有机化学 ›› 2019, Vol. 39 ›› Issue (2): 469-474.DOI: 10.6023/cjoc201807032 上一篇    下一篇

所属专题: 荧光探针-生物传感合辑

研究论文

一种溶酶体靶向双光子亚硝酰氢荧光探针的合成及细胞成像研究

王晓芬, 魏超, 李雪艳, 郑雪阳, 耿晓维, 张平竹, 李小六   

  1. 河北大学化学与环境科学学院 药物化学与分子诊断教育部重点实验室 河北省化学生物学重点实验室保定 071002
  • 收稿日期:2018-07-20 修回日期:2018-08-27 发布日期:2018-09-18
  • 通讯作者: 魏超, 李小六 E-mail:weichao@hbu.edu.cn;lixl@hbu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21572044,21778013)、河北省自然科学基金(Nos.B2016201031,2018201234)、河北省高等学校科学技术研究(No.QN2017015)和保定市科学研究与发展计划(No.16zg031)资助项目.

Lysosome-Targeted Dual-Photon Nitroxyl Fluorescent Probe: Synthesis and Application in Living Cell Imaging

Wang Xiaofen, Wei Chao, Li Xueyan, Zheng Xueyang, Geng Xiaowei, Zhang Pingzhu, Li Xiaoliu   

  1. Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002
  • Received:2018-07-20 Revised:2018-08-27 Published:2018-09-18
  • Contact: 10.6023/cjoc201807032 E-mail:weichao@hbu.edu.cn;lixl@hbu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21572044, 21778013), the Natural Science Foundation of Hebei Provience (Nos. B2016201031, 2018201234), the Colleges and Universities Science Technology Research Project of Hebei Province (No. QN2017015) and the Science Tech-nology Research and Development Guidance Program Project of Baoding City (No. 16zg031).

亚硝酰氢(HNO)是一氧化氮单电子还原并质子化的产物,具有重要的生物学意义.以4-(2-氨基乙基)-吗啉作为溶酶体靶向基团,1,8-萘二甲酰亚胺作为双光子荧光团,三苯基膦作为HNO识别基团,构建了一个能够特异性定位于溶酶体的打开型双光子荧光探针Lyso-HNO.研究结果表明,该探针响应迅速,对HNO表现出良好的选择性,较高的灵敏性,检测极限可达202 nmol·L-1.该探针可对HeLa细胞溶酶体外源HNO进行双光子荧光成像研究.

关键词: 溶酶体, 亚硝酰氢, 双光子, 细胞成像

Nitroxyl (HNO), which is the one-electron reduced and further protonated form of nitric oxide, plays important biological functions. A lysosome-targeted dual-photon HNO fluorescent probe (Lyso-HNO), which contains 4-(2-amino-ethyl)morpholine as lysosomal-targetable groups, 1,8-naphthalimide as two-photon fluorophore and triphenylphosphine as HNO reaction site, was synthesized and characterized. The recognition behaviors of Lyso-HNO to HNO were investigated. The results showed that Lyso-HNO exhibited good selectivity and sensitivity to HNO with fast response,. and the detection limit of Lyso-HNO to HNO was estimated to be 202 nmol·L-1. The probe can be applied to bioimaging exogenous lysosomal HNO by two-photon fluorescence confocal microscopy.

Key words: lysosome, dual-photon, nitroxyl, bioimaging