Dicyanisophorone-based viscosity fluorescent probe and its fluorescence imaging in cells and zebrafish

[Display omitted] •A dicyanisophorone-based fluorescent probe for viscosity has been designed and developed.•The probe has excellent sensitivity to viscosity.•The probe was applied to the fluorescence imaging of viscosity in HeLa cells and zebrafish. Cellular viscosity is a critical parameter for ma...

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Veröffentlicht in:Tetrahedron letters 2024-08, Vol.146, p.155207, Article 155207
Hauptverfasser: Zhang, Deling, Fan, Jiaxin, Lin, Bin, Han, Yifeng
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Sprache:eng
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Zusammenfassung:[Display omitted] •A dicyanisophorone-based fluorescent probe for viscosity has been designed and developed.•The probe has excellent sensitivity to viscosity.•The probe was applied to the fluorescence imaging of viscosity in HeLa cells and zebrafish. Cellular viscosity is a critical parameter for maintaining normal cellular functions, and its abnormalities are associated with the occurrence and development of various diseases. Therefore, real-time monitoring of cellular viscosity is of significant importance for understanding viscosity-related biological functions and revealing the pathological mechanisms of diseases. In this study, we developed a novel fluorescence probe (IP-HBO) by hybridizing dicyanisophorone with 2-(2-hydroxyphenyl)benzoxazole for monitoring of cellular microenvironment and viscosity changes in zebrafish. The probe IP-HBO combines the principles of molecular rotors and enhanced solid-state fluorescence properties, demonstrating highly specific responsiveness to viscosity, long-wavelength emission, large Stokes shift, and excellent photostability. It has been successfully employed for fluorescence imaging of viscosity in live HeLa cells and zebrafish. The construction of this probe provides a new tool for gaining insights into viscosity-related biological processes and disease mechanisms within cells.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2024.155207