Functional N-Substituted <i>N</i>-Thiocarboxyanhydrides as Modular Tools for Constructing H₂S Donor Conjugates

Abstract

We report a synthetic route toward a family of functional COS/H₂S-releasing N-substituted N-thiocarboxyanhydrides (NTAs) with functionalities to accommodate popular conjugation reactions, including olefin cross metathesis, thiol-ene, and copper-catalyzed azide-alkyne cycloaddition. The N-substituted NTAs were attached to small molecules, polymers, and a protein to synthesize novel H₂S donors convergently. All conjugates showed sustained H₂S release kinetics.