Direct comparison of triggering motifs on chemiluminescent probes for hydrogen sulfide detection in water

Abstract Hydrogen sulfide (H2S) is an important biomolecule and significant efforts have focused on developing chemical tools to aid different biological investigations. Of such tools, there are relatively few chemiluminescent or bioluminescent methods for H2S detection. Here we report two dioxetane-based chemiluminescent probes for H2S detection. With these probes, we directly compare the probe response to H2S-mediated azide reduction and nucleophilic displacement of 2,4-dinitrophenyl motifs and demonstrate that the SNAr cleavage of the DNP group results in a larger response and greater stability in water.