Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links

This work addresses a study of PEG-derived hydrogels based on β-aminoacrylate cross-links and obtained by amino-yne click chemistry, using a β-aminoacrylate-based model molecule as reference. The pH-triggered cleavage of the β-aminoacrylate bonds was monitored confirming not only the release of the...

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Detalhes bibliográficos
Autores: Bescós-Ramo, Sara, Barrio Lasheras, Jesús del, Romero, Pilar, Florentino-Madiedo, Laura, Piñol, Milagros, Oriol, Luis
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2024
País:España
Recursos:Universidad de Zaragoza
Repositorio:Zaguán. Repositorio Digital de la Universidad de Zaragoza
OAI Identifier:oai:zaguan.unizar.es:150158
Acesso em linha:http://zaguan.unizar.es/record/150158
Access Level:acceso abierto
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spelling Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-LinksBescós-Ramo, SaraBarrio Lasheras, Jesús delRomero, PilarFlorentino-Madiedo, LauraPiñol, MilagrosOriol, LuisThis work addresses a study of PEG-derived hydrogels based on β-aminoacrylate cross-links and obtained by amino-yne click chemistry, using a β-aminoacrylate-based model molecule as reference. The pH-triggered cleavage of the β-aminoacrylate bonds was monitored confirming not only the release of the conjugated amine but also the formation of a mixture of chemical species that depends on the acidity of the medium. Moreover, overall hydrogel degradation rates were able to be adjusted by modifying pH, temperature, polymer concentration, or the amine selected as linker of PEG chains. In particular, the labile nature of the β-aminoacrylate bond was confirmed even under physiological conditions (pH 7.4, 37 °C), leading to long-term material degradation. The release and recovery of the conjugated amine after the cleavage of the β-aminoacrylate bonds was demonstrated at both acidic and physiological pH, mimicking the results acquired through model molecule studies.2024info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://zaguan.unizar.es/record/150158reponame:Zaguán. Repositorio Digital de la Universidad de Zaragozainstname:Universidad de ZaragozaInglésinfo:eu-repo/grantAgreement/ES/AEI/CEX2023-001286-Sinfo:eu-repo/grantAgreement/ES/DGA/E47-23Rinfo:eu-repo/grantAgreement/ES/MICINN/PID2021-126132NB-I00info:eu-repo/semantics/openAccessoai:zaguan.unizar.es:1501582026-05-29T13:59:51Z
dc.title.none.fl_str_mv Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
title Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
spellingShingle Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
Bescós-Ramo, Sara
title_short Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
title_full Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
title_fullStr Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
title_full_unstemmed Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
title_sort Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links
dc.creator.none.fl_str_mv Bescós-Ramo, Sara
Barrio Lasheras, Jesús del
Romero, Pilar
Florentino-Madiedo, Laura
Piñol, Milagros
Oriol, Luis
author Bescós-Ramo, Sara
author_facet Bescós-Ramo, Sara
Barrio Lasheras, Jesús del
Romero, Pilar
Florentino-Madiedo, Laura
Piñol, Milagros
Oriol, Luis
author_role author
author2 Barrio Lasheras, Jesús del
Romero, Pilar
Florentino-Madiedo, Laura
Piñol, Milagros
Oriol, Luis
author2_role author
author
author
author
author
description This work addresses a study of PEG-derived hydrogels based on β-aminoacrylate cross-links and obtained by amino-yne click chemistry, using a β-aminoacrylate-based model molecule as reference. The pH-triggered cleavage of the β-aminoacrylate bonds was monitored confirming not only the release of the conjugated amine but also the formation of a mixture of chemical species that depends on the acidity of the medium. Moreover, overall hydrogel degradation rates were able to be adjusted by modifying pH, temperature, polymer concentration, or the amine selected as linker of PEG chains. In particular, the labile nature of the β-aminoacrylate bond was confirmed even under physiological conditions (pH 7.4, 37 °C), leading to long-term material degradation. The release and recovery of the conjugated amine after the cleavage of the β-aminoacrylate bonds was demonstrated at both acidic and physiological pH, mimicking the results acquired through model molecule studies.
publishDate 2024
dc.date.none.fl_str_mv 2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://zaguan.unizar.es/record/150158
url http://zaguan.unizar.es/record/150158
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/ES/AEI/CEX2023-001286-S
info:eu-repo/grantAgreement/ES/DGA/E47-23R
info:eu-repo/grantAgreement/ES/MICINN/PID2021-126132NB-I00
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv
publisher.none.fl_str_mv
dc.source.none.fl_str_mv reponame:Zaguán. Repositorio Digital de la Universidad de Zaragoza
instname:Universidad de Zaragoza
instname_str Universidad de Zaragoza
reponame_str Zaguán. Repositorio Digital de la Universidad de Zaragoza
collection Zaguán. Repositorio Digital de la Universidad de Zaragoza
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.812455

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