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Issue 8, 2018
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A novel pyridinium modified tetraphenylethene: AIE-activity, mechanochromism, DNA detection and mitochondrial imaging

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Abstract

We report the design and synthesis of a novel cationic AIE-gen, i.e., (E)-TPEDEPy-DBz, which can be derived from a facile synthetic route. (E)-TPEDEPy-DBz is a stereo-pure isomer and shows evident AIE properties with yellow-greenish emission in the solid state (ΦF = 43.7%). Distinct from most of the ionic AIE-gens reported in the literature, which are usually exemplified by their water solubility and the capacity for interaction with charged biological species, (E)-TPEDEPy-DBz demonstrated moderate solvatochromism and evident mechanoluminochromism behaviours. The emission of (E)-TPEDEPy-DBz can be switched between yellow-greenish in the crystalline state to red-orange in the amorphous state by grinding and fuming treatments. Due to the AIE-characteristics, cationic modification and the thus-acquired water solubility, (E)-TPEDEPy-DBz performed as a sensitive fluorescent probe to detect DNA in Tris–HCl buffer solution. More importantly, (E)-TPEDEPy-DBz showed good membrane permeability and cell viability, and the potentiality to be used as a mitochondria-specific probe working in a fluorescence turn-on mode.

Graphical abstract: A novel pyridinium modified tetraphenylethene: AIE-activity, mechanochromism, DNA detection and mitochondrial imaging

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Publication details

The article was received on 18 Nov 2017, accepted on 29 Jan 2018 and first published on 29 Jan 2018


Article type: Paper
DOI: 10.1039/C7TB03012F
Citation: J. Mater. Chem. B, 2018,6, 1279-1285
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    A novel pyridinium modified tetraphenylethene: AIE-activity, mechanochromism, DNA detection and mitochondrial imaging

    Z. Wang, Y. Gu, J. Liu, X. Cheng, J. Z. Sun, A. Qin and B. Z. Tang, J. Mater. Chem. B, 2018, 6, 1279
    DOI: 10.1039/C7TB03012F

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