Back to Search
Start Over
Benzylic Trifluoromethyl Accelerates 1,6-Elimination Toward Rapid Probe Activation.
- Source :
-
BioRxiv : the preprint server for biology [bioRxiv] 2024 May 31. Date of Electronic Publication: 2024 May 31. - Publication Year :
- 2024
-
Abstract
- Activity-based detection of hydrogen sulfide in live cells can expand our understanding of its reactivity and complex physiological effects. We have discovered a highly efficient method for fluorescent probe activation, which is driven by H <subscript>2</subscript> S-triggered 1,6-elimination of an α-CF <subscript>3</subscript> -benzyl to release resorufin. In detecting intracellular H <subscript>2</subscript> S, 4-azido-(α-CF <subscript>3</subscript> )-benzyl resorufin offers significantly faster signal generation and improved sensitivity compared to 4-azidobenzyl resorufin. Computed free energy profiles for the 1,6-elimination process support the hypothesis that a benzylic CF <subscript>3</subscript> group can reduce the activation energy barrier toward probe activation. This novel probe design allows for near-real-time detection of H <subscript>2</subscript> S in HeLa cells under stimulation conditions.<br />Competing Interests: DECLARATION OF INTEREST The authors declare no competing interests.
Details
- Language :
- English
- Database :
- MEDLINE
- Journal :
- BioRxiv : the preprint server for biology
- Publication Type :
- Academic Journal
- Accession number :
- 38854154
- Full Text :
- https://doi.org/10.1101/2024.05.30.596105