A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite

被引:158
|
作者
Zhou, Xin [1 ,2 ]
Kwon, Younghee [3 ,4 ]
Kim, Gyoungmi [1 ]
Ryu, Ji-Hwan [3 ,4 ]
Yoon, Juyoung [1 ]
机构
[1] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea
[2] Yanbian Univ, Fac Sci, Dept Chem, Yanji, Peoples R China
[3] Yonsei Univ, Coll Med, Res Ctr Human Nat Def Syst, Seoul 120752, South Korea
[4] Yonsei Univ, Coll Med, BK Plus Project Med Sci 21, Seoul 120752, South Korea
来源
基金
新加坡国家研究基金会;
关键词
Peroxynitrite sensor; ONOO-; sensor; Reactive oxygen species probe; Fluorescent chemosensor; Cell imaging; REACTIVE OXYGEN; LIVING CELLS; HYPOCHLOROUS ACID; NITRIC-OXIDE; CYANINE DYES; REDOX CYCLES; IN-VIVO; STRESS; MACROPHAGES; CHEMISTRY;
D O I
10.1016/j.bios.2014.08.089
中图分类号
Q6 [生物物理学];
学科分类号
071011 ;
摘要
In the study described herein, the red emitting probe CHCN, which possesses a linked coumarin-hemicyanine scaffold, was developed for detection of peroxynitrite (ONOO-) under physiological conditions. The studies show that CHCN displays a dual ratiometric and colorimetric response to ONOO- that is caused by an oxidation process. A possible mechanism of this oxidation process was proposed and confirmed by ESI-MS spectra for the first time. CHCN shown highly selective and sensitive towards ONOO- with a low limit of detection LOD (49.7 nM). Moreover, CHCN has appreciable cell permeability and, as a result, it is applicable to ratiometric detection of exogenous and endogenous ONOO- in living cells during phagocytic immune response. We anticipate that, owing to their ideal properties, probes of this type will find great use in explorations of the role played by ONOO- in biology. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:285 / 291
页数:7
相关论文
共 50 条
  • [1] A coumarin-hemicyanine hybrid as a ratiometric fluorescent sensor of microenvironment proticity
    Deore, Prashant S.
    Coman, Daniel S.
    Manderville, Richard A.
    CHEMICAL COMMUNICATIONS, 2019, 55 (24) : 3540 - 3543
  • [2] A ratiometric fluorescent probe for SO2 derivatives based on a new coumarin-hemicyanine dye in living cells
    Li, Dong-Peng
    Tang, Fuyan
    Wen, Kai
    Yang, Zhikang
    Xiao, Haibin
    Zhou, Ziyan
    MICROCHEMICAL JOURNAL, 2022, 175
  • [3] A novel ratiometric fluorescent probe for highly sensitive and selective detection of peroxynitrite and its application for tracing endogenous peroxynitrite in live cells
    Li, Zilu
    Yu, Chen
    Chen, Yanan
    Liu, Caiyun
    Jia, Pan
    Zhu, Hanchuang
    Zhang, Xue
    Sheng, Wenlong
    Zhu, Baocun
    ANALYTICAL METHODS, 2019, 11 (44) : 5699 - 5703
  • [4] Unraveling the Chemosensing Mechanism by the 7-(Diethylamino)coumarin-hemicyanine Hybrid: A Ratiometric Fluorescent Probe for Hydrogen Peroxide
    Johnson, Ryan E.
    van der Zalm, Joshua M.
    Chen, Aicheng
    Bell, Ian J.
    Van Raay, Terence J.
    Al-Abdul-Wahid, M. Sameer
    Manderville, Richard A.
    ANALYTICAL CHEMISTRY, 2022, 94 (31) : 11047 - 11054
  • [5] A boronate-based ratiometric fluorescent probe for fast selective detection of peroxynitrite
    Li, Qi
    Yang, Zhengyin
    TETRAHEDRON LETTERS, 2018, 59 (02) : 125 - 129
  • [6] A new ratiometric and colorimetric chemosensor for cyanide anion based on Coumarin-hemicyanine hybrid
    Yang, Zhenghao
    Liu, Zhipeng
    Chen, Yuncong
    Wang, Xiaoqing
    He, Weijiang
    Lu, Yi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (26) : 5073 - 5076
  • [7] A sensitive and selective fluorescent probe for the detection of endogenous peroxynitrite (ONOO-) in living cells
    Sun, Yaru
    Dong, Baoli
    Lu, Yaru
    Song, Wenhui
    Mehmood, Abdul Hadi
    Lin, Weiying
    ANALYTICAL METHODS, 2020, 12 (22) : 2841 - 2845
  • [8] A coumarin-hemicyanine fluorescent probe for simultaneous detection and discrimination of biothiols, HSO3- and S2-
    Li, Yanbo
    Chen, Kangni
    Li, Heping
    TETRAHEDRON, 2024, 167
  • [9] Boronate based sensitive fluorescent probe for the detection of endogenous peroxynitrite in living cells
    Li, Minglu
    Han, Hui
    Zhang, Huilin
    Song, Shengmei
    Shuang, Shaomin
    Dong, Chuan
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2020, 243
  • [10] A carboxylic acid-functionalized coumarin-hemicyanine fluorescent dye and its application to construct a fluorescent probe for selective detection of cysteine over homocysteine and glutathione
    Liu, Jing
    Sun, Yuan-Qiang
    Zhang, Hongxing
    Huo, Yingying
    Shi, Yawei
    Shi, Heping
    Guo, Wei
    RSC ADVANCES, 2014, 4 (110) : 64542 - 64550