Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence

The immobilization of the lipase B of Candida antarctica (CALB) was carried out on various hydrophilic and hydrophobic supports through adsorption and covalent bond interactions. The catalytic performance of the biocatalysts was evaluated in the enantioselective esterification of R/S-ibuprofen with...

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Published in:Catalysis Science & Technology
Main Authors: José, Carla, Toledo, Maria Victoria, Nicolás, Paula, Lasalle, Verónica, Ferreira, María Luján, Briand, Laura Estefania
Format: Article in Journal/Newspaper
Language:English
Published: Royal Society of Chemistry
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Online Access:http://hdl.handle.net/11336/83396
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spelling ftconicet:oai:ri.conicet.gov.ar:11336/83396 2023-10-09T21:45:17+02:00 Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence José, Carla Toledo, Maria Victoria Nicolás, Paula Lasalle, Verónica Ferreira, María Luján Briand, Laura Estefania application/pdf http://hdl.handle.net/11336/83396 eng eng Royal Society of Chemistry info:eu-repo/semantics/altIdentifier/doi/10.1039/C7CY02466E info:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2018/cy/c7cy02466e http://hdl.handle.net/11336/83396 José, Carla; Toledo, Maria Victoria; Nicolás, Paula; Lasalle, Verónica; Ferreira, María Luján; et al.; Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence; Royal Society of Chemistry; Catalysis Science and Technology; 8; 14; 21-7-2018; 3513-3526 2044-4761 CONICET Digital CONICET info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ CALB immobilized enzymes hydrophobic support hydrophilic support R/S-ibuprofen esterification 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/10.1039/C7CY02466E 2023-09-24T18:59:02Z The immobilization of the lipase B of Candida antarctica (CALB) was carried out on various hydrophilic and hydrophobic supports through adsorption and covalent bond interactions. The catalytic performance of the biocatalysts was evaluated in the enantioselective esterification of R/S-ibuprofen with ethanol without co-solvents added. The present investigation demonstrates that the biocatalysts based on CALB immobilized by adsorption on hydrophobic supports (acrylic resin, polymethylmethacrylate, polystyrene, epoxy resin and polypropylene) exhibit higher conversion of ibuprofen and enantiomeric excess towards the S-enantiomer than CALB immobilized on hydrophilic materials. Additionally, the enzyme loading is a key factor influencing the conversion of the substrate regardless of the nature of the support material. A high enzyme loading is detrimental to the specific activity of the biocatalysts. Experimental and molecular modeling investigations provided evidence for the influence of water activity in the stereospecificity of the lipase. Fil: José, Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina Fil: Toledo, Maria Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina Fil: Nicolás, Paula. 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 Fil: Lasalle, Verónica. Consejo Nacional ... Article in Journal/Newspaper Antarc* Antarctica CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas) Argentina Toledo ENVELOPE(-67.317,-67.317,-73.700,-73.700) Catalysis Science & Technology 8 14 3513 3526
institution Open Polar
collection CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas)
op_collection_id ftconicet
language English
topic CALB
immobilized enzymes
hydrophobic support
hydrophilic support
R/S-ibuprofen
esterification
https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
spellingShingle CALB
immobilized enzymes
hydrophobic support
hydrophilic support
R/S-ibuprofen
esterification
https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
José, Carla
Toledo, Maria Victoria
Nicolás, Paula
Lasalle, Verónica
Ferreira, María Luján
Briand, Laura Estefania
Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence
topic_facet CALB
immobilized enzymes
hydrophobic support
hydrophilic support
R/S-ibuprofen
esterification
https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
description The immobilization of the lipase B of Candida antarctica (CALB) was carried out on various hydrophilic and hydrophobic supports through adsorption and covalent bond interactions. The catalytic performance of the biocatalysts was evaluated in the enantioselective esterification of R/S-ibuprofen with ethanol without co-solvents added. The present investigation demonstrates that the biocatalysts based on CALB immobilized by adsorption on hydrophobic supports (acrylic resin, polymethylmethacrylate, polystyrene, epoxy resin and polypropylene) exhibit higher conversion of ibuprofen and enantiomeric excess towards the S-enantiomer than CALB immobilized on hydrophilic materials. Additionally, the enzyme loading is a key factor influencing the conversion of the substrate regardless of the nature of the support material. A high enzyme loading is detrimental to the specific activity of the biocatalysts. Experimental and molecular modeling investigations provided evidence for the influence of water activity in the stereospecificity of the lipase. Fil: José, Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina Fil: Toledo, Maria Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina Fil: Nicolás, Paula. 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 Fil: Lasalle, Verónica. Consejo Nacional ...
format Article in Journal/Newspaper
author José, Carla
Toledo, Maria Victoria
Nicolás, Paula
Lasalle, Verónica
Ferreira, María Luján
Briand, Laura Estefania
author_facet José, Carla
Toledo, Maria Victoria
Nicolás, Paula
Lasalle, Verónica
Ferreira, María Luján
Briand, Laura Estefania
author_sort José, Carla
title Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence
title_short Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence
title_full Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence
title_fullStr Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence
title_full_unstemmed Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence
title_sort influence of the nature of the support on the catalytic performance of calb: experimental and theoretical evidence
publisher Royal Society of Chemistry
url http://hdl.handle.net/11336/83396
long_lat ENVELOPE(-67.317,-67.317,-73.700,-73.700)
geographic Argentina
Toledo
geographic_facet Argentina
Toledo
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation info:eu-repo/semantics/altIdentifier/doi/10.1039/C7CY02466E
info:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2018/cy/c7cy02466e
http://hdl.handle.net/11336/83396
José, Carla; Toledo, Maria Victoria; Nicolás, Paula; Lasalle, Verónica; Ferreira, María Luján; et al.; Influence of the nature of the support on the catalytic performance of CALB: Experimental and theoretical evidence; Royal Society of Chemistry; Catalysis Science and Technology; 8; 14; 21-7-2018; 3513-3526
2044-4761
CONICET Digital
CONICET
op_rights info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
op_doi https://doi.org/10.1039/C7CY02466E
container_title Catalysis Science & Technology
container_volume 8
container_issue 14
container_start_page 3513
op_container_end_page 3526
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