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Fluorogenic hydrogen sulfide (H2S) donors based on sulfenyl thiocarbonates enable H2S tracking and quantification
Yu Zhao1, Matthew M Cerda1, Michael D Pluth1
1Department of Chemistry and Biochemistry , Institute of Molecular Biology , Materials Science Institute , University of Oregon , Eugene , OR 97403 , USA .
Chemical Science
|March 8, 2019
Summary
New fluorescent donors release hydrogen sulfide (H2S) with built-in tracking. This caged sulfenyl thiocarbonate approach enables real-time monitoring of H2S in biological systems.
Area of Science:
- Chemical Biology
- Biomedical Engineering
- Medicinal Chemistry
Background:
- Hydrogen sulfide (H2S) is a crucial signaling molecule with therapeutic potential.
- Developing controllable H2S donors with spatiotemporal release remains challenging.
- Existing methods often release undesirable byproducts.
Purpose of the Study:
- To develop novel fluorescent H2S donors for real-time tracking.
- To investigate a new H2S release mechanism via caged sulfenyl thiocarbonates.
- To evaluate the biological activity and therapeutic potential of these donors.
Main Methods:
- Synthesis of caged sulfenyl thiocarbonates.
- Evaluation of H2S release triggered by thiol cleavage.
- Utilizing fluorescence spectroscopy and microscopy for real-time H2S monitoring.
- Assessing live-cell compatibility and anti-inflammatory effects in RAW 264.7 cells.
Main Results:
- Successfully synthesized and characterized novel fluorescent H2S donors.
- Demonstrated a new H2S release strategy via carbonyl sulfide (COS) conversion, avoiding electrophilic byproducts.
- Enabled real-time, quantitative tracking of H2S release using fluorescence.
- Showcased tunable H2S release (1-2 equivalents) and live-cell compatibility.
- Observed significant anti-inflammatory effects, indicating therapeutic promise.
Conclusions:
- Sulfenyl thiocarbonates represent a versatile platform for H2S donation.
- This approach allows for precise, spatiotemporal control and visualization of H2S delivery.
- These fluorescent donors hold potential for therapeutic applications and advanced biological research.
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