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A diketopyrrolopyrrole-based fluorescent probe for investigating mitochondrial zinc ions

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Abstract

We demonstrate a strategy to asymmetrically introduce a Zn2+ chelator (MeO-DPEN) and a mitochondrial-targeting group (TPP) at the N-positions of both lactam moieties of diketopyrrolopyrrole (DPP) fluorophore. And two probes DPP-Mito and DPP-C2 were reported for the comparative studies. Both probes showed almost nonfluorescent due to the photo-induced electron transfer (PET) process from MeO-DPEN to DPP fluorophore. Upon an addition of Zn2+, the fluorescence intensities of both probes increased approximately 77-fold. Both probes exhibited a high binding constant, pH insensitivity, and high metal ion selectivity. The HeLa cell fluorescence imaging studies demonstrated that both probes were low toxicity and could monitor the changes in the intracellular Zn2+ concentrations. The confocal microscopic study showed that DPP-Mito specifically localized in mitochondria, while DPP-C2 was not organelle-specific.

Graphical abstract: A diketopyrrolopyrrole-based fluorescent probe for investigating mitochondrial zinc ions

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Publication details

The article was received on 13 Dec 2017, accepted on 22 Jan 2018 and first published on 23 Jan 2018


Article type: Paper
DOI: 10.1039/C7NJ04940D
Citation: New J. Chem., 2018, Advance Article
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    A diketopyrrolopyrrole-based fluorescent probe for investigating mitochondrial zinc ions

    C. Du, S. Fu, X. Ren, X. Wang, Z. Wang, J. Zhou and H. Wang, New J. Chem., 2018, Advance Article , DOI: 10.1039/C7NJ04940D

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