Citation: Zhang Yan, Wang Zhonglong, Tao Yu, Xu Xu, Fang Hua, Wang Shifa. A Novel Fluorescent pH Probe Based on Isolongifolanone and Its Application in Bioimaging[J]. Chinese Journal of Organic Chemistry, ;2018, 38(10): 2693-2699. doi: 10.6023/cjoc201803012 shu

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

Zhang Yan ^a ,
Wang Zhonglong ^a ,
Tao Yu ^a ,
Xu Xu ^a,c ,
Fang Hua ^b ,
Wang Shifa ^a,c,,

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

Corresponding author: Wang Shifa, wangshifa65@163.com
Received Date: 10 March 2018
Revised Date: 22 April 2018
Available Online: 14 October 2018
Fund Project: the University Science Research Project of Jiangsu Province 14KJ220001the National Natural Science Foundation of China 31470592Project supported by the National Natural Science Foundation of China (No. 31470592) and the University Science Research Project of Jiangsu Province (No. 14KJ220001)

Figures(11)

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.
- isolongifolanone,
- fluorescent probe for hash pH,
- fluorescent imaging References
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