Bioorthogonal Azide–Thioalkyne Cycloaddition Catalyzed by Photoactivatable Ruthenium(II) Complexes
Alejandro Gutiérrez‐González, Paolo Destito, José R. Couceiro, Cibran Pérez‐González, Fernando López, José L. Mascareñas
Abstract
Tailored ruthenium sandwich complexes bearing photoresponsive arene ligands can efficiently promote azide-thioalkyne cycloaddition (RuAtAC) when irradiated with UV light. The reactions can be performed in a bioorthogonal manner in aqueous mixtures containing biological components. The strategy can also be applied for the selective modification of biopolymers, such as DNA or peptides. Importantly, this ruthenium-based technology and the standard copper-catalyzed azide-alkyne cycloaddition (CuAAC) proved to be compatible and mutually orthogonal.
Topics & Concepts
Bioorthogonal chemistryRutheniumAzideCycloadditionChemistryCatalysisCombinatorial chemistryOrganic chemistryClick chemistryClick Chemistry and ApplicationsChemical Synthesis and AnalysisCyclopropane Reaction Mechanisms