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Updated: Jun 30, 2025

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Thiiranes: Intelligent Molecules for S-Persulfidation.
Hoe-In Kim1, Ashokkumar Veeramanoharan1, Baskar Selvaraj2
1Department of Chemistry, Gangneung-Wonju National University, Gangneung, Gangnwon 25457, Republic of Korea.
This study introduces a new method using thiiranes to convert intracellular thiols into persulfides. This approach offers a direct way to study sulfur signaling and protein persulfidation within cells.
Area of Science:
- Biochemistry
- Chemical Biology
- Cellular Signaling
Background:
- Intracellular thiols (RSH) are crucial cellular components.
- Persulfides (RSSH) play vital roles in cellular signaling.
- Existing methods for persulfide detection and synthesis are limited.
Purpose of the Study:
- To develop a global strategy for the transsulfuration of intracellular thiols to persulfides.
- To introduce thiiranes as efficient reagents for generating persulfides in cells.
- To validate the direct and rapid protein S-persulfidation by thiiranes.
Main Methods:
- Utilizing thiiranes with fluorenyl/diphenyl and malonate ester moieties for transsulfuration.
- Quantifying transsulfuration efficiency by measuring olefin byproducts.
- Validating protein S-persulfidation using thiiranes.
Main Results:
- Thiiranes efficiently convert intracellular thiols (RSH) to low-molecular-weight persulfides (RSSH).
- Olefin byproduct formation provides ratiometric signals for persulfide production.
- Direct and rapid protein S-persulfidation by thiiranes was successfully demonstrated.
Conclusions:
- Thiiranes represent a powerful tool for the global strategy of intracellular transsulfuration.
- This method enables precise monitoring of persulfide production.
- Thiiranes are poised to significantly advance the study of sulfur signaling pathways.
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