A water-soluble fluorescent pH probe based on perylene dyes and its application to cell imaging

A fluorescent pH probe, N, N'-bi(L-phenylalanine amine)-perylene-3,4;9,10-dicarboxylic diimide (PDCDA) was synthesized and used for pH sensing in living cells. A significant fluorescence intensity change was observed over a pH range from 7.0 to 4.0. Electrostatic potentialmaps (MEP) suggested that the electronic repulsion between PDCDAs was increased by the high negative electrostatic potential which resulted in a high water solubility of PDCDA. PDCDA was successfully applied as a high-performance fluorochrome for living HeLa cell imaging. The results demonstrate that the probe PDCDA is a good candidate for monitoring pH fluctuations in living cells with good water solubility, low cytotoxicity, high fluorescence quantum yield and photostability. Copyright (C) 2015 John Wiley & Sons, Ltd.