Citation: Chang-Cheng Wang, Sheng-Yong Yan, Yu-Qi Chen, Yi-Min Zhou, Cheng Zhong, Pu Guo, Rong Huang, Xiao-Cheng Weng, Xiang Zhou. Triphenylamine pyridine acetonitrile fluorogens with green emission for pH sensing and application in cells[J]. Chinese Chemical Letters, ;2015, 26(3): 323-328. doi: 10.1016/j.cclet.2014.11.029 shu

Triphenylamine pyridine acetonitrile fluorogens with green emission for pH sensing and application in cells

1.
a College of Chemistry and Molecular Sciences, Key Laboratory of Biomedical Polymers of Ministry of Education, Wuhan University, Wuhan 430072, China;
2.
b State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China

Corresponding author: Xiang Zhou,
Received Date: 19 June 2014
Available Online: 15 October 2014
Fund Project: Thisworkwas supported by theNational Basic Research Program of China (973 Program) (Nos. 2012CB720600, 2012CB720603) (973 Program) the National Science Foundation of China (Nos. 91213302, 81373256, 21272181) (Nos. 91213302, 81373256, 21272181) the Program for Changjiang Scholars and Innovative Research Team in University ([62_TD$DIFFF]IF$DTD8_[5]No. IRT1030) (No. 2012ZX10003002-014)

In this work, triphenylamine pyridine acetonitrile compounds PyA1, PyA2 and PyA3 are designed and synthesized. They show green fluorescence in water and bright emission in solid state. They have large Strokes shift (about 100 nm). The excitation and emission spectra are investigated in ethyl acetate, chloroform, cyclohexane, ethanol, water, acetonitrile, THF, DMF and DMSO. It is interesting to find that these compounds are able to sense increasing pH values ranging from pH 2 to 7 by showing different color and emission intensities: almost no emission at pH 2 and strong green emission at pH 7. The acid-base switched color and fluorescence changes can be observed under UV irradiation, in water solution and 1% agarose gel. These changes can be repeated for several cycles. We are able to employ these compounds for cell pH environment imaging.
- Light-emitting materials,
- Solvatochromism,
- TICT effect,
- pH environment,
- Cell imaging
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沈阳化工大学材料科学与工程学院沈阳 110142