ArticleNature chemistry2026
A Cu(I)-catalysed click reaction generates ROS-triggered cleavable linkages in aqueous media.
Article in Nature chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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12 authors.
Funding
Abstract
Click reactions that form functional linkages are rare. Among the few catalytic options, none directly delivers a cleavable connector. Here we introduce copper(I)-catalysed allene-ketone addition (CuAKA), an operationally simple reaction that is mutually orthogonal to CuAAC (copper(I)-catalysed azide-alkyne cycloaddition) and CuPDF (copper(I)-catalysed phenoxydiazaborinine formation). These three catalytic click strategies can be merged for efficient assembly of multifunctional entities. We show that CuAKA can be used to link an allene-bound drug molecule in aqueous media to a ketone-containing derivative of unprotected penetratin, a solubilizing and cell penetrating peptide. The viability of an allyl-metal complex runs counter to the long-held notion that C-C σ-bond formation and carbonyl addition are not suitable for click chemistry. We also show that CuAKA-generated linkages can be controllably cleaved (by rupturing a C-C bond) at 37 °C in a 68-86 μM solution of aqueous hydrogen peroxide. The advance underscores the versatility of functional click-generated connectors in biologically relevant environments.
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Registered trials
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