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Bis-Tetrazine Fluorogenic (Silicon)-Rhodamine Dyes for Live-Cell Labeling
Sabrina Giofrè1,2, Lukas Schartel1,3, Richard Wombacher4
1Biocenter, Johannes Gutenberg University Mainz, 55128Mainz, Germany.
Journal of the American Chemical Society
|July 11, 2026
Summary
Researchers developed new fluorogenic click dyes for biorthogonal labeling. These dyes offer enhanced fluorescence turn-on for real-time imaging of biomolecules and cellular processes.
Area of Science:
- Chemical Biology
- Organic Chemistry
- Biochemistry
Background:
- Fluorogenic click dyes are essential for biorthogonal labeling and real-time biomolecule visualization.
- Achieving efficient quenching and high fluorescence turn-on in a single dye scaffold is a significant challenge.
Purpose of the Study:
- To develop a novel class of fluorogenic click dyes with improved performance.
- To explore their utility in live-cell imaging and protein dynamics studies.
Main Methods:
- Structural modification of (silicon)-rhodamines at the xanthene scaffold's amino groups.
- Synthesis of mono- and bis-functional derivatives with short linkers.
- Evaluation of fluorescence turn-on ratios and compatibility with click-labeling strategies.
Main Results:
- Monofunctional dyes show fluorescence enhancements up to 2 orders of magnitude.
- Bis-functional dyes exhibit fluorescence turn-on ratios approaching 3 orders of magnitude.
- Short bis-linker enables anisotropy measurements for protein size and dynamics.
- Demonstrated utility in peptide cyclization for enhanced cellular uptake and visualization.
Conclusions:
- Introduced a versatile class of fluorogenic click dyes with significantly improved performance.
- These dyes expand the scope of click chemistry for live-cell imaging.
- The dyes are valuable tools for studying protein structure, dynamics, and cellular processes.
