具有双态发光性质的双光子丹磺酰类荧光探针的合成及其在硫化氢检测中的应用研究  

Synthesis of Two-Photon Dansyl-Based Fluorescent Probe with Dual-State Emission Properties for Hydrogen Sulfide Detection

作　　者：何春 刘姝祺 成奋民[1] 郝远强 陈述[1] 张培盛[1] 曾荣今[1] He Chun;Liu Shuqi;Cheng Fenmin;Hao Yuanqiang;Chen Shu;Zhang Peisheng;Zeng Rongjin(School of Chemistry and Chemical Engineering,Hunan University of Science and Technology,Xiangtan,Hunan 411201)

机构地区：[1]湖南科技大学化学化工学院,湖南湘潭411201

出　　处：《有机化学》2024年第9期2869-2875,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.52273290,52173278,52073087);湖南省自然科学基金(No.2024JJ2033);湖南省科技创新计划(No.2022RC1075)资助项目.

摘　　要：硫化氢(H2S)是一种具有刺激性和挥发性的环境有毒气体,同时也是生物体内的重要功能小分子,因此开发能检测不同状态下(如溶液态和气态)H2S的荧光探针至关重要.研究合成了一种具有双态发光(DSE)性质和高荧光量子产率的丹磺酰类荧光团DNs-HPP,进一步引入2,4-二硝基苯磺酰基,合成得到了一种用于检测H2S的荧光探针DNs-HPP-DNBS.基于DNs-HPP的DSE性质,探针DNs-HPP-DNBS不仅能实现溶液中H2S的灵敏检测(检测限为1.16μmol·L^(-1)),同时负载于固相基底后还能实现对气态H2S的监测.此外,该探针独特的双光子性能还使其在生物成像等领域具有良好的应用潜力.Hydrogen sulfide(H2S)is a kind of irritant and volatile environmental toxic gas.It is also an important functional small molecule in organisms.Therefore,it is very important to develop fluorescent probes that can detect H2S in different states(such as solution and gas).In this study,a dansyl-based fluorophore(DNs)with dual-state emission(DSE)properties and high fluorescence quantum yields was successfully synthesized.Furthermore,a 2,4-dinitrobenzenesulfonyl moiety was introduced to synthesize a fluorescent probe,DNs-HPP-DNBS,for H2S detection.Leveraging the DSE properties of DNs,the DNs-HPP-DNBS probe not only achieved sensitive detection of H2S in solution,with a detection limit of 1.16μmol·L^(-1).At the same time,it can monitor gaseous H2S after loading on solid substrate.In addition,its two-photon performance is expected to play its good application potential in biology and cell imaging.

关 键 词：双态发光 双光子 荧光探针 硫化氢 

分 类 号：O657.3[理学—分析化学]