Esterase-Triggered Self-Immolative Thiocarbamates Provide Insights into COS Cytotoxicity.

ABSTRACT: Hydrogen sulfide (H₂S) is an important gasotransmitter and biomolecule, and many synthetic small-molecule H₂S donors have been developed for H₂S-related research. One important class of triggerable H₂S donors is self-immolative thiocarbamates, which function by releasing carbonyl sulfide (COS), which is rapidly converted to H₂S by the ubiquitous enzyme carbonic anhydrase (CA). Prior studies of esterase-triggered thiocarbamate donors reported significant inhibition of mitochondrial bioenergetics and toxicity when compared to direct sulfide donors, suggesting that COS may function differently than H₂S. Here, we report a suite of modular esterase-triggered self-immolative COS donors and include the synthesis, H₂S rel

SUBMITTER: Levinn CM 

PROVIDER: S-EPMC6534120 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature