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Development of a semiacenaphthenofluorescein-based optical and fluorescent sensor for imaging cysteine in cells
- Source :
- Journal of Photochemistry and Photobiology A: Chemistry. 386:112090
- Publication Year :
- 2020
- Publisher :
- Elsevier BV, 2020.
-
Abstract
- A novel chromogenic and fluorescent sensor based on semiacenaphthenofluorescein (Probe 1) was designed and synthesized. This probe exhibited superior selectivity and sensitivity for cysteine (Cys) over other analogues, such as homocysteine and glutathione, and the corresponding detection limit was 0.086 μM, which was much lower than intracellular concentration. The tandem conjugate addition/cyclization sequence mechanism was revealed by mass spectrometry, 1H NMR examination and density functional theory (DFT) calculations. Finally, the results of photostability, cell imaging and viability assays showed that the probe possessed excellent membrane permeability, hypotoxicity and fluorescent imaging of cysteine, which indicated its potential applications in living cells.
- Subjects :
- Detection limit
Membrane permeability
Chemistry
Chromogenic
General Chemical Engineering
General Physics and Astronomy
02 engineering and technology
General Chemistry
Glutathione
010402 general chemistry
021001 nanoscience & nanotechnology
Mass spectrometry
01 natural sciences
Fluorescence
0104 chemical sciences
chemistry.chemical_compound
Biophysics
0210 nano-technology
Conjugate
Cysteine
Subjects
Details
- ISSN :
- 10106030
- Volume :
- 386
- Database :
- OpenAIRE
- Journal :
- Journal of Photochemistry and Photobiology A: Chemistry
- Accession number :
- edsair.doi...........48cc47a6c765fa5950db1ec50a7be317