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Title: Alkylsulfenyl thiocarbonates: precursors to hydropersulfides potently attenuate oxidative stress
The recent discovery of the prevalence of hydropersulfides (RSSH) species in biological systems suggests their potential roles in cell regulatory processes. However, the reactive and transient nature of RSSH makes their study difficult, and dependent on the use of donor molecules. Herein, we report alkylsulfenyl thiocarbonates as a new class of RSSH precursors that efficiently release RSSH under physiologically relevant conditions. RSSH release kinetics from these precursors are tunable through electronic modification of the thiocarbonate carbonyl group's electrophilicity. In addition, these precursors also react with thiols to release RSSH with a minor amount of carbonyl sulfide (COS). Importantly, RSSH generation by these precursors protects against oxidative stress in H9c2 cardiac myoblasts. Furthermore, we demonstrate the ability of these precursors to increase intracellular RSSH levels.  more » « less
Award ID(s):
1900285
PAR ID:
10284517
Author(s) / Creator(s):
; ; ; ;
Date Published:
Journal Name:
Chemical Science
Volume:
12
Issue:
23
ISSN:
2041-6520
Page Range / eLocation ID:
8252 to 8259
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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