应用化学 ›› 2022, Vol. 39 ›› Issue (12): 1903-1911.DOI: 10.19894/j.issn.1000-0518.220071

• 研究论文 • 上一篇    下一篇

氧杂蒽类荧光探针对ClO的识别和细胞成像应用

于思为1,2, 王良鹏1,2, 金日哲1, 康传清1,2()   

  1. 1.中国科学院长春应用化学研究所,高分子复合材料工程实验室,长春 130021
    2.中国科学技术大学,合肥 230022
  • 收稿日期:2022-03-15 接受日期:2022-07-23 出版日期:2022-12-01 发布日期:2022-12-13
  • 通讯作者: 康传清
  • 基金资助:
    吉林省科技创新引导项目(20210401164YY)

Recognition of ClO and Cellular Imaging with Xanthene-based Fluorescent Probes

Si-Wei YU1,2, Liang-Peng WANG1,2, Ri-Zhe JIN1, Chuan-Qing KANG1,2()   

  1. 1.Laboratory of Polymer Composite and Engineering,Changchun Institute of Applied Chemistry,Chinese Academy of Sciences,Changchun 130022,China
    2.University of Science and Technology of China,Hefei 230022,China
  • Received:2022-03-15 Accepted:2022-07-23 Published:2022-12-01 Online:2022-12-13
  • Contact: Chuan-Qing KANG
  • About author:kangcq@ciac.ac.cn
  • Supported by:
    the Science and Technology Project of Jilin Province, China(20210401164YY)

摘要:

对细胞生理环境下次氯酸根离子(ClO)进行高效识别在生理学和病理学研究方面具有重要意义。通过连续的碳碳双键连接二甲氨基取代的氧杂蒽结构与苯并噻唑结构,设计合成了一种新型荧光分子3,6-双(二甲胺基)-9-(1-(3-甲基-苯并噻唑))-三甲基))-氧杂蒽(R-1)。R-1在ClO存在下,600 nm处的荧光发射显著增强(量子产率高达20.3%),且其它活性氧物质不影响该探针对ClO的识别。荧光成像实验表明,探针R-1能够对人肺腺癌(A549)细胞内的ClO进行检测,并发出红色荧光,具有ClO生物成像的应用潜力。

关键词: 荧光探针, 氧杂蒽, 苯并噻唑, 次氯酸根离子, 荧光成像

Abstract:

Selective recognition of hypochlorite ion (ClO) in intracellular biological environment is important for research and application in cellular physiology and pathology. A novel fluorescent molecule, 6-bis(dimethylamino)-9-(1-(3-methyl-benzothiazole)-trimethyl)-xanthene (R-1), is designed and synthesized with a combination of dimethylamino-substituted xanthene and benzothiazole segments through continuous carbon-carbon double bonds. In the presence of ClO, the fluorescence emission of R-1 at 600 nm is significantly enhanced (the quantum yield is as high as 20.3%), and other reactive oxygen species do not affect the recognition of ClO. Fluorescence imaging experiments demonstrate that probe R-1 can detect ClO in human lung adenocarinoma (A549) cells and emit red fluorescence, indicating the potential application of R-1 in ClO biological imaging.

Key words: Fluorescent probe, Xanthene, Benzothiazole, Hypochlorite ion, Fluorescence imaging

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