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Sulfur is a vital element in Earth's biogeochemical systems. It transitions through various inorganic states, including sulfate (SO₄²⁻), elemental sulfur (S⁰), and sulfide (S²⁻). Abiotic and biological mechanisms across oxic and anoxic environments intricately mediate these transformations. Sulfate, the most oxidized form of sulfur, is predominantly stored in rocks, marine sediments, and oceanic waters, acting as a long-term reservoir in the global sulfur...
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Sulfur is an essential element in biological systems, contributing to synthesizing key biomolecules, including amino acids such as cysteine and methionine, and cofactors such as coenzyme A and biotin. Microorganisms primarily assimilate sulfur as sulfate (SO₄²⁻) from the environment, which must undergo a series of biochemical transformations before it can be incorporated into cellular components. As sulfate is highly oxidized, it must undergo assimilatory sulfate reduction to...
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New biologically active hydrogen sulfide donors.

Thomas Roger1, Francoise Raynaud, Frédéric Bouillaud

  • 1UMR 8601, LCBPT, CNRS-Université Paris Descartes, PRES Sorbonne Paris Cité, 45 rue des Sts Pères, 75006 Paris (France).

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Summary

New dithioperoxyanhydrides act as effective thiol-activated hydrogen sulfide donors. The most efficient compound, (CH3 COS)2, can trigger biological responses and substitute for hydrogen sulfide in vascular studies.

Keywords:
SQRbiological activitydithioperoxyanhydrideshydrogen sulfideoxidoreductasesvasorelaxation

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Area of Science:

  • Chemistry
  • Biochemistry
  • Pharmacology

Background:

  • Hydrogen sulfide (H2S) is a crucial signaling molecule in biological systems.
  • Developing stable and controllable H2S donors is essential for research and therapeutic applications.
  • Existing H2S donors may have limitations in stability or activation mechanisms.

Purpose of the Study:

  • To synthesize and characterize novel dithioperoxyanhydrides as potential hydrogen sulfide donors.
  • To evaluate the efficiency and mechanism of thiol-activated hydrogen sulfide release from these compounds.
  • To assess the biological activity and utility of the most effective donor in cellular and ex vivo models.

Main Methods:

  • Synthesis of four dithioperoxyanhydrides: (CH3 COS)2, (PhCOS)2, CH3 COSSCO2 Me, and PhCOSSCO2 Me.
  • Assessment of hydrogen sulfide release in aqueous buffer solutions, measuring release kinetics and efficiency.
  • Evaluation of the biological response induced by the most potent donor in cell cultures.
  • Application of the efficient donor in ex vivo vascular studies to replace gaseous hydrogen sulfide.

Main Results:

  • All synthesized dithioperoxyanhydrides demonstrated activity as thiol-activated hydrogen sulfide donors.
  • The compound (CH3 COS)2 exhibited the highest efficiency in releasing hydrogen sulfide.
  • This efficient donor successfully induced a biological response in cellular assays.
  • (CH3 COS)2 proved to be a viable and advantageous substitute for gaseous hydrogen sulfide in ex vivo vascular experiments.

Conclusions:

  • Dithioperoxyanhydrides represent a promising class of thiol-activated hydrogen sulfide donors.
  • The specific compound (CH3 COS)2 offers a stable, efficient, and biologically relevant source of hydrogen sulfide.
  • This donor facilitates advancements in studying hydrogen sulfide's biological roles and potential therapeutic applications.