150158 20260217205609.0 doi 10.1021/acs.macromol.4c01403 sideral 141132 ART-2024-141132 eng Bescós-Ramo, Sara Universidad de Zaragoza (orcid)0009-0008-6456-4856 Amino-yne reaction for the synthesis of degradable hydrogels: Study of the cleavage of ß-Aminoacrylate Cross-Links 2024 Access copy available to the general public Unrestricted 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. 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 info:eu-repo/semantics/openAccess by https://creativecommons.org/licenses/by/4.0/deed.es 5.2 2024 POLYMER SCIENCE 15 / 94 = 0.16 2024 Q1 T1 1.352 2024 Inorganic Chemistry 2024 Q1 Polymers and Plastics 2024 Q1 Organic Chemistry 2024 Q1 Materials Chemistry 2024 Q1 9.0 2024 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Barrio Lasheras, Jesús del Universidad de Zaragoza (orcid)0000-0002-5380-6863 Romero, Pilar (orcid)0000-0003-1378-0571 Florentino-Madiedo, Laura Universidad de Zaragoza Piñol, Milagros Universidad de Zaragoza (orcid)0000-0001-5556-2172 Oriol, Luis Universidad de Zaragoza (orcid)0000-0002-0922-5615 5005 555 Universidad de Zaragoza Dpto. Ing.Quím.Tecnol.Med.Amb. Área Ingeniería Química 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 57, 23 (2024), 10926-10937 Macromolecules MACROMOLECULES 0024-9297 6014354 http://zaguan.unizar.es/record/150158/files/texto_completo.pdf Versión publicada 3102659 http://zaguan.unizar.es/record/150158/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:150158 articulos driver 2026-02-17-20:48:15 ARTICLE