Journal
ACS CENTRAL SCIENCE
Volume 7, Issue 9, Pages 1561-1571Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscentsci.1c00703
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Funding
- Deutsche Forschungsgemeinschaft DFG [SPP1623, HE4559/5-1, HE4559/6-1]
- Centre of Membrane Proteins and Receptors (COMPARE, Universities of Birmingham and Nottingham)
- ERC SMPFv2.0
- EPFL BioImaging & Optics Core Facility (EPFL-BIOP)
- Horizon 2020 research and innovation program of the European Union [686271/SEFRI 16.0047]
- Singapore University of Technology and Design [T1SRCI17126]
- National Natural Science Foundation of China [61675057]
- China Scholarship Council
- Carl-Zeiss-Stiftung
- Federal Ministry of Education and Research (BMBF/VDI)
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This study reports close proximity tetrazine-dye conjugates with minimal distance between tetrazine and the fluorophore, showing potential for live-cell imaging with features such as combination with unnatural amino acids, wash-free multicolor and super-resolution STED imaging, and SOFI imaging. These dyes pave the way for advanced fluorescence imaging of biomolecules with minimal label size.
Small-molecule fluorophores enable the observation of biomolecules in their native context with fluorescence microscopy. Specific labeling via bio-orthogonal tetrazine chemistry combines minimal label size with rapid labeling kinetics. At the same time, fluorogenic tetrazine-dye conjugates exhibit efficient quenching of dyes prior to target binding. However, live-cell compatible long-wavelength fluorophores with strong fluorogenicity have been difficult to realize. Here, we report close proximity tetrazine-dye conjugates with minimal distance between tetrazine and the fluorophore. Two synthetic routes give access to a series of cell-permeable and -impermeable dyes including highly fluorogenic far-red emitting derivatives with electron exchange as the dominant excited-state quenching mechanism. We demonstrate their potential for live-cell imaging in combination with unnatural amino acids, wash-free multicolor and super-resolution STED, and SOFI imaging. These dyes pave the way for advanced fluorescence imaging of biomolecules with minimal label size.
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