Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces

The study delves into the use of the thiol-yne click reaction to enhance (bio)conjugation methodologies, particularly focusing on immobilizing biomolecules onto PLLA surfaces. The thiol-yne click reaction, known for its efficiency, selectivity, and versatility in forming carbon-sulfur bonds under mi...

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Autores: Sánchez Bodón, Julia, Díaz Galbarriatu, María, Pérez Álvarez, Leyre, Vilas Vilela, José Luis, Moreno Benitez, María Isabel
Tipo de recurso: artículo
Fecha de publicación:2024
País:España
Institución:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/69103
Acceso en línea:http://hdl.handle.net/10810/69103
Access Level:acceso abierto
Palabra clave:thiol-yne
coatings
conjugation
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spelling Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA SurfacesSánchez Bodón, JuliaDíaz Galbarriatu, MaríaPérez Álvarez, LeyreVilas Vilela, José LuisMoreno Benitez, María Isabelthiol-ynecoatingsconjugationThe study delves into the use of the thiol-yne click reaction to enhance (bio)conjugation methodologies, particularly focusing on immobilizing biomolecules onto PLLA surfaces. The thiol-yne click reaction, known for its efficiency, selectivity, and versatility in forming carbon-sulfur bonds under mild conditions without transition metal catalysts, is explored for conjugating the fluorophore dansyl onto PLLA surfaces. This approach aims to broaden bioconjugation strategies beyond traditional methods like the Michael-type reaction, expanding their applicability to diverse biomolecules. Utilizing a photoinitiator and specific light for photo-immobilization, the thiol-yne click reaction offers spatial and temporal control, with the absence of transition metal catalysts mitigating concerns of cytotoxicity and metal contamination, rendering it suitable for biomedical applications. The objectives of this research encompass demonstrating the feasibility of the thiol-yne click reaction for surface functionalization and enriching bioconjugation strategies for tailoring PLLA surfaces, ultimately advancing biomedical technologies through precise control over surface properties and functionality. For this purpose, PLLA surfaces were activated through hydrolysis and amidation to introduce the activated alkyne moiety (PLLA-Alkyne), followed by photo-induced dansyl immobilization (PLLA-Dns) with Irgacure 651. Various surface characterization techniques, including SEM, WCA, XPS, ATR-FTIR, and fluorescence microscopy and spectroscopy, validated the successful conjugation. This metal-free method preserves the material’s bulk properties while enabling thiol-containing molecule immobilization.This research was funded by the Basque Government (ELKARTEK program, Department of Development and Infrastructures of the Basque Country, KK-2021-00040, KK-2021-00082, and KK-2022-00057; Grupos Consolidados IT1756-22. Moreover, authors thank for the technical and human support provided by SGIker (UPV/EHU/ERDF, EU).MDPI2024202420242024info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10810/69103reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoIngléshttps://www.mdpi.com/2079-6412/14/7/839info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/es/© 2024 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/ 4.0/).oai:addi.ehu.eus:10810/691032026-06-18T09:23:17Z
dc.title.none.fl_str_mv Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
title Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
spellingShingle Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
Sánchez Bodón, Julia
thiol-yne
coatings
conjugation
title_short Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
title_full Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
title_fullStr Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
title_full_unstemmed Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
title_sort Expanding (Bio)Conjugation Strategies: Metal-Free Thiol-Yne Photo-Click Reaction for Immobilization onto PLLA Surfaces
dc.creator.none.fl_str_mv Sánchez Bodón, Julia
Díaz Galbarriatu, María
Pérez Álvarez, Leyre
Vilas Vilela, José Luis
Moreno Benitez, María Isabel
author Sánchez Bodón, Julia
author_facet Sánchez Bodón, Julia
Díaz Galbarriatu, María
Pérez Álvarez, Leyre
Vilas Vilela, José Luis
Moreno Benitez, María Isabel
author_role author
author2 Díaz Galbarriatu, María
Pérez Álvarez, Leyre
Vilas Vilela, José Luis
Moreno Benitez, María Isabel
author2_role author
author
author
author
dc.subject.none.fl_str_mv thiol-yne
coatings
conjugation
topic thiol-yne
coatings
conjugation
description The study delves into the use of the thiol-yne click reaction to enhance (bio)conjugation methodologies, particularly focusing on immobilizing biomolecules onto PLLA surfaces. The thiol-yne click reaction, known for its efficiency, selectivity, and versatility in forming carbon-sulfur bonds under mild conditions without transition metal catalysts, is explored for conjugating the fluorophore dansyl onto PLLA surfaces. This approach aims to broaden bioconjugation strategies beyond traditional methods like the Michael-type reaction, expanding their applicability to diverse biomolecules. Utilizing a photoinitiator and specific light for photo-immobilization, the thiol-yne click reaction offers spatial and temporal control, with the absence of transition metal catalysts mitigating concerns of cytotoxicity and metal contamination, rendering it suitable for biomedical applications. The objectives of this research encompass demonstrating the feasibility of the thiol-yne click reaction for surface functionalization and enriching bioconjugation strategies for tailoring PLLA surfaces, ultimately advancing biomedical technologies through precise control over surface properties and functionality. For this purpose, PLLA surfaces were activated through hydrolysis and amidation to introduce the activated alkyne moiety (PLLA-Alkyne), followed by photo-induced dansyl immobilization (PLLA-Dns) with Irgacure 651. Various surface characterization techniques, including SEM, WCA, XPS, ATR-FTIR, and fluorescence microscopy and spectroscopy, validated the successful conjugation. This metal-free method preserves the material’s bulk properties while enabling thiol-containing molecule immobilization.
publishDate 2024
dc.date.none.fl_str_mv 2024
2024
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/69103
url http://hdl.handle.net/10810/69103
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://www.mdpi.com/2079-6412/14/7/839
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/es/
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/es/
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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