有机化学 ›› 2019, Vol. 39 ›› Issue (12): 3498-3504.DOI: 10.6023/cjoc201906004 上一篇    下一篇

所属专题: 荧光探针-生物传感合辑 有机超分子化学合辑

研究论文

一种“关-开”型生物硫醇荧光探针和生物成像应用

周婷婷a,b, 杨瑜涛a,b, 周柯岩a,b, 胥稳智a,b, 李玮a,b   

  1. a 河北大学化学与环境科学学院 保定 071002;
    b 河北大学药物化学与分子诊断教育部重点实验室 保定 071002
  • 收稿日期:2019-06-05 修回日期:2019-07-06 发布日期:2019-08-01
  • 通讯作者: 杨瑜涛, 李玮 E-mail:yutaoyang2016@163.com;liweihebeilab@163.com
  • 基金资助:
    国家自然科学基金(No.21807021)、河北大学药物化学与分子诊断教育部重点实验室提升计划(No.ts2019004)、河北省自然科学青年基金(No.B2017201093)和河北大学高层次引进人才资助项目.

An “Off-On” Fluorescent Probe for Biothiols and Its Application in Bioimaging

Zhou Tingtinga,b, Yang Yutaoa,b, Zhou Keyana,b, Xu Wenzhia,b, Li Weia,b   

  1. a College of Chemistry & Environmental Science, Hebei University, Baoding 071002;
    b Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University, Baoding 071002
  • Received:2019-06-05 Revised:2019-07-06 Published:2019-08-01
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21807021), the Priority Strategy Project of Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education (No. ts2019004), the Science Foundation for Youth of Hebei Province (No. B2017201093) and the Hebei University Science Foundation for High-Level Personnel.

设计合成了一种基于香豆素衍生物的“关-开”型荧光探针CO-NBS,用于选择性识别生物硫醇,包括半胱氨酸(Cys)、高半胱氨酸(Hcy)和谷胱甘肽(GSH).采用紫外-可见吸收光谱和荧光光谱对该探针的光学性能进行研究,实验结果表明,该探针能够实现对Cys、Hcy和GSH快速、高灵敏性和高选择性的检测,检测限分别为92、30、62 nmol/L.此外,该探针具有低细胞毒性和良好的生物相容性,能够成功应用于活细胞和斑马鱼中的生物硫醇的荧光成像.

关键词: 荧光探针, 香豆素衍生物, 生物硫醇, 荧光成像

An "off-on" fluorescent probe CO-NBS based coumarin derivative was designed and synthesized, which can respond selectively with biothiols including cysteine (Cys), homocysteine (Hcy) and glutathione (GSH). The optical properties were studied by UV-Vis absorption spectrum and fluorescence spectrum. The results showed that probe was capable to respond rapidly, sensitively and selectively to Cys, Hcy and GSH with the detection limits of 92, 30 and 62 nmol/L, respectively. In addition, with low cytotoxicity and good biocompatibility, the probe can be successfully applied to image biothiols in living cells and in living zebrafish.

Key words: fluorescent probe, coumarin derivatives, biothiols, fluorescence imaging