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Chem Asian J. 2015 Jun;10(6):1304-10. doi: 10.1002/asia.201500106. Epub 2015 Apr 14.

Colorimetric and Fluorescent Bimodal Ratiometric Probes for pH Sensing of Living Cells.

Liu YY1,2, Wu M3, Zhu LN4,5, Feng XZ6, Kong DM3,2.

Author information

1
Department of Chemistry, Tianjin University, Tianjin, 300072, P.R. China.
2
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300072, P.R. China.
3
State Key Laboratory of Medicinal Chemical Biology, Nankai University, Tianjin, 300071, P.R. China.
4
Department of Chemistry, Tianjin University, Tianjin, 300072, P.R. China. linazhu@tju.edu.cn.
5
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300072, P.R. China. linazhu@tju.edu.cn.
6
State Key Laboratory of Medicinal Chemical Biology, Nankai University, Tianjin, 300071, P.R. China. xzfeng@nankai.edu.cn.

Abstract

pH measurement is widely used in many fields. Ratiometric pH sensing is an important way to improve the detection accuracy. Herein, five water-soluble cationic porphyrin derivatives were synthesized and their optical property changes with pH value were investigated. Their pH-dependent assembly/disassembly behaviors caused significant changes in both absorption and fluorescence spectra, thus making them promising bimodal ratiometric probes for both colorimetric and fluorescent pH sensing. Different substituent identity and position confer these probes with different sensitive pH-sensing ranges, and the substituent position gives a larger effect. By selecting different porphyrins, different signal intensity ratios and different fluorescence excitation wavelengths, sensitive pH sensing can be achieved in the range of 2.1-8.0. Having demonstrated the excellent reversibility, good accuracy and low cytotoxicity of the probes, they were successfully applied in pH sensing inside living cells.

KEYWORDS:

colorimetric; fluorescent probes; pH; porphyrins; ratiometric

PMID:
25779219
DOI:
10.1002/asia.201500106
[Indexed for MEDLINE]

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