrobial and insect-repellent action, but their acaricidal activity has been little explored. This study aimed to investigate the solvent-free synthesis of geranyl acetate in batch (BSTR) and fed-batch (FBSTR) stirred tank reactors using the immobilized lipases NS 88011 and Novozym 435 and evaluate its larvicidal activity against the cattle tick Rhipicephalus (Boophilus) microplus. A central composite design (CCD) was used to maximize the synthesis of geranyl acetate in a BSTR. The independent variables were temperature reaction (40–60 °C), acetic acid/geraniol molar ratio (1:1–1:3), and enzyme loading (1–5% w/w in relation to the substrates). Novozym 435 yielded the best results, achieving 99% of geranyl acetate conversion using 1:3 acetic acid/geraniol molar ratio, 60 °C and 5% (w/w) of enzyme loading after 1 h of reaction in a BSTR. In the FBSTR system, a high content of geranyl acetate was obtained (about 80%) in 4 h of reaction using a 1:1 acetic acid/geraniol molar ratio, 60 °C and 5% (w/w) Novozym 435. Geranyl acetate showed potential as an acaricide, with an LC90 of 6.25 mg/mL and 100% mortality at a concentration of 12.5 mg/mL. |
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Repositório Institucional da UNESP |
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Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplusEsterificationFed-batchGeraniolGeranyl acetateLarvicidalLipaseGeraniol esters, such as geranyl acetate, are known to have antimicrobial and insect-repellent action, but their acaricidal activity has been little explored. This study aimed to investigate the solvent-free synthesis of geranyl acetate in batch (BSTR) and fed-batch (FBSTR) stirred tank reactors using the immobilized lipases NS 88011 and Novozym 435 and evaluate its larvicidal activity against the cattle tick Rhipicephalus (Boophilus) microplus. A central composite design (CCD) was used to maximize the synthesis of geranyl acetate in a BSTR. The independent variables were temperature reaction (40–60 °C), acetic acid/geraniol molar ratio (1:1–1:3), and enzyme loading (1–5% w/w in relation to the substrates). Novozym 435 yielded the best results, achieving 99% of geranyl acetate conversion using 1:3 acetic acid/geraniol molar ratio, 60 °C and 5% (w/w) of enzyme loading after 1 h of reaction in a BSTR. In the FBSTR system, a high content of geranyl acetate was obtained (about 80%) in 4 h of reaction using a 1:1 acetic acid/geraniol molar ratio, 60 °C and 5% (w/w) Novozym 435. Geranyl acetate showed potential as an acaricide, with an LC90 of 6.25 mg/mL and 100% mortality at a concentration of 12.5 mg/mL.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Department of Bioprocesses and Biotechnology Engineering School of Pharmaceutical Sciences São Paulo State University (UNESP), SPDepartment of Drugs and Medicines School of Pharmaceutical Sciences São Paulo State University (UNESP), SPDepartment of Chemical and Food Engineering Federal University of Santa Catarina (UFSC), SCDepartment of Bioprocesses and Biotechnology Engineering School of Pharmaceutical Sciences São Paulo State University (UNESP), SPDepartment of Drugs and Medicines School of Pharmaceutical Sciences São Paulo State University (UNESP), SPFAPESP: 2020/09592-1Universidade Estadual Paulista (UNESP)Universidade Federal de Santa Catarina (UFSC)Remonatto, Daniela [UNESP]Fantatto, Rafaela Regina [UNESP]Pietro, Rosemeire Cristina Linhari Rodrigues [UNESP]Monti, Rubens [UNESP]Oliveira, J. Vladimirde Paula, Ariela Veloso [UNESP]Bassan, Juliana Cristina [UNESP]2023-03-01T20:52:57Z2023-03-01T20:52:57Z2022-09-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article287-300http://dx.doi.org/10.1016/j.procbio.2022.06.012Process Biochemistry, v. 120, p. 287-300.1359-5113http://hdl.handle.net/11449/24123510.1016/j.procbio.2022.06.0122-s2.0-85132868678Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengProcess Biochemistryinfo:eu-repo/semantics/openAccess2024-06-24T13:46:34Zoai:repositorio.unesp.br:11449/241235Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T23:55:39.739666Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus |
title |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus |
spellingShingle |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus Remonatto, Daniela [UNESP] Esterification Fed-batch Geraniol Geranyl acetate Larvicidal Lipase |
title_short |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus |
title_full |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus |
title_fullStr |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus |
title_full_unstemmed |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus |
title_sort |
Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus |
author |
Remonatto, Daniela [UNESP] |
author_facet |
Remonatto, Daniela [UNESP] Fantatto, Rafaela Regina [UNESP] Pietro, Rosemeire Cristina Linhari Rodrigues [UNESP] Monti, Rubens [UNESP] Oliveira, J. Vladimir de Paula, Ariela Veloso [UNESP] Bassan, Juliana Cristina [UNESP] |
author_role |
author |
author2 |
Fantatto, Rafaela Regina [UNESP] Pietro, Rosemeire Cristina Linhari Rodrigues [UNESP] Monti, Rubens [UNESP] Oliveira, J. Vladimir de Paula, Ariela Veloso [UNESP] Bassan, Juliana Cristina [UNESP] |
author2_role |
author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (UNESP) Universidade Federal de Santa Catarina (UFSC) |
dc.contributor.author.fl_str_mv |
Remonatto, Daniela [UNESP] Fantatto, Rafaela Regina [UNESP] Pietro, Rosemeire Cristina Linhari Rodrigues [UNESP] Monti, Rubens [UNESP] Oliveira, J. Vladimir de Paula, Ariela Veloso [UNESP] Bassan, Juliana Cristina [UNESP] |
dc.subject.por.fl_str_mv |
Esterification Fed-batch Geraniol Geranyl acetate Larvicidal Lipase |
topic |
Esterification Fed-batch Geraniol Geranyl acetate Larvicidal Lipase |
description |
Geraniol esters, such as geranyl acetate, are known to have antimicrobial and insect-repellent action, but their acaricidal activity has been little explored. This study aimed to investigate the solvent-free synthesis of geranyl acetate in batch (BSTR) and fed-batch (FBSTR) stirred tank reactors using the immobilized lipases NS 88011 and Novozym 435 and evaluate its larvicidal activity against the cattle tick Rhipicephalus (Boophilus) microplus. A central composite design (CCD) was used to maximize the synthesis of geranyl acetate in a BSTR. The independent variables were temperature reaction (40–60 °C), acetic acid/geraniol molar ratio (1:1–1:3), and enzyme loading (1–5% w/w in relation to the substrates). Novozym 435 yielded the best results, achieving 99% of geranyl acetate conversion using 1:3 acetic acid/geraniol molar ratio, 60 °C and 5% (w/w) of enzyme loading after 1 h of reaction in a BSTR. In the FBSTR system, a high content of geranyl acetate was obtained (about 80%) in 4 h of reaction using a 1:1 acetic acid/geraniol molar ratio, 60 °C and 5% (w/w) Novozym 435. Geranyl acetate showed potential as an acaricide, with an LC90 of 6.25 mg/mL and 100% mortality at a concentration of 12.5 mg/mL. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-09-01 2023-03-01T20:52:57Z 2023-03-01T20:52:57Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1016/j.procbio.2022.06.012 Process Biochemistry, v. 120, p. 287-300. 1359-5113 http://hdl.handle.net/11449/241235 10.1016/j.procbio.2022.06.012 2-s2.0-85132868678 |
url |
http://dx.doi.org/10.1016/j.procbio.2022.06.012 http://hdl.handle.net/11449/241235 |
identifier_str_mv |
Process Biochemistry, v. 120, p. 287-300. 1359-5113 10.1016/j.procbio.2022.06.012 2-s2.0-85132868678 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Process Biochemistry |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
287-300 |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808129565119217664 |