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Peroxynitrite Activatable NIR-II Fluorescent Molecular Probe for Drug-Induced Hepatotoxicity Monitoring

Li, Dandan, Wang, Shangfeng, Lei, Zuhai, Sun, Caixia, El-Toni, Ahmed Mohamed, Alhoshan, Mansour Saleh, Fan, Yong, Zhang, Fan·2019·Analytical Chemistry

Abstract

Drug-induced hepatotoxicity represents an important challenge for safety in drug development. The production of peroxynitrite (ONOO – ) is proposed as an early sign in the progression of drug-induced hepatotoxicity. Currently, reported ONOO – probes mainly emit in the visible range or the first NIR window, which have limited in vivo biosensing application due to the autofluorescence and photon scattering. Herein, we developed a peroxynitrite activatable second near-infrared window (NIR-II) molecular probe for drug-induced hepatotoxicity monitoring, based on the fusion of an NIR-II fluorescence turn-on benzothiopyrylium cyanines skeleton and the phenyl borate. In the presence of ONOO –, the probe IRBTP-B can turn on its NIR-II fluorescence by yielding its fluorophore IRBTP-O and display good linear response to ONOO – . Tissue phantom study confirmed reliable activated signals could be acquired at a penetration depth up to 5 mm. Using this probe, we disclose the upregulation of ONOO – in a preclinical drug-induced liver injury model and the remediation with N-acetyl cysteine (NAC) in vivo. We expect that this strategy will serve as a general method for the development of an activatable NIR-II probe based on the hydroxyl functionalized reactive sites by analyte-specific triggering.

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Metadata

Authors
Li, D., Wang, S., Lei, Z., Sun, C., El-Toni, A. M., Alhoshan, M. S., Fan, Y., & Zhang, F.
Venue
Analytical Chemistry
Published
2019-02-27
Volume
91
Issue
7
Pages
4771-4779
ISSN
  • 0003-2700 (ISSN-L)
  • 1520-6882
OpenAlex
W2915948896
Cited by
188
References
8
FWCI
11.22
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Peroxynitrite Activatable NIR-II Fluorescent Molecular Probe for Drug-Induced Hepatotoxicity Monitoring. https://app.cochat.ai/papers/10.1021/acs.analchem.9b00317
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Li, D., Wang, S., Lei, Z., Sun, C., El-Toni, A. M., Alhoshan, M. S., Fan, Y., & Zhang, F. (2019). Peroxynitrite Activatable NIR-II Fluorescent Molecular Probe for Drug-Induced Hepatotoxicity Monitoring. Analytical Chemistry. https://doi.org/10.1021/acs.analchem.9b00317

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