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A highly sensitive acidic pH fluorescent probe and its application to HepG2 cells

Wenshen ZhangCollege of Chemistry, Chemical Engineering and Materials Science, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Shandong Normal University, Jinan, PR ChinaBo TangCollege of Chemistry, Chemical Engineering and Materials Science, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan, P. R. ChinaXia LiuCollege of Chemistry, Chemical Engineering and Materials Science, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan, P. R. ChinaYuanyuan LiuCollege of Chemistry, Chemical Engineering and Materials Science, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan, P. R. ChinaKehua XuCollege of Chemistry, Chemical Engineering and Materials Science, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan, P. R. ChinaJian‐Ping MaCollege of Chemistry, Chemical Engineering and Materials Science, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan, P. R. ChinaLili TongCollege of Chemistry, Chemical Engineering and Materials Science, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan, P. R. ChinaGuiwen YangCollege of Life Science, Shandong Normal University, Jinan, P. R. China
2008en
ABI

Аннотация

A novel acidic fluorescent probe 1 has been designed, synthesized, characterized and evaluated in vivo as optical imaging of intracellular H(+). The design strategy for the probe is based on the change in structure between spirocyclic (non-fluorescent) and ring-open (fluorescent) forms of rhodamine dyes. The probe exhibits high sensitivity, good photostability, excellent cell membrane permeability and strong pH dependence. The pH titration indicates that the fluorescence intensity increases more than 100-fold within the pH range of 4.2-6.0 with the pK(a) value of 4.85, which is valuable for studying acidic organelles in living cells. The fluorescent imaging of HepG2 cells also demonstrates that the designed probe has great value in monitoring intracellular H(+) within living cells.

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