有机化学 ›› 2023, Vol. 43 ›› Issue (7): 2484-2491.DOI: 10.6023/cjoc202210011 上一篇    下一篇

研究论文

大Stokes位移的近红外氟硼二吡咯(BODIPY)荧光探针应用于生物体中Na2S2O4的检测

赵小龙a,*(), 郭亮武a, 李宇晴a, 冉启元a, 吴会慧a, 张祯a, 苏瀛鹏a, 周鹏鑫a, 燕娜b   

  1. a西北师范大学化学化工学院 教育部生态环境相关高分子重点实验室 兰州 730070
    b兰州大学药学院 兰州 730000
  • 收稿日期:2022-10-14 修回日期:2023-03-10 发布日期:2023-03-23
  • 通讯作者: 赵小龙
  • 基金资助:
    甘肃省高等学校产业支撑计划(2021CYZC-17); 甘肃省自然科学基金(21JR1RA227); 国家自然科学基金(21462039)

Near-Infrared Visualization Fluoroboron Dipyrrole (BODIPY) Fluore-scent Probe with Large Stokes Shift for Detecting Na2S2O4 in vivo

Xiaolong Zhaoa(), Liangwu Guoa, Yuqing Lia, Qiyuan Rana, Huihui Wua, Zhen Zhanga, Yingpeng Sua, Pengxin Zhoua, Na Yanb   

  1. aLaboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
    bSchool of Pharmacy, Lanzhou University, Lanzhou 730000
  • Received:2022-10-14 Revised:2023-03-10 Published:2023-03-23
  • Contact: Xiaolong Zhao
  • Supported by:
    Gansu Province Industrial Support Program for Colleges(2021CYZC-17); Natural Science Foundation of Gansu Province(21JR1RA227); National Natural Science Foundation of China(21462039)

基于氟硼二吡咯(BODIPY)的骨架结构, 设计合成了两种近红外荧光探针Azo-BDP1Azo-BDP2, 其Stokes位移分别为217和224 nm. 作为Na2S2O4的两个可视化探针, Azo-BDP1Azo-BDP2具有高灵敏度和高选择性. 机理研究方面, 采用质谱分析证实了识别机制. 除此之外, 探索了Azo-BDP1在生物体中Na2S2O4的荧光成像.

关键词: 氟硼二吡咯(BODIPY), 大斯托克斯位移, 可视化, 近红外

Based on the main skeleton of fluoroboron dipyrrole (BODIPY), two near-infrared fluorescent probes Azo-BDP1 and Azo-BDP2 were rationally designed and synthesized with large Stokes shift of 217 and 224 nm, respectively. As two visualized probes for Na2S2O4, Azo-BDP1 and Azo-BDP2 exhibited high sensitivity and selectivity. The reaction-based recognition mechanism was confirmed by mass spectral analysis, in addition, fluorescence imaging studies in zebrafish embryos and zebrafish proved that the probe Azo-BDP1 is suitable for the detection of Na2S2O4 in vivo.

Key words: fluoroboron dipyrrole (BODIPY), large Stokes shift, visualization, near-infrared