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Issue 20, 2018
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A naphthalene-based fluorescent probe with a large Stokes shift for mitochondrial pH imaging

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Abstract

A mitochondrial-targeted pH fluorescent probe 4-(2-(6-hydroxynaphthalen-2-yl)vinyl)-1-methylpyridin-1-ium was facilely synthesized via the carbon–carbon double bond bridging of 6-hydroxy-2-naphthaldehyde and 1,4-dimethylpyridinium iodide salt. The probe exhibited remarkable pH-dependent behavior in the linear range of 7.60–10.00, with a pKa value of 8.85 ± 0.04 near mitochondrial pH. A significantly large Stokes shift of 196 nm was obtained, which reduces the interference of excitation light. Application of the probe in live HepG2 cells indicated that the probe had excellent mitochondrial targeting ability and was successfully used to visualize mitochondrial pH fluctuations in live cells.

Graphical abstract: A naphthalene-based fluorescent probe with a large Stokes shift for mitochondrial pH imaging

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Publication details

The article was received on 22 Jul 2018, accepted on 29 Aug 2018 and first published on 31 Aug 2018


Article type: Paper
DOI: 10.1039/C8AN01371C
Citation: Analyst, 2018,143, 5054-5060
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    A naphthalene-based fluorescent probe with a large Stokes shift for mitochondrial pH imaging

    B. Lin, L. Fan, J. Ge, W. Zhang, C. Zhang, C. Dong and S. Shuang, Analyst, 2018, 143, 5054
    DOI: 10.1039/C8AN01371C

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