Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction

Autores
Levin, Gustavo Javier; Gómez, Sara; Glodowsky, Alejandro Pablo; Cascone, Osvaldo; Hernáiz Gómez-dégano, María Jose
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A rapid and efficient enzymatic procedure for the preparation of an immobilized β-galactosidase has been described. In a first step, soybean peroxidase was used to catalyze the polymerization of a strategically activated phenol (N–Succinimidyl 3–(4–hydroxyphenyl)propionate, known as Bolton-Hunter reagent). The phenolic support was directly employed for immobilizing β–galactosidase from Bacillus circulans (ATCC 31382, β–Gal–3), giving rise to a new biocatalyst subsequently applied in the synthesis of a β–galatodisaccharide (Gal–β(1–3)–GlcNAc and Gal–β(1–3)–GalNAc). The reaction proceeded with high conversion rates and total regioselectivity. Reusability assays were performed with the same reaction conditions finding that the immobilized enzyme retains about 55% of its activity after eight batches. Finally and based on our results, the two-step enzymatic procedure presented here is a good and green alternative to the preparation of carbohydrates with biological activities.
Fil: Levin, Gustavo Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Entre Ríos. Universidad Nacional de Entre Ríos. Centro de Investigaciones y Transferencia de Entre Ríos; Argentina. Universidad Complutense de Madrid; España
Fil: Gómez, Sara. Universidad Complutense de Madrid; España
Fil: Glodowsky, Alejandro Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Entre Ríos. Universidad Nacional de Entre Ríos. Centro de Investigaciones y Transferencia de Entre Ríos; Argentina
Fil: Cascone, Osvaldo. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina
Fil: Hernáiz Gómez-dégano, María Jose. Universidad Complutense de Madrid; España
Materia
ENZYMATIC POLYMERIZATION
ENZYME IMMOBILIZATION
SOYBEAN PEROXIDASE
TRANSGLYCOSYLATION
Β-GALACTOSIDASE
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:11336/86121
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/86121
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reactionLevin, Gustavo JavierGómez, SaraGlodowsky, Alejandro PabloCascone, OsvaldoHernáiz Gómez-dégano, María JoseENZYMATIC POLYMERIZATIONENZYME IMMOBILIZATIONSOYBEAN PEROXIDASETRANSGLYCOSYLATIONΒ-GALACTOSIDASEhttps://purl.org/becyt/ford/2.9https://purl.org/becyt/ford/2A rapid and efficient enzymatic procedure for the preparation of an immobilized β-galactosidase has been described. In a first step, soybean peroxidase was used to catalyze the polymerization of a strategically activated phenol (N–Succinimidyl 3–(4–hydroxyphenyl)propionate, known as Bolton-Hunter reagent). The phenolic support was directly employed for immobilizing β–galactosidase from Bacillus circulans (ATCC 31382, β–Gal–3), giving rise to a new biocatalyst subsequently applied in the synthesis of a β–galatodisaccharide (Gal–β(1–3)–GlcNAc and Gal–β(1–3)–GalNAc). The reaction proceeded with high conversion rates and total regioselectivity. Reusability assays were performed with the same reaction conditions finding that the immobilized enzyme retains about 55% of its activity after eight batches. Finally and based on our results, the two-step enzymatic procedure presented here is a good and green alternative to the preparation of carbohydrates with biological activities.Fil: Levin, Gustavo Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Entre Ríos. Universidad Nacional de Entre Ríos. Centro de Investigaciones y Transferencia de Entre Ríos; Argentina. Universidad Complutense de Madrid; EspañaFil: Gómez, Sara. Universidad Complutense de Madrid; EspañaFil: Glodowsky, Alejandro Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Entre Ríos. Universidad Nacional de Entre Ríos. Centro de Investigaciones y Transferencia de Entre Ríos; ArgentinaFil: Cascone, Osvaldo. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; ArgentinaFil: Hernáiz Gómez-dégano, María Jose. Universidad Complutense de Madrid; EspañaElsevier Science2018-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/86121Levin, Gustavo Javier; Gómez, Sara; Glodowsky, Alejandro Pablo; Cascone, Osvaldo; Hernáiz Gómez-dégano, María Jose; Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction; Elsevier Science; International Journal of Biological Macromolecules; 117; 10-2018; 264-2700141-8130CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0141813018308109info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ijbiomac.2018.05.177info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:48:09Zoai:ri.conicet.gov.ar:11336/86121instacron: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:34982025-09-29 09:48:09.647CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
title Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
spellingShingle Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
Levin, Gustavo Javier
ENZYMATIC POLYMERIZATION
ENZYME IMMOBILIZATION
SOYBEAN PEROXIDASE
TRANSGLYCOSYLATION
Β-GALACTOSIDASE
title_short Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
title_full Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
title_fullStr Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
title_full_unstemmed Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
title_sort Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction
dc.creator.none.fl_str_mv Levin, Gustavo Javier
Gómez, Sara
Glodowsky, Alejandro Pablo
Cascone, Osvaldo
Hernáiz Gómez-dégano, María Jose
author Levin, Gustavo Javier
author_facet Levin, Gustavo Javier
Gómez, Sara
Glodowsky, Alejandro Pablo
Cascone, Osvaldo
Hernáiz Gómez-dégano, María Jose
author_role author
author2 Gómez, Sara
Glodowsky, Alejandro Pablo
Cascone, Osvaldo
Hernáiz Gómez-dégano, María Jose
author2_role author
author
author
author
dc.subject.none.fl_str_mv ENZYMATIC POLYMERIZATION
ENZYME IMMOBILIZATION
SOYBEAN PEROXIDASE
TRANSGLYCOSYLATION
Β-GALACTOSIDASE
topic ENZYMATIC POLYMERIZATION
ENZYME IMMOBILIZATION
SOYBEAN PEROXIDASE
TRANSGLYCOSYLATION
Β-GALACTOSIDASE
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv A rapid and efficient enzymatic procedure for the preparation of an immobilized β-galactosidase has been described. In a first step, soybean peroxidase was used to catalyze the polymerization of a strategically activated phenol (N–Succinimidyl 3–(4–hydroxyphenyl)propionate, known as Bolton-Hunter reagent). The phenolic support was directly employed for immobilizing β–galactosidase from Bacillus circulans (ATCC 31382, β–Gal–3), giving rise to a new biocatalyst subsequently applied in the synthesis of a β–galatodisaccharide (Gal–β(1–3)–GlcNAc and Gal–β(1–3)–GalNAc). The reaction proceeded with high conversion rates and total regioselectivity. Reusability assays were performed with the same reaction conditions finding that the immobilized enzyme retains about 55% of its activity after eight batches. Finally and based on our results, the two-step enzymatic procedure presented here is a good and green alternative to the preparation of carbohydrates with biological activities.
Fil: Levin, Gustavo Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Entre Ríos. Universidad Nacional de Entre Ríos. Centro de Investigaciones y Transferencia de Entre Ríos; Argentina. Universidad Complutense de Madrid; España
Fil: Gómez, Sara. Universidad Complutense de Madrid; España
Fil: Glodowsky, Alejandro Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Entre Ríos. Universidad Nacional de Entre Ríos. Centro de Investigaciones y Transferencia de Entre Ríos; Argentina
Fil: Cascone, Osvaldo. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina
Fil: Hernáiz Gómez-dégano, María Jose. Universidad Complutense de Madrid; España
description A rapid and efficient enzymatic procedure for the preparation of an immobilized β-galactosidase has been described. In a first step, soybean peroxidase was used to catalyze the polymerization of a strategically activated phenol (N–Succinimidyl 3–(4–hydroxyphenyl)propionate, known as Bolton-Hunter reagent). The phenolic support was directly employed for immobilizing β–galactosidase from Bacillus circulans (ATCC 31382, β–Gal–3), giving rise to a new biocatalyst subsequently applied in the synthesis of a β–galatodisaccharide (Gal–β(1–3)–GlcNAc and Gal–β(1–3)–GalNAc). The reaction proceeded with high conversion rates and total regioselectivity. Reusability assays were performed with the same reaction conditions finding that the immobilized enzyme retains about 55% of its activity after eight batches. Finally and based on our results, the two-step enzymatic procedure presented here is a good and green alternative to the preparation of carbohydrates with biological activities.
publishDate 2018
dc.date.none.fl_str_mv 2018-10
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/11336/86121
Levin, Gustavo Javier; Gómez, Sara; Glodowsky, Alejandro Pablo; Cascone, Osvaldo; Hernáiz Gómez-dégano, María Jose; Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction; Elsevier Science; International Journal of Biological Macromolecules; 117; 10-2018; 264-270
0141-8130
CONICET Digital
CONICET
url http://hdl.handle.net/11336/86121
identifier_str_mv Levin, Gustavo Javier; Gómez, Sara; Glodowsky, Alejandro Pablo; Cascone, Osvaldo; Hernáiz Gómez-dégano, María Jose; Two-step enzymatic strategy for the synthesis of a smart phenolic polymer and further immobilization of a β-galactosidase able to catalyze transglycosydation reaction; Elsevier Science; International Journal of Biological Macromolecules; 117; 10-2018; 264-270
0141-8130
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0141813018308109
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ijbiomac.2018.05.177
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
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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
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score 13.070432

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