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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
- 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.
- Subjects :
- Biomedical Engineering
HeLa
chemistry.chemical_compound
Suzuki reaction
Coumarins
Amide
Humans
General Materials Science
Cytotoxicity
Fluorescent Dyes
Staining and Labeling
biology
Nile red
Lipid Droplets
General Chemistry
General Medicine
biology.organism_classification
Coumarin
Amides
Fluorescence
Mitochondria
Staining
chemistry
Solvents
HeLa Cells
Nuclear chemistry
Subjects
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