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

作者：Zhang Yan; Wang Zhonglong; Tao Yu; Xu Xu; Fang Hua; Wang Shifa^*

来源：Chinese Journal of Organic Chemistry, 2018, 38(10): 2693-2699.

DOI：10.6023/cjoc201803012

• isolongifolanone
• fluorescent probe for hash pH
• fluorescent imaging

A novel pH probe 7-(4'-(dimethylamino) benzylidene)-isolongifolanone (DB) was designed and synthesized from isolongifolanone and characterized by H-1 NMR, C-13 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 similar to 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.

• 出版日期2018-10-25
• 单位南京林业大学