Issue 13, 2024

An esterase-cleavable persulfide donor with no electrophilic byproducts and a fluorescence reporter

Abstract

Hydrogen sulfide (H2S) and associated sulfur species known as persulfide or sulfane sulfur are considered among the first responders to oxidative stress. However, tools that reliably generate these species without any potentially toxic byproducts are limited, and even fewer report the generation of a persulfide. Here, using a latent fluorophore embedded with N-acetylcysteine persulfide, we report a new tool that is cleaved by esterase to produce a persulfide as well as a fluorescence reporter without any electrophilic byproducts. The rate of formation of the fluorescence reporter is nearly identical to the rate of formation of the persulfide suggesting that the use of this probe eliminates the need for secondary assays that report persulfide formation. Symptomatic with persulfide generation, the newly developed donor was able to protect chondrocyte cells from oxidative stress.

Graphical abstract: An esterase-cleavable persulfide donor with no electrophilic byproducts and a fluorescence reporter

Supplementary files

Article information

Article type
Communication
Submitted
09 Okt 2023
Accepted
10 Jan 2024
First published
10 Jan 2024

Chem. Commun., 2024,60, 1727-1730

An esterase-cleavable persulfide donor with no electrophilic byproducts and a fluorescence reporter

B. S. Choudhary, T. A. Kumar, A. Vashishtha, S. Tejasri, A. S. Kumar, R. Agarwal and H. Chakrapani, Chem. Commun., 2024, 60, 1727 DOI: 10.1039/D3CC04948E

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