Bioactive polymeric scaffolds: multivalent functionalization by Thermal Azide–Alkyne Cycloaddition with Alkynyl Dicarbamates

Multivalency enables interactions with higher affinities and specificities than monovalent interactions. The strategy exploited by nature to modulate biorecognition has inspired the design of multivalent conjugates with therapeutic properties. However, chemical functionalization often requires coupl...

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Detalles Bibliográficos
Autores: Tawara, Maun H., Correa Chinea, Juan Francisco, Leire, Emma, Delgado González, Bruno, Parcero Bouzas, Samuel, Liko, Flonja, Fernández Megía, Eduardo
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/43316
Acceso en línea:https://hdl.handle.net/10347/43316
Access Level:acceso abierto
Palabra clave:Dendrons
Fluorescence
Functionalization
Hydrocarbons
Micelles
2306 Química orgánica
Descripción
Sumario:Multivalency enables interactions with higher affinities and specificities than monovalent interactions. The strategy exploited by nature to modulate biorecognition has inspired the design of multivalent conjugates with therapeutic properties. However, chemical functionalization often requires coupling agents, additives, or metal catalysts that complicate isolation and purification. Herein, azide–alkyne cycloaddition (AAC) with alkynyl dicarbamates (Alk-R) is presented as a flexible, reliable, atom-economical, and user-friendly strategy for the multivalent functionalization of polymeric scaffolds. Alk-R functionalized with biologically relevant ligands have been prepared and used for the multivalent AAC functionalization of azide-bearing dendrimers and block copolymers. The resulting polymers with double multivalency reveal a platform for the development of bioinspired functional systems with promising applications in drug delivery: block copolymer micelles and multifunctional nanocarriers with synergistically integrated probes-ligands-drugs. The extension of this strategy to other ligands and scaffolds is expected to open up a wide range of therapeutic and diagnostic opportunities.