Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica

This investigation provides evidence of the acyl enzyme species involved in the interaction of R/S-ketoprofen with the lipase B from Candida antarctica. The interaction between the profen and the enzyme was studied by in situ time-resolved ATR-FTIR under both static and transient conditions. Particu...

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Published in:Catalysis Science & Technology
Main Authors: Toledo, Victoria, Llerena Suster, Carlos Rafael, Ferreira, María Luján, Collins, Sebastián Enrique, Briand, Laura Estefania
Format: Article in Journal/Newspaper
Language:English
Published: Royal Society of Chemistry
Subjects:
Online Access:http://hdl.handle.net/11336/43265
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author Toledo, Victoria
Llerena Suster, Carlos Rafael
Ferreira, María Luján
Collins, Sebastián Enrique
Briand, Laura Estefania
author_facet Toledo, Victoria
Llerena Suster, Carlos Rafael
Ferreira, María Luján
Collins, Sebastián Enrique
Briand, Laura Estefania
author_sort Toledo, Victoria
collection CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas)
container_issue 9
container_start_page 1953
container_title Catalysis Science & Technology
container_volume 7
description This investigation provides evidence of the acyl enzyme species involved in the interaction of R/S-ketoprofen with the lipase B from Candida antarctica. The interaction between the profen and the enzyme was studied by in situ time-resolved ATR-FTIR under both static and transient conditions. Particularly, modulation excitation spectroscopy (MES) with phase sensitive detection (PSD) allowed us to univocally distinguish the signals belonging to the interaction between ketoprofen and the enzyme from the strong background signals. These experimental tools coupled with theoretical DFT analysis allowed us to propose various species derived from the interaction of ketoprofen with serine through H bonding (without reaction) and the acyl enzyme species (ester bond formation) which are the intermediates in the biocatalytic assisted esterification and hydrolysis using lipases. Fil: Toledo, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas Argentina Fil: Llerena Suster, Carlos Rafael. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas 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 Fil: Collins, Sebastián Enrique. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina Fil: Briand, Laura Estefania. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y ...
format Article in Journal/Newspaper
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
geographic Argentina
Briand
Ferreira
Toledo
geographic_facet Argentina
Briand
Ferreira
Toledo
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institution Open Polar
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long_lat ENVELOPE(-63.017,-63.017,-65.017,-65.017)
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op_collection_id ftconicet
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op_doi https://doi.org/10.1039/C7CY00245A
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http://hdl.handle.net/11336/43265
Toledo, Victoria; Llerena Suster, Carlos Rafael; Ferreira, María Luján; Collins, Sebastián Enrique; Briand, Laura Estefania; Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica; Royal Society of Chemistry; Catalysis Science & Technology; 7; 9; 11-2017; 1953-1964
2044-4761
CONICET Digital
CONICET
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publisher Royal Society of Chemistry
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spelling ftconicet:oai:ri.conicet.gov.ar:11336/43265 2025-01-16T19:06:29+00:00 Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica Toledo, Victoria Llerena Suster, Carlos Rafael Ferreira, María Luján Collins, Sebastián Enrique Briand, Laura Estefania application/pdf http://hdl.handle.net/11336/43265 eng eng Royal Society of Chemistry info:eu-repo/semantics/altIdentifier/doi/10.1039/C7CY00245A info:eu-repo/semantics/altIdentifier/url/http://pubs.rsc.org/en/Content/ArticleLanding/2017/CY/C7CY00245A http://hdl.handle.net/11336/43265 Toledo, Victoria; Llerena Suster, Carlos Rafael; Ferreira, María Luján; Collins, Sebastián Enrique; Briand, Laura Estefania; Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica; Royal Society of Chemistry; Catalysis Science & Technology; 7; 9; 11-2017; 1953-1964 2044-4761 CONICET Digital CONICET info:eu-repo/semantics/restrictedAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ Ketoprofen Serine 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/C7CY00245A 2023-09-24T20:04:08Z This investigation provides evidence of the acyl enzyme species involved in the interaction of R/S-ketoprofen with the lipase B from Candida antarctica. The interaction between the profen and the enzyme was studied by in situ time-resolved ATR-FTIR under both static and transient conditions. Particularly, modulation excitation spectroscopy (MES) with phase sensitive detection (PSD) allowed us to univocally distinguish the signals belonging to the interaction between ketoprofen and the enzyme from the strong background signals. These experimental tools coupled with theoretical DFT analysis allowed us to propose various species derived from the interaction of ketoprofen with serine through H bonding (without reaction) and the acyl enzyme species (ester bond formation) which are the intermediates in the biocatalytic assisted esterification and hydrolysis using lipases. Fil: Toledo, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas Argentina Fil: Llerena Suster, Carlos Rafael. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas 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 Fil: Collins, Sebastián Enrique. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina Fil: Briand, Laura Estefania. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y ... Article in Journal/Newspaper Antarc* Antarctica CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas) Argentina Briand ENVELOPE(-63.017,-63.017,-65.017,-65.017) Ferreira ENVELOPE(-62.050,-62.050,-64.600,-64.600) Toledo ENVELOPE(-67.317,-67.317,-73.700,-73.700) Catalysis Science & Technology 7 9 1953 1964
spellingShingle Ketoprofen
Serine
https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
Toledo, Victoria
Llerena Suster, Carlos Rafael
Ferreira, María Luján
Collins, Sebastián Enrique
Briand, Laura Estefania
Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica
title Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica
title_full Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica
title_fullStr Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica
title_full_unstemmed Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica
title_short Molecular recognition of an acyl–enzyme intermediate on the lipase B from Candida antarctica
title_sort molecular recognition of an acyl–enzyme intermediate on the lipase b from candida antarctica
topic Ketoprofen
Serine
https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
topic_facet Ketoprofen
Serine
https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
url http://hdl.handle.net/11336/43265