Chinese Journal of Organic Chemistry >
A Novel Fluorescent pH Probe Based on Isolongifolanone and Its Application in Bioimaging
Received date: 2018-03-10
Revised date: 2018-04-22
Online published: 2018-05-14
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.
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
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