61775-34-6Relevant academic research and scientific papers
Esterase-Activated Perthiocarbonate Persulfide Donors Provide Insights into Persulfide Persistence and Stability
Cerda, Matthew M.,Fosnacht, Kaylin G.,Mullen, Emma J.,Pigg, Hannah C.,Pluth, Michael D.
, (2022/01/28)
Persulfides (RSSH) are important reactive sulfur species (RSS) that are intertwined with the biological functions of hydrogen sulfide (H2S). The direct study of persulfides is difficult, however, due to their both nucleophilic and electrophilic
Effects of sulfane sulfur content in benzyl polysulfides on thiol-triggered H2S release and cell proliferation
Bolton, Sarah G.,Cerda, Matthew M.,Gilbert, Annie K.,Pluth, Michael D.
, p. 393 - 398 (2019/01/04)
Investigations into hydrogen sulfide (H2S) signaling pathways have demonstrated both the generation and importance of persulfides, which are reactive sulfur species that contain both reduced and oxidized sulfur. These observations have led researchers to suggest that oxidized sulfur species, including sulfane sulfur (S0), are responsible for many of the physiological phenomena initially attributed to H2S. A common method of introducing S0 to biological systems is the administration of organic polysulfides, such as diallyl trisulfide (DATS). However, prior reports have demonstrated that commercially-available DATS often contains a mixture of polysulfides, and furthermore a lack of structure-activity relationships for organic polysulfides has limited our overall understanding of different polysulfides and their function in biological systems. Advancing our interests in the chemical biology of reactive sulfur species including H2S and S0, we report here our investigations into the rates and quantities of H2S release from a series of synthetic, pure benzyl polysulfides, ranging from monosulfide to tetrasulfide. We demonstrate that H2S is only released from the trisulfide and tetrasulfide, and that this release requires thiol-mediated reduction in the presence of cysteine or reduced glutathione. Additionally, we demonstrate the different effects of trisulfides and tetrasulfides on cell proliferation in murine epithelial bEnd.3 cells.
Triphenylphosphine Decomposition of Sulfenyl Thiocarbonates
Harpp, David N.,Granata, Alessandro
, p. 271 - 273 (2007/10/02)
Several sulfenyl thiocarbonates (RSSCO2CH3) have been decomposed with triphenylphosphine.In the case of R = alkyl, desulfurization takes place to give the S-alkyl thiocarbonate while in the case of R = aryl, a phosphonium salt is likely formed which on chromatographic workup on silica gel is converted to a thiol and triphenylphosphine oxide and sulfide.A mechanistic interpretation is offered.
