Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (12): 3498-3504.DOI: 10.6023/cjoc201906004 Previous Articles     Next Articles

Special Issue: 荧光探针-生物传感合辑 有机超分子化学合辑

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.

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