A highly sensitive, fast responsive and reversible naphthalimide-based fluorescent probe for hypochlorous acid and ascorbic acid in aqueous solution and living cells

被引:24
作者
He, Menglu [1 ]
Sun, Hao [1 ]
Wei, Jianhua [1 ]
Zhang, Ran [1 ]
Han, Xiang'en [1 ]
Ni, Zhonghai [1 ]
机构
[1] China Univ Min & Technol, Sch Chem Engn & Technol, Xuzhou 221116, Jiangsu, Peoples R China
关键词
Reversible fluorescent probe; HClO/AA detection; Naphthalimide; Bioimaging; REACTIVE OXYGEN; SELECTIVE DETECTION; OXIDATIVE STRESS; RAPID DETECTION; DUAL-EMISSION; FREE-RADICALS; REDOX CYCLE; BODIPY; HOCL; MITOCHONDRIA;
D O I
10.1016/j.saa.2020.119138
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
It is very important to exploit real-time, ultrasensitive and specific visualization detection methods for hypochlorous acid/hypochlorite (HOCl/ClO-) in biological systems as they are the guardians of the human immune system against pathogens invasion. In our work, we designed a novel reversible naphthalimidebased fluorescent probe NAP-OH to recognize HClO/ClO- with a unique selective colorimetric and fluorescent response, a short response time (<8 s) and a high sensitivity (10.3 nM). In addition, NAP-OH exhibits a novel on-off-on fluorescence response to ClO-/ascorbic acid (AA) with good cycle stability. The fluorescence signal is quenched because HClO/ClO- oxidizes the subunit of NAP-OH to the segment 2,2,6,6-tetramethyl-1-oxo-piperidinium in NAP-O, which can be reduced by AA with the recovery of fluorescence. Finally, the confocal fluorescence imaging has been performed, which proves that NAP-OH can satisfactorily monitor intracellular endogenous and exogenous HClO/AA redox cycles. (C) 2020 Elsevier B.V. All rights reserved.
引用
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页数:10
相关论文
共 58 条
  • [1] Two-Photon Fluorescence Microscopy Imaging of Cellular Oxidative Stress Using Profluorescent Nitroxides
    Ahn, Hyo-Yang
    Fairfull-Smith, Kathryn E.
    Morrow, Benjamin J.
    Lussini, Vanessa
    Kim, Bosung
    Bondar, Mykhailo V.
    Bottle, Steven E.
    Belfield, Kevin D.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (10) : 4721 - 4730
  • [2] pH-Dependent Si-Fluorescein Hypochlorous Acid Fluorescent Probe: Spirocycle Ring-Opening and Excess Hypochlorous Acid-Induced Chlorination
    Best, Quinn A.
    Sattenapally, Narsimha
    Dyer, Daniel J.
    Scott, Colleen N.
    McCarroll, Matthew E.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (36) : 13365 - 13370
  • [3] ULTRAVIOLET-ABSORPTION SPECTRUM OF HOCL
    BURKHOLDER, JB
    [J]. JOURNAL OF GEOPHYSICAL RESEARCH-ATMOSPHERES, 1993, 98 (D2) : 2963 - 2974
  • [4] Pharmacologic doses of ascorbate act as a prooxidant and decrease growth of aggressive tumor xenografts in mice
    Chen, Qi
    Espey, Michael Graham
    Sun, Andrew Y.
    Pooput, Chaya
    Kirk, Kenneth L.
    Krishna, Murali C.
    Khosh, Deena Senecla
    Drisko, Jeanne
    Levine, Mark
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2008, 105 (32) : 11105 - 11109
  • [5] Fluorescent and luminescent probes for detection of reactive oxygen and nitrogen species
    Chen, Xiaoqiang
    Tian, Xizhe
    Shin, Injae
    Yoon, Juyoung
    [J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (09) : 4783 - 4804
  • [6] A specific and sensitive method for detection of hypochlorous acid for the imaging of microbe-induced HOCl production
    Chen, Xiaoqiang
    Lee, Kyung-Ah
    Ha, Eun-Mi
    Lee, Kyung Mi
    Seo, You Yeong
    Choi, Han Kyoung
    Kim, Ha Na
    Kim, Min Jung
    Cho, Chun-Seok
    Lee, Soo Young
    Lee, Won-Jae
    Yoon, Juyoung
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (15) : 4373 - 4375
  • [7] A mitochondria-targeted fluorescent probe for ratiometric detection of hypochlorite in living cells
    Chen, Yahui
    Wei, Tingwen
    Zhang, Zhijie
    Zhang, Wei
    Lv, Jing
    Chen, Tiantian
    Chi, Bo
    Wang, Fang
    Chen, Xiaoqiang
    [J]. CHINESE CHEMICAL LETTERS, 2017, 28 (10) : 1957 - 1960
  • [8] A "turn-on" fluorescent probe for hypochlorous acid: convenient synthesis, good sensing performance, and a new design strategy by the removal of C=N isomerization
    Cheng, Xiaohong
    Jia, Huizhen
    Long, Teng
    Feng, Jun
    Qin, Jingui
    Li, Zhen
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (43) : 11978 - 11980
  • [9] Reactive oxygen species, cellular redox systems, and apoptosis
    Circu, Magdalena L.
    Aw, Tak Yee
    [J]. FREE RADICAL BIOLOGY AND MEDICINE, 2010, 48 (06) : 749 - 762
  • [10] Dickinson BC, 2011, NAT CHEM BIOL, V7, P504, DOI [10.1038/NCHEMBIO.607, 10.1038/nchembio.607]