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The application of amide units in the construction of neutral functional dyes for mitochondrial staining

The application of amide units in the construction of neutral functional dyes for mitochondrial staining

Authors :
Ru Sun
Jian-Feng Ge
Wei Ma
Bing Xu
Yu-Jie Xu
Source :
Journal of Materials Chemistry B. 9:2524-2531
Publication Year :
2021
Publisher :
Royal Society of Chemistry (RSC), 2021.

Abstract

To develop a new class of neutral fluorescent dyes with mitochondrial staining capacity, a series of functional dyes were obtained from Nile Red (2a–e) and coumarin (3a–e) with different amide compounds via Suzuki coupling reactions. The Nile Red derivatives (2a–e) emitted red fluorescence (590–660 nm) and coumarin derivatives (3a–e) showed blue emission (455–490 nm) in organic solvents. In addition, they exhibited high fluorescence quantum yields (0.27–0.98) in organic solvents and excellent photostability (>92%). Moreover, all of them possessed low cytotoxicity. More importantly, Nile Red borate (2) and coumarin borate (3) only accumulated in lipid droplets, while after being modified by different amide compounds, dyes 2a–e and 3a–e could successfully target mitochondria in HeLa cancer cells via confocal fluorescence experiments. This work provides a new strategy for the design of neutral cellular probes for mitochondrial staining.

Details

ISSN :
20507518 and 2050750X
Volume :
9
Database :
OpenAIRE
Journal :
Journal of Materials Chemistry B
Accession number :
edsair.doi.dedup.....6a9e629bf1ba6917d35d6ab56abc381c
Full Text :
https://doi.org/10.1039/d0tb02885a