Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (10): 2693-2699.DOI: 10.6023/cjoc201803012 Previous Articles     Next Articles

Special Issue: 荧光探针-生物传感合辑



张燕a, 王忠龙a, 陶钰a, 徐徐a,c, 方华b, 王石发a,c   

  1. a 南京林业大学化学工程学院 南京 210037;
    b 南京林业大学理学院 南京 210037;
    c 南京林业大学林业资源高效加工利用协同创新中心 南京 210037
  • 收稿日期:2018-03-10 修回日期:2018-04-22 发布日期:2018-05-14
  • 通讯作者: 王石发,
  • 基金资助:


A Novel Fluorescent pH Probe Based on Isolongifolanone and Its Application in Bioimaging

Zhang Yana, Wang Zhonglonga, Tao Yua, Xu Xua,c, Fang Huab, Wang Shifaa,c   

  1. a College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037;
    b College of Science, Nanjing Forestry University, Nanjing 210037;
    c Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037
  • Received:2018-03-10 Revised:2018-04-22 Published:2018-05-14
  • Contact: 10.6023/cjoc201803012
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 31470592) and the University Science Research Project of Jiangsu Province (No. 14KJ220001).

A novel pH probe 7-(4'-(dimethylamino)benzylidene)-isolongifolanone (DB) was designed and synthesized from isolongifolanone and characterized by 1H NMR, 13C NMR, and MS. The recognition properties of the probe towards H+ were investigated by UV-Vis and fluorescence spectroscopy. The results showed that DB exhibited highly selective and sensitive fluorescence response towards H+ ion, and the fluorescence intensity decreased linearly in a relatively low range of acidic pH. In addition, the recognition ability of DB towards H+ was not affected by various metal ions. The fluorescence intensity of DB had a linear relationship in the acidic pH range of 1.0~3.5, I=174.134pH-47.836, R=0.9936. DB was also sensitive to change in surrounding trifluoroacetic acid (TFA) vapor. Moreover, the pH probe was successfully applied to imaging extreme acidity in HeLa cells.

Key words: isolongifolanone, fluorescent probe for hash pH, fluorescent imaging References