A Phenylselenium-Substituted BODIPY Fluorescent Turn-off Probe for Fluorescence Imaging of Hydrogen Sulfide in Living Cells.
Deyan GongXiangtao ZhuYuejun TianShi-Chong HanMin DengAnam IqbalWeisheng LiuWenwu QinHuichen GuoPublished in: Analytical chemistry (2017)
Herein a phenylselenium-substituted BODIPY (1) fluorescent turn-off sensor was developed for the purpose to achieve excellent selectivity and sensitivity for H2S detection based on the substitution reaction of the phenylselenide group at the 3-position with H2S. The excess addition of hydrogen sulfide promoted further substitution of the phenylselenide group at the 5-position of the probe and was accompanied by a further decrease in fluorescence emission intensity. Sensor 1 demonstrated remarkable performance with 49-fold red color fluorescence intensity decrease at longer excitation wavelength, a low detection limit (0.0025 μM), and specific fluorescent response toward H2S over anions, biothiols, and other amino acids in neutral media. It showed no obvious cell toxicity and good membrane permeability, which was well exploited for intracellular H2S detection and imaging through fluorescence microscopy imaging.
Keyphrases
- living cells
- single molecule
- fluorescent probe
- fluorescence imaging
- high resolution
- label free
- loop mediated isothermal amplification
- real time pcr
- energy transfer
- photodynamic therapy
- high intensity
- amino acid
- oxidative stress
- single cell
- endothelial cells
- ionic liquid
- optical coherence tomography
- cell therapy
- mass spectrometry
- reactive oxygen species
- high speed