张春香, 王慧平, 刘梦琴, 申有名, 谷标. A Novel Fluorescent Probe Based on Benzothiazole Dye for Peroxynitrite Detection and Its Application in Cell Imaging[J]. 2020, 39(12): 1494-1500.
张春香, 王慧平, 刘梦琴, 申有名, 谷标. A Novel Fluorescent Probe Based on Benzothiazole Dye for Peroxynitrite Detection and Its Application in Cell Imaging[J]. 2020, 39(12): 1494-1500.DOI: doi:10.3969/j.issn.1004-4957.2020.12.009.
peroxynitrite(ONOO-) plays an important role in physiological and pathological processes.In the past few years
a number of fluorescent probes have been reported in ONOO- detection.However
most of probes suffer from delayed response time
low selectivity and sensitivity
which greatly limits the real time
in situ detection of ONOO- in living organisms.Besides
some probes need complicated synthetic and purification procedures
which restricts their promotion and application.In this work
a novel benzothiazole-based fluorescent probe(E)-2-(benzo[d]thiazol-2-yl)-6-((2
2-dimethylhydrazono)-methyl)-4-methylphenol(BD) for ONOO- detection was prepared through the condensation reaction of 2-(2′-hydroxy-3′-aldehyde-5′-methylphenyl)benzothiazole and 1
1 dimethylhydrazine.The free probe showed weak fluorescence due to the nonradiative deactivation induced by the rotation of N—N single bond.Upon treatment with ONOO-
the hydrazone in the probe BD was hydrolyzed into aldehyde group
and thus the N—N single bond was removed
which resulted in a dramatic fluorescence enhancement with naked eye colorimetric and fluorescence color changes.The sensing mechanism of probe BD for ONOO- was verified by high resolution mass spectrometry.In PBS buffer solution(DMSO∶H2O=2∶8
by volume
pH 7.4)
the probe exhibited many advantages
including rapid response(25 s)
low detection limit(7 nmol/L)
high selectivity to ONOO- over other biological related species and tolerance of a wide range of pH values including physiological pH.More importantly
this probe was successfully applied to the fluorescence imaging of ONOO- in HepG2 cells with excellent cell-membrane permeability.Therefore
it could be used as a potential analytical tool to reveal the role of ONOO- in living cells.