Issue 28, 2014

pH-activatable near-infrared fluorescent probes for detection of lysosomal pH inside living cells

Abstract

Four near-infrared fluorescent probes (A, B, C and D) have been synthesized, characterized, and evaluated for detection of lysosomal pH inside living cells. The fluorescent probes display highly sensitive and selective fluorescent response to acidic pH as the acidic pH results in drastic structural changes from spirocyclic (non-fluorescent) forms to ring-opening (fluorescent) forms of the fluorescent probes. The fluorescence intensities of the fluorescent probes (B, C and D) increase significantly by more than 200-fold from pH 7.4 to 4.2. The fluorescent probe D bearing the N-(2-hydroxyethyl) ethylene amide residue possesses the advantages of high sensitivity, excellent photostability, good cell membrane permeability, strong pH dependence, and low auto-fluorescence background. It has been successfully applied to selectively stain lysosomes and detect lysosomal pH changes inside normal endothelial and breast cancer cells.

Graphical abstract: pH-activatable near-infrared fluorescent probes for detection of lysosomal pH inside living cells

Supplementary files

Article information

Article type
Paper
Submitted
25 Mar 2014
Accepted
15 May 2014
First published
12 Jun 2014

J. Mater. Chem. B, 2014,2, 4500-4508

Author version available

pH-activatable near-infrared fluorescent probes for detection of lysosomal pH inside living cells

G. K. Vegesna, J. Janjanam, J. Bi, F. Luo, J. Zhang, C. Olds, A. Tiwari and H. Liu, J. Mater. Chem. B, 2014, 2, 4500 DOI: 10.1039/C4TB00475B

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