Sunlight-directed fluorophore-switch in photosynthesis of cyanine subcellular organelle markers for bio-imaging

The photoconvertible fluorophore synthesis enables the light controlled imaging channels switch for accurate tracking the quantity and localization of intracellular biomolecules in chemical biology. Herein, we repurposed the photochemistry of Fischer's base and developed a sunlight-directed flu...

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Bibliographic Details
Published in:Biosensors & bioelectronics 2023-10, Vol.237, p.115485-115485, Article 115485
Main Authors: Zhang, Zhiyong, Gao, Chunyu, Lu, Zhihao, Xie, Xiunan, You, Jinmao, Li, Zan
Format: Article
Language:English
Subjects:
Animals
Cell Line, Tumor
Cyanates - chemistry
Cyanine
Fisher's base
Fluorescent Dyes - chemistry
Humans
In vivo
Mice
Organelle marker
Organelles - chemistry
Photochemistry - methods
Photoconvertible
Photosynthesis
Sunlight
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Summary:The photoconvertible fluorophore synthesis enables the light controlled imaging channels switch for accurate tracking the quantity and localization of intracellular biomolecules in chemical biology. Herein, we repurposed the photochemistry of Fischer's base and developed a sunlight-directed fluorophore-switch strategy for high-efficiency trimethine cyanine (Cy3.5/Cy3) synthesis. The unexpected sunlight-directed photoconversion of Fischer's base proceeds in conventional solvents and accelerates in chloroform via photo-oxidation and hydrogen atom transfer without using extra additives, and the heterogenous dimerization mechanism was proposed and confirmed by isolation of the reactive intermediates. The reliable strategy is employed in the photosynthesis of commercially available cytomembrane marker (DiI) and other cyanine based organelle markers with appreciable yields. Sunlight-controlled fluorophore-switch of subcellular organelle markers in living cells validated the feasibility of our strategy with cell-tolerant character. Moreover, remote control synthesis of Cy3.5 in vivo directed via sunlight further demonstrated the extended application of our strategy. Therefore, this sunlight-directed strategy will facilitate exploitation of cyanine-based probes with switched fluorescence imaging channels and further enable precise description of the dynamic variations in living cells with minimal autofluorescence and cellular disturbance.
ISSN:0956-5663
1873-4235
DOI:10.1016/j.bios.2023.115485