1. 湖南文理学院化学与材料工程学院
2. 衡阳师范学院化学与材料科学学院
3. 功能金属有机化合物湖南省高校重点实验室
扫 描 看 全 文
张春香, 王慧平, 刘梦琴, 等. 一种基于苯并噻唑的新型过氧亚硝酸盐荧光探针的合成及应用[J]. 分析测试学报, 2020,39(12):1494-1500.
A Novel Fluorescent Probe Based on Benzothiazole Dye for Peroxynitrite Detection and Its Application in Cell Imaging[J]. 2020,39(12):1494-1500.
作为一种典型的活性氮物质,过氧亚硝酸盐(ONOO-)在生理和病理过程中发挥着重要作用。但目前已有的用于检测ONOO-的荧光探针大多存在对ONOO-响应时间长、选择性不足、灵敏性差等缺点,极大地限制了生物体内ONOO-的实时、原位检测。此外,一些探针合成复杂和纯化困难,不利于探针推广使用。该文以2-(2′-羟基-3′-醛基-5′-甲基苯基)苯并噻唑和1,1-二甲基肼为原料,通过一步缩合,简单过滤处理得到一种基于苯并噻唑的新型ONOO-荧光探针BD。但由于N—N单键旋转产生非辐射能量损失,探针BD荧光较弱。在引入ONOO-后,探针BD上的腙水解成醛基,N—N单键脱落,荧光增强,同时可观察到明显的颜色变化。在PBS缓冲溶液(DMSO∶H2O=2∶8,体积比,pH 7.4)中,探针BD对ONOO-具有快速响应(25 s)、高灵敏度(7 nmol/L)和高选择性的特点,可在较宽pH值范围内工作。此外,探针BD还成功地用于肝癌细胞中ONOO-的荧光成像,因此,可作为揭示ONOO-在细胞中作用的一个很有潜力的分析工具。
As a typical reactive nitrogen species(RNS),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.
过氧亚硝酸盐荧光探针苯并噻唑细胞成像
peroxynitritefluorescent probebenzothiazolecell imaging
0
浏览量
4
下载量
2
CSCD
关联资源
相关文章
相关作者
相关机构