2H-Thiopyran-2-Thione Sulfine, a Compound For Converting H2S to HSOH/H2S2 and Increasing Intracellular Sulfane Sulfur Levels

ABSTRACT: Reactive sulfane sulfur species such as persulfides (RSSH) and H2S2 are important redox regulators and closely linked to H2S signaling. However, the study of these species is still challenging due to their instability, high reactivity, and the lack of suitable donors to produce these species. Herein we report a unique compound, 2H-thiopyran-2-thione sulfine (TTS), which can specifically convert H2S to HSOH, and then to H2S2 in the presence of excess H2S. Meanwhile, the reaction product 2H-thiopyran-2-thione (TT) can be oxidized to reform TTS by biological oxidants. TTS can be conjugated to proteins to achieve specific delivery, and the combination of TTS and H2S leads to highly efficient protein persulfidation. When TTS is applied in conjunction with established H2S donors, the corresponding donors of H2S2 (or its equivalents) are obtained. Cell-based studies reveal that TTS can effectively increase intracellular sulfane sulfur levels and compensate for certain aspects of sulfide:quinone oxidoreductase (SQR) deficiency. Sample 1: GAPDH-SH + TTS + HPE-IAM; Sample 2: GAPDH-SH + TTS + Na2S + HPE-IAM; Sample 3: GAPDH-SH + TTS + Na2S + HPE-IAM

INSTRUMENT(S): Q Exactive Plus

ORGANISM(S): Oryctolagus Cuniculus (ncbitaxon:9986)

SUBMITTER: Wei-Jun Qian  

PROVIDER: MSV000094034 | MassIVE | Wed Feb 07 17:54:00 GMT 2024

SECONDARY ACCESSION(S): PXD049256

REPOSITORIES: MassIVE