Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices

A lipase-catalyzed procedure is described for the preparation of N-hydroxyalkylacrylamides useful among a number of electrophoretical applications such as capillary and gel electrophoresis. The N-hydroxyalkylacrylamides were prepared through an aminolysis reaction of alkanolamines on ethyl acrylate....

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Published in:Journal of Molecular Catalysis B: Enzymatic
Main Authors: Rustoy, Eduardo Miguel, Baldessari, Alicia
Format: Article in Journal/Newspaper
Language:English
Published: Elsevier Science
Subjects:
CHEMOSELECTIVITY
ELECTROPHORESIS
LIPASE
SUBSTITUTED ACRYLAMIDES
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Argentina
Alicia
Antarc*
Antarctica
Online Access:http://hdl.handle.net/11336/71034
id ftconicet:oai:ri.conicet.gov.ar:11336/71034
record_format openpolar
spelling ftconicet:oai:ri.conicet.gov.ar:11336/71034 2023-10-09T21:45:52+02:00 Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices Rustoy, Eduardo Miguel Baldessari, Alicia application/pdf http://hdl.handle.net/11336/71034 eng eng Elsevier Science info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1381117706000488 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molcatb.2006.01.026 http://hdl.handle.net/11336/71034 Rustoy, Eduardo Miguel; Baldessari, Alicia; Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices; Elsevier Science; Journal of Molecular Catalysis B: Enzymatic; 39; 1-4; 5-2006; 50-54 1381-1177 CONICET Digital CONICET info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ CHEMOSELECTIVITY ELECTROPHORESIS LIPASE SUBSTITUTED ACRYLAMIDES https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 info:eu-repo/semantics/article info:ar-repo/semantics/artículo info:eu-repo/semantics/publishedVersion ftconicet https://doi.org/10.1016/j.molcatb.2006.01.026 2023-09-24T19:36:46Z A lipase-catalyzed procedure is described for the preparation of N-hydroxyalkylacrylamides useful among a number of electrophoretical applications such as capillary and gel electrophoresis. The N-hydroxyalkylacrylamides were prepared through an aminolysis reaction of alkanolamines on ethyl acrylate. The reaction was catalyzed by Candida antarctica lipase. The addition of radical inhibitors improved chemoselectivity and amides were obtained in high yield and purity at room temperature. Fil: Rustoy, Eduardo Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina Fil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina Article in Journal/Newspaper Antarc* Antarctica CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas) Argentina Alicia ENVELOPE(-63.483,-63.483,-64.833,-64.833) Journal of Molecular Catalysis B: Enzymatic 39 1-4 50 54
institution Open Polar
collection CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas)
op_collection_id ftconicet
language English
topic CHEMOSELECTIVITY
ELECTROPHORESIS
LIPASE
SUBSTITUTED ACRYLAMIDES
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
spellingShingle CHEMOSELECTIVITY
ELECTROPHORESIS
LIPASE
SUBSTITUTED ACRYLAMIDES
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Rustoy, Eduardo Miguel
Baldessari, Alicia
Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices
topic_facet CHEMOSELECTIVITY
ELECTROPHORESIS
LIPASE
SUBSTITUTED ACRYLAMIDES
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description A lipase-catalyzed procedure is described for the preparation of N-hydroxyalkylacrylamides useful among a number of electrophoretical applications such as capillary and gel electrophoresis. The N-hydroxyalkylacrylamides were prepared through an aminolysis reaction of alkanolamines on ethyl acrylate. The reaction was catalyzed by Candida antarctica lipase. The addition of radical inhibitors improved chemoselectivity and amides were obtained in high yield and purity at room temperature. Fil: Rustoy, Eduardo Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina Fil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
format Article in Journal/Newspaper
author Rustoy, Eduardo Miguel
Baldessari, Alicia
author_facet Rustoy, Eduardo Miguel
Baldessari, Alicia
author_sort Rustoy, Eduardo Miguel
title Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices
title_short Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices
title_full Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices
title_fullStr Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices
title_full_unstemmed Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices
title_sort chemoselective enzymatic preparation of n-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices
publisher Elsevier Science
url http://hdl.handle.net/11336/71034
long_lat ENVELOPE(-63.483,-63.483,-64.833,-64.833)
geographic Argentina
Alicia
geographic_facet Argentina
Alicia
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1381117706000488
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molcatb.2006.01.026
http://hdl.handle.net/11336/71034
Rustoy, Eduardo Miguel; Baldessari, Alicia; Chemoselective enzymatic preparation of N-hydroxyalkylacrylamides, monomers for hydrophilic polymer matrices; Elsevier Science; Journal of Molecular Catalysis B: Enzymatic; 39; 1-4; 5-2006; 50-54
1381-1177
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/10.1016/j.molcatb.2006.01.026
container_title Journal of Molecular Catalysis B: Enzymatic
container_volume 39
container_issue 1-4
container_start_page 50
op_container_end_page 54
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