Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol

Autores
José, Carla; Toledo, Victoria; Osorio Grisales, Jaiver; Briand, Laura Estefania
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The commercial biocatalyst Novozym 435 was used for the kinetic resolution of (R/S)-ibuprofen by esterification with short chain alcohols (ethanol, 1-propanol and 2-propanol) in the absence of organic co-solvent. The best performance enzymatic was obtained by employing ethanol as reagent and solvent. Due to deleterious effect of this alcohol on the integrity of commercial biocatalyst previously reported are used different organic co-solvents (isooctane, n-hexane, carbon tetrachloride, ethyl acetate, acetonitrile and tetrahydrofuran) that allowed to reduce the volume of ethanol to be used. Thus, was evaluated the effect of the chemical nature of the co-solvent on enantioselective esterification of (R/S)-ibuprofen with ethanol. The results show that the best performance was obtained with the reaction system without co-solvent added, importantly for their sustainability and eco-compatibility. Also demonstrated the need to take into account multiple physic-chemical properties of the solvents to analyze their effects on biocatalysis.
Fil: José, Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Toledo, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Osorio Grisales, Jaiver. Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Departamento de Quimica; Argentina
Fil: Briand, Laura Estefania. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Materia
Ibuprofen
Novozym 435
Ethanol
Organic Solvents
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/8458
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanolJosé, CarlaToledo, VictoriaOsorio Grisales, JaiverBriand, Laura EstefaniaIbuprofenNovozym 435EthanolOrganic Solventshttps://purl.org/becyt/ford/2.9https://purl.org/becyt/ford/2The commercial biocatalyst Novozym 435 was used for the kinetic resolution of (R/S)-ibuprofen by esterification with short chain alcohols (ethanol, 1-propanol and 2-propanol) in the absence of organic co-solvent. The best performance enzymatic was obtained by employing ethanol as reagent and solvent. Due to deleterious effect of this alcohol on the integrity of commercial biocatalyst previously reported are used different organic co-solvents (isooctane, n-hexane, carbon tetrachloride, ethyl acetate, acetonitrile and tetrahydrofuran) that allowed to reduce the volume of ethanol to be used. Thus, was evaluated the effect of the chemical nature of the co-solvent on enantioselective esterification of (R/S)-ibuprofen with ethanol. The results show that the best performance was obtained with the reaction system without co-solvent added, importantly for their sustainability and eco-compatibility. Also demonstrated the need to take into account multiple physic-chemical properties of the solvents to analyze their effects on biocatalysis.Fil: José, Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Toledo, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Osorio Grisales, Jaiver. Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Departamento de Quimica; ArgentinaFil: Briand, Laura Estefania. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaBentham Science Publishers2014-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/8458José, Carla; Toledo, Victoria; Osorio Grisales, Jaiver; Briand, Laura Estefania; Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol; Bentham Science Publishers; Current catalysis; 3; 2; 5-2014; 131-1382211-5447enginfo:eu-repo/semantics/altIdentifier/url/http://benthamscience.com/journal/abstracts.php?journalID=ccat&articleID=119306info:eu-repo/semantics/altIdentifier/doi/10.2174/2211544702666131230234058info:eu-repo/semantics/altIdentifier/url/http://www.eurekaselect.com/119306info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:45:49Zoai:ri.conicet.gov.ar:11336/8458instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:45:50.045CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
title Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
spellingShingle Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
José, Carla
Ibuprofen
Novozym 435
Ethanol
Organic Solvents
title_short Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
title_full Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
title_fullStr Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
title_full_unstemmed Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
title_sort Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol
dc.creator.none.fl_str_mv José, Carla
Toledo, Victoria
Osorio Grisales, Jaiver
Briand, Laura Estefania
author José, Carla
author_facet José, Carla
Toledo, Victoria
Osorio Grisales, Jaiver
Briand, Laura Estefania
author_role author
author2 Toledo, Victoria
Osorio Grisales, Jaiver
Briand, Laura Estefania
author2_role author
author
author
dc.subject.none.fl_str_mv Ibuprofen
Novozym 435
Ethanol
Organic Solvents
topic Ibuprofen
Novozym 435
Ethanol
Organic Solvents
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv The commercial biocatalyst Novozym 435 was used for the kinetic resolution of (R/S)-ibuprofen by esterification with short chain alcohols (ethanol, 1-propanol and 2-propanol) in the absence of organic co-solvent. The best performance enzymatic was obtained by employing ethanol as reagent and solvent. Due to deleterious effect of this alcohol on the integrity of commercial biocatalyst previously reported are used different organic co-solvents (isooctane, n-hexane, carbon tetrachloride, ethyl acetate, acetonitrile and tetrahydrofuran) that allowed to reduce the volume of ethanol to be used. Thus, was evaluated the effect of the chemical nature of the co-solvent on enantioselective esterification of (R/S)-ibuprofen with ethanol. The results show that the best performance was obtained with the reaction system without co-solvent added, importantly for their sustainability and eco-compatibility. Also demonstrated the need to take into account multiple physic-chemical properties of the solvents to analyze their effects on biocatalysis.
Fil: José, Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Toledo, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Osorio Grisales, Jaiver. Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Departamento de Quimica; Argentina
Fil: Briand, Laura Estefania. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
description The commercial biocatalyst Novozym 435 was used for the kinetic resolution of (R/S)-ibuprofen by esterification with short chain alcohols (ethanol, 1-propanol and 2-propanol) in the absence of organic co-solvent. The best performance enzymatic was obtained by employing ethanol as reagent and solvent. Due to deleterious effect of this alcohol on the integrity of commercial biocatalyst previously reported are used different organic co-solvents (isooctane, n-hexane, carbon tetrachloride, ethyl acetate, acetonitrile and tetrahydrofuran) that allowed to reduce the volume of ethanol to be used. Thus, was evaluated the effect of the chemical nature of the co-solvent on enantioselective esterification of (R/S)-ibuprofen with ethanol. The results show that the best performance was obtained with the reaction system without co-solvent added, importantly for their sustainability and eco-compatibility. Also demonstrated the need to take into account multiple physic-chemical properties of the solvents to analyze their effects on biocatalysis.
publishDate 2014
dc.date.none.fl_str_mv 2014-05
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/8458
José, Carla; Toledo, Victoria; Osorio Grisales, Jaiver; Briand, Laura Estefania; Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol; Bentham Science Publishers; Current catalysis; 3; 2; 5-2014; 131-138
2211-5447
url http://hdl.handle.net/11336/8458
identifier_str_mv José, Carla; Toledo, Victoria; Osorio Grisales, Jaiver; Briand, Laura Estefania; Effect of co-solvents in the enantioselective esterification of (R/S)-ibuprofen with ethanol; Bentham Science Publishers; Current catalysis; 3; 2; 5-2014; 131-138
2211-5447
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://benthamscience.com/journal/abstracts.php?journalID=ccat&articleID=119306
info:eu-repo/semantics/altIdentifier/doi/10.2174/2211544702666131230234058
info:eu-repo/semantics/altIdentifier/url/http://www.eurekaselect.com/119306
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Bentham Science Publishers
publisher.none.fl_str_mv Bentham Science Publishers
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842268756504477696
score 13.13397

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