期刊
ANALYTICA CHIMICA ACTA
卷 1103, 期 -, 页码 202-211出版社
ELSEVIER
DOI: 10.1016/j.aca.2019.12.063
关键词
HBT-Based fluorescent probe; Nitroreductase; Mitochondria-targeting; Tumor hypoxic imaging
资金
- National Natural Science Foundation of China [21572239, 21505145]
- top priority program of One-Three-Five Strategic Planning of Lanzhou Institute of Chemical Physics
Development of a mitochondria-targeting fluorescent probe with large Stokes shift and long-wavelength emission was benefit for accurate detection of hypoxic status, which was known as a major factor of the tumor physiology and influence important pathological processes. However, an efficient optical approach for simultaneously achieving such merits was still lacking. In this work, a turn-on fluorescence probe (HBT-NP) was designed to assess the hypoxic condition of tumor cells by detecting nitroreductase (NTR). Probe HBT-NP was constructed by conjugating 4-nitrobenzyl moiety as reaction site for NTR to 2-(benzo [d]thiazol-2-yl)-4-methylphenol derived fluorescent dye HBT-Py which demonstrated large Stokes shift (Delta lambda = 243 nm) and long wavelength emission (lambda(em) = 640 nm) due to intrinsic mechanism of ESIPT together with ICT process. Upon incubated with NTR, HBT-NP could successively undergo nitro reduction reaction and then release HBT-Py. The reaction mechanism was further confirmed by mass spectra and HPLC analysis, and the docking calculation also indicated that the binding mode and docking affinity of probe HBT-NP with NTR play an important role in catalytic reduction reaction process. As a result, HBT-NP displayed a wide linear range (0.1-1.5 mu g/mL) and low detection limit (2.8 ng/mL) response to NTR, and could be used to evaluate hypoxic condition of cancer cells with precise mitochondria-targeting. (c) 2019 Elsevier B.V. All rights reserved.
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