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Issue 29, 2017
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Near-infrared BODIPY-based two-photon ClO probe based on thiosemicarbazide desulfurization reaction: naked-eye detection and mitochondrial imaging

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Abstract

Hypochlorite serves as a significant antimicrobial agent in the human immune system, and its detection is of great importance. Herein, a novel near-infrared BODIPY-based ClO fluorescent probe (NCS-BOD-OCH3) was designed and synthesized. The emission bands of NCS-BOD-OCH3 concentrated at 595 nm and 665 nm. Since the electron withdrawing group 1,3,4-oxadiazole was formed after the desulfurization reaction, the fluorescence intensity of NCS-BOD-OCH3 decreased significantly in THF/H2O (v/v, 1 : 1, buffered with 10 mM PBS pH = 7.4), which is visible to the naked eye with an obvious color change. NCS-BOD-OCH3 can realize the two-photon up-converted fluorescence emission. The low detection limit was calculated from the titration results, with the figure for NCS-BOD-OCH3/ClO being 1.15 × 10−6 M. The result of living cell imaging experiment demonstrated that NCS-BOD-OCH3 can successfully detect ClO in living cells and can serve as a NIR mitochondrial imaging agent. It is an excellent platform for developing NIR ClO fluorescent probes.

Graphical abstract: Near-infrared BODIPY-based two-photon ClO− probe based on thiosemicarbazide desulfurization reaction: naked-eye detection and mitochondrial imaging

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Publication details

The article was received on 16 May 2017, accepted on 26 Jun 2017 and first published on 26 Jun 2017


Article type: Paper
DOI: 10.1039/C7TB01344B
Citation: J. Mater. Chem. B, 2017,5, 5854-5861
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    Near-infrared BODIPY-based two-photon ClO probe based on thiosemicarbazide desulfurization reaction: naked-eye detection and mitochondrial imaging

    B. Shen, Y. Qian, Z. Qi, C. Lu, Q. Sun, X. Xia and Y. Cui, J. Mater. Chem. B, 2017, 5, 5854
    DOI: 10.1039/C7TB01344B

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