用于检测半胱氨酸的1,8-萘酰亚胺衍生物荧光探针的合成及其荧光成像应用  

Synthesis of a 1,8-Naphthalimide Derivative Fluorescence Probe for Detecting Cysteine and Its Fluorescence Imaging Applications

作　　者：黄丽娜 王玉敏 李东晏 吴相华 Huang Lina;Wang Yumin;Li Dongyan;Wu Xianghua(College of Chemistry and Chemical Engineering,Yunnan Normal University,Kunming,650500)

机构地区：[1]云南师范大学化学化工学院,昆明650500

出　　处：《化学通报》2022年第7期839-844,共6页Chemistry

基　　金：云南省科技厅科技计划项目(202001AT070068);云南师范大学大学生科训基金项目(KX2020171)资助。

摘　　要：基于1,8-萘酰亚胺衍生物,构建了一种检测半胱氨酸(Cys)的新型荧光探针TPFC-Acryloyl。光谱研究表明该探针能有效识别Cys且能够在1min内实现快速响应。探针对Cys的检测表现出高选择性,检测限为2.13μmol/L。经荧光光谱和质谱实验确证其检测机理为:Cys与TPFC-Acryloyl分子中的丙烯酸酯发生共轭加成-环化反应,进而羟基裸露的同时释放出黄色荧光。细胞毒性测试表明探针TPFC-Acryloyl的细胞毒性低。此外,该探针还被成功应用于活细胞和秀丽隐杆线虫中Cys的荧光成像。A novel fluorescent probe TPFC-Acryloyl based on 1,8-naphthalimide derivative was designed as the cysteine(Cys) detector. Spectral studies showed that the probe can effectively identify Cys and achieve rapid response within 1 min. The probe displayed high selectivity and strong anti-interference ability for the detection of Cys, and the detection limit was 2.13 μmol/L. The response mechanism is that Cys reacts with the acrylic ester of TPFC-Acryloyl through conjugated addition-cyclization reaction, then the hydroxyl group is exposed and yellow fluorescence is released. Cytotoxicity testing showed that TPFC-Acryloyl was less cytotoxic. In addition, the probe was successfully applied to the fluorescence imaging of Cys in living cells and caenorhabditis elegans.

关 键 词：1 8-萘酰亚胺 荧光探针 半胱氨酸 高选择性 荧光成像 

分 类 号：O657.3[理学—分析化学] Q503[理学—化学]