Work

Colorimetric Carbonyl Sulfide (COS)/Hydrogen Sulfide (H2S) Donation from γ‐Ketothiocarbamate Donor Motifs

Year: 2018

Type: article

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.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201806854

Authors: Yu Zhao, Andrea K. Steiger, Michael D. Pluth

Institution: University of Oregon

Language: English

Topic: Sulfur Compounds in Biology

Subfield: Biochemistry

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: green

Funders: National Science Foundation, National Institute of General Medical Sciences

Awards: Hydrogen Sulfide and Carbonyl Sulfide Delivery for Biological Applications, MRI: Acquisition of High Sensitivity 500 MHz NMR for the University of Oregon CAMCOR NMR Facility, MRI: Acquisition of an Epifluorescence Microscope for Research and Education at the University of Oregon CAMCOR Facility, MRI: Acquisition of a High Resolution Mass Spectrometer for Research and Education at a University of Oregon Facility, Graduate Research Fellowship Program (GRFP)