ac6b04114_si_001.pdf (1.71 MB)
A Phenylselenium-Substituted BODIPY Fluorescent Turn-off Probe for Fluorescence Imaging of Hydrogen Sulfide in Living Cells
journal contribution
posted on 2017-01-13, 00:00 authored by Deyan Gong, Xiangtao Zhu, Yuejun Tian, Shi-Chong Han, Min Deng, Anam Iqbal, Weisheng Liu, Wenwu Qin, Huichen GuoHerein
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.