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

doi:10.6023/cjoc201803012

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

Articles

一种基于异长叶烷酮的新型pH荧光探针及其生物荧光成像应用

张燕^a, 王忠龙^a, 陶钰^a, 徐徐^a,c, 方华^b, 王石发^a,c

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,E-mail:wangshifa65@163.com E-mail:wangshifa65@163.com
基金资助:
国家自然科学基金（No.31470529）和江苏省高校自然科学研究重大（No.14KJ220001）资助项目.

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

Received:2018-03-10 Revised:2018-04-22 Published:2018-05-14
Contact: 10.6023/cjoc201803012 E-mail:wangshifa65@163.com
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).

1. A Novel Fluorescent pH Probe Based on Isolongifolanone and Its Application in Bioimaging.PDF(372KB)

Abstract

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

Cite this article

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]. Chin. J. Org. Chem., 2018, 38(10): 2693-2699.

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一种基于异长叶烷酮的新型pH荧光探针及其生物荧光成像应用

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

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