Acyl Selenyl Sulfides as the Precursors for Reactive Sulfur Species (Hydrogen Sulfide, Polysulfide, and Selenyl Sulfide)

Org Lett. 2019 Jul 19;21(14):5685-5688. doi: 10.1021/acs.orglett.9b02021. Epub 2019 Jul 2.

Abstract

Persulfides are receiving increased attention due to their links to hydrogen sulfide (H2S) and hydrogen polysulfide (H2Sn). Their close analogues selenyl sulfides (RSeSHs), however, have limited literature precedent, and their reactivity and possible role in biology are largely unknown. Here, we devised an acyl selenyl sulfide template to study RSeSH chemistry. Their stability and reactivity toward amines/thiols were studied. These compounds can produce H2S or H2S2 under different conditions, suggesting that RSeSHs are possible intermediates.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amines / chemistry
  • Cell Line
  • Humans
  • Hydrogen Sulfide / chemistry*
  • Hydrogen Sulfide / metabolism
  • Molecular Imaging
  • Organoselenium Compounds / chemistry*
  • Sulfhydryl Compounds / chemistry
  • Sulfides / chemistry*

Substances

  • Amines
  • Organoselenium Compounds
  • Sulfhydryl Compounds
  • Sulfides
  • polysulfide
  • Hydrogen Sulfide