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Novel CF₃-Substituted Pyridine- and Pyrimidine-Based Fluorescent Probes for Lipid Droplet Bioimaging
Dmitrii L Chizhov1, Yuriy A Kvashnin1, Nadezhda S Demina1
1I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620066 Ekaterinburg, Russia.
International Journal of Molecular Sciences
|June 13, 2025
Summary
Novel push-pull fluorophores based on CF3-substituted pyridines and pyrimidines show promise for bioimaging. These compounds exhibit aggregation-induced emission and selective visualization of lipid droplets in cell cultures.
Area of Science:
- Organic Chemistry
- Photophysics
- Biomedical Imaging
Background:
- Development of novel fluorophores is crucial for advanced bioimaging applications.
- Push-pull systems offer tunable photophysical properties for specific applications.
Purpose of the Study:
- To design and synthesize novel push-pull fluorophores utilizing CF3-substituted pyridines and pyrimidines.
- To investigate the photophysical properties and bioimaging potential of these new compounds.
Main Methods:
- Synthesis of CF3-substituted pyridine and pyrimidine derivatives.
- Absorption and emission spectral analyses in solution and solid states.
- Evaluation of aggregation-induced emission (AIE) properties.
- Cellular imaging studies using various cell cultures.
Main Results:
- Novel push-pull systems based on CF3-substituted pyridines and pyrimidines were successfully designed.
- Fluorophores exhibited moderate absolute quantum yields (up to 0.33 in solution, 0.12 in solid state).
- Significant aggregation-induced emission behavior was observed in most synthesized fluorophores.
- Selective visualization of lipid droplets in cell cultures was demonstrated.
Conclusions:
- The designed push-pull fluorophores are robust, low-toxicity, and suitable for bioimaging.
- Aggregation-induced emission properties enhance their utility as imaging agents.
- These systems show high selectivity for visualizing lipid droplets, outperforming known dyes.

