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Colorimetric Carbonyl Sulfide (COS)/Hydrogen Sulfide (H2S) Donation from γ‐Ketothiocarbamate Donor Motifs
Authors:Dr Yu Zhao  Andrea K Steiger  Prof Dr Michael D Pluth
Institution:Department of Chemistry and Biochemistry, Institute of Molecular Biology, and Materials Science Institute, University of Oregon, Eugene, OR, USA
Abstract:Hydrogen sulfide (H2S) is a biologically active molecule that exhibits protective effects in a variety of physiological and pathological processes. Although several H2S‐related biological effects have been discovered by using H2S donors, knowing how much H2S has been released from donors under different conditions remains challenging. Now, a series of γ‐ketothiocarbamate (γ‐KetoTCM) compounds that provide the first examples of colorimetric H2S donors and enable direct quantification of H2S release, were reported. These compounds are activated through a pH‐dependent deprotonation/β‐elimination sequence to release carbonyl sulfide (COS), which is quickly converted into H2S by carbonic anhydrase. The p‐nitroaniline released upon donor activation provides an optical readout that correlates directly to COS/H2S release, thus enabling colorimetric measurement of H2S donation.
Keywords:anti-inflammation  carbonyl sulfide  colorimetry  hydrogen sulfide  γ  -ketothiocarbamate
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