Understanding Hydrogen Sulfide Storage: Probing Conditions for Sulfide Release from Hydrodisulfides
Year: 2014
Type: article
Abstract: Hydrogen sulfide (H2S) is an important biological signaling agent that exerts action on numerous (patho)physiological processes. Once generated, H2S can be oxidized to generate reductant-labile sulfane sulfur pools, which include hydrodisulfides/persulfides. Despite the importance of hydrodisulfides in H2S storage and signaling, little is known about the physical properties or chemical reactivity of these compounds. We report here the synthesis, isolation, and characterization (NMR, IR, Raman, HRMS, X-ray) of a small-molecule hydrodisulfide and highlight its reactivity with reductants, nucleophiles, electrophiles, acids, and bases. Our experimental results establish that hydrodisulfides release H2S upon reduction and that deprotonation results in disproportionation to the parent thiol and S(0), thus providing a mechanism for transsulfuration in the sulfane sulfur pool.
DOI: 10.1021/ja505371z
Institution: University of Oregon
Language: English
Topic: Sulfur Compounds in Biology
Subfield: Biochemistry
Domain: Life Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Awards: MRI: Acquisition of High-sensitivity NMR Capabilities for the University of Oregon Magnetic Resonance Facility, G1044374367, G1112382770, G3333499046, Reducing Susceptibility to Environmental Stress Throughout the Life Span, G5813801112, Developing fluorescent probes for the endogenous gaseous transmitters NO and H2S
OpenAlex ID: W2323733610