基于NBD胺硫解反应的硫化氢荧光探针  

A Fluorescent Probe for Hydrogen Sulfide Based on NBD Amine Thiolysis

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作  者:李佳乐 樊丽 李苗 双少敏[1] 张彩红[1] LI Jiale;FAN Li;LI Miao;SHUANG Shaomin;ZHANG Caihong(School of Chemistry and Chemical Engineering,Shanxi University,Taiyuan 030006,China;Institute of Environmental Science,Shanxi University,Taiyuan 030006,China)

机构地区:[1]山西大学化学化工学院,山西太原030006 [2]山西大学环境科学研究所,山西太原030006

出  处:《山西大学学报(自然科学版)》2023年第2期396-404,共9页Journal of Shanxi University(Natural Science Edition)

基  金:国家自然科学基金(81901814)。

摘  要:文章通过NBD哌嗪衍生物和对硝基苯甲酸的缩合反应制备了一种新型荧光探针,(4-(7-硝基苯并[c][1,2,5]恶二唑-4-基)哌嗪-1-基)(4-硝基苯基)甲酮(NA-NBD)。采用紫外可见分光光度法和荧光光谱法研究了该探针对硫化氢(H2S)的识别性能。结果表明,NA-NBD本身在560 nm处发射黄绿色荧光,加入Na2S后,探针发生特异性C―N键裂解反应,释放出NBD巯基衍生物,NBD巯基衍生物几乎不发荧光。同时,溶液颜色由浅黄色变为粉红色,适合裸眼观察。NA-NBD对H2S的线性响应范围为0~50μmol/L,检出限可达3.07μmol/L。此外,该探针具有良好的细胞膜通透性,成功应用于活细胞内H2S的高灵敏检测。A novel fluorescent probe,(4-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)piperazin-1-yl)(4-nitrophenyl) methanone(NA-NBD)was synthesized by condensation reaction of NBD piperazine derivatives with p-nitrobenzoic acid.The recognition performance of probe NA-NBD for hydrogen sulfide(H2S) was investigated by UV-vis and fluorescence spectra,respectively.The results showed that NA-NBD itself emitted a yellow-green fluorescence at 560 nm,while Na2S could induce a specific C―N bond cleavage reaction,releasing a thio-NBD derivative with almost no fluorescence.Meanwhile,the color of the solution changed from light-yellow to pink,which was suitable for the naked eye observation.The linear response range was 0-50 μmol/L and the detection limit was determined as 3.07 μmol/L.Furthermore,the probe has good cell membrane permeability and has been successfully applied for the detection of H2S in living cells.

关 键 词:NBD衍生物 荧光探针 硫化氢 细胞成像 

分 类 号:O657.3[理学—分析化学]

 

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