A 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran-based near-infrared fluorescence probe for the detection of hydrogen sulfide and imaging of living cells  

基于2-二氰基亚甲基-3-氰基-4,5,5-三甲基-2,5-二氢呋喃近红外硫化氢荧光探针的构筑及活细胞成像

作　　者：ZHANG Linfang YIN Wenzhu YIN Gui 张林芳;尹文竹;尹桂(伊犁师范大学化学化工学院,伊宁835000;江苏省农业科学院动物免疫工程所,南京210014;南京大学化学化工学院,生命分析化学国家重点实验室,南京210023)

机构地区：[1]School of Chemistry and Chemical Engineering,Yili Normal University,Yining,Xinjiang 835000,China [2]Institute of Veterinary Immunology&Engineering,National Research Center of Engineering and Technology for Veterinary Biologicals,Jiangsu Academy of Agricultural Sciences,Nanjing 210014,China [3]State Key Laboratory of Analytical Chemistry for Life Science,School of Chemistry and Chemical Engineering,Nanjing University,Nanjing 210023,China

出　　处：《无机化学学报》2025年第3期540-548,共9页Chinese Journal of Inorganic Chemistry

基　　金：financially supported by the Natural Science Foundation of Jiangsu Province(Grant No.BK20241181);the State Key Laboratory of AnalyticalChemistry for Life Science,School of Chemistry and Chemical Engineering,Nanjing University(Grant No.SKLACLS2419)。

摘　　要：Using 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran(TCF)as a near-infrared fluorescent chromophore,we designed and synthesized a TCF-based fluorescent probe TCF-NS by introducing 2,4-dinitrophenyl ether as the recognized site for H_(2)S.The probe TCF-NS displayed a rapid-response fluorescent against H_(2)S with high sensitivity and selection but had no significant fluorescence response to other biothiols.Furthermore,TCF-NS was applied to sense H_(2)S in living cells successfully with minimized cytotoxicity and a large Stokes shift.使用2-二氰基亚甲基-3-氰基-4,5,5-三甲基-2,5-二氢呋喃(TCF)作为近红外荧光发色团,通过引入2,4-二硝基苯醚作为H_(2)S的识别位点,我们设计和合成了一种基于TCF的荧光探针TCF-NS。该探针对H_(2)S显示出快速颜色和荧光响应,具有高度的灵敏度和选择性,但对其他生物巯基没有明显的荧光响应。此外,TCF-NS已成功应用于检测活细胞中的H_(2)S。

关 键 词：hydrogen sulfide near⁃infrared fluorescence probe cell imaging 

分 类 号：TQ125.12[化学工程—无机化工] TL271.5[核科学技术—核燃料循环与材料]