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Mono-cyclopropenone Caged Dibenzocyclooctyne Triazole Derivatives: Fast-reacting, Water Soluble SPAAC Reagents

Strain-promoted azide-alkyne cycloaddition (SPAAC) has emerged as a popular click chemistry technique1. Over just the past few decades, a plethora of cycloalkyne SPAAC reagents have been developed for use as biorthogonal probes in cell and protein studies2-4, peptide stapling reagents5, and crosslinkers in polymers6. Most of these cycloalkyne reagents suffer from issues that hinder their utility; these being low aqueous solubility and slow reaction rates.

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