Enzymatic synthesis of geranyl acetate in batch and fed-batch reactors and evaluation of its larvicidal activity against Rhipicephalus (Boophilus) microplus

Detalhes bibliográficos
Autor(a) principal: Remonatto, Daniela [UNESP]
Data de Publicação: 2022
Outros Autores: 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]
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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spelling 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
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