Selective Monitoring and Imaging of Eosinophil Peroxidase Activity with a J-Aggregating Probe

被引:75
作者
Kim, Tae-Il [1 ,2 ]
Hwang, Byunghee [1 ,2 ]
Lee, Boeun [3 ]
Bae, Jeehyeon [4 ]
Kim, Youngmi [1 ,2 ]
机构
[1] Kyung Hee Univ, Dept Chem, 26 Kyungheedae Ro, Seoul 02447, South Korea
[2] Kyung Hee Univ, Res Inst Basic Sci, 26 Kyungheedae Ro, Seoul 02447, South Korea
[3] Chung Ang Univ, Dept Life Sci, 84 Heukseok Ro, Seoul 06974, South Korea
[4] Chung Ang Univ, Sch Pharm, 84 Heukseok Ro, Seoul 06974, South Korea
基金
新加坡国家研究基金会;
关键词
HYPOBROMOUS ACID; FLUORESCENT-PROBE; LIVING CELLS; HYPOCHLOROUS ACID; CANCER-CELLS; MOLECULAR-MECHANISMS; GLUCOSE DEPRIVATION; OXIDATIVE STRESS; H2O2; MEDIATE; BODIPY DYES;
D O I
10.1021/jacs.8b07073
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The specific detection of eosinophil peroxidase (EPO) activity requires the difficult distinction between hypobromous acid generated by EPO and hypochlorous acid generated by other haloperoxidases. Here we report a fluorogenic probe that is halogenated with high kinetic selectivity (>= 1200:1) for HOBr over HOCl. Heavy-atom effects do not quench the dibrominated product because of its self-assembly into emissive J-aggregates that provide a turn-on signal. Applications of this fluorogen to EPO activity assays, dipstick sensors, fluorescence imaging of EPO activity, assays of oxidative stress in cancer cells, and immune response detection in live mice are reported.
引用
收藏
页码:11771 / 11776
页数:6
相关论文
共 50 条
  • [1] Mitochondrial O2-• and H2O2 mediate glucose deprivation-induced cytotoxicity and oxidative stress in human cancer cells
    Ahmad, IM
    Aykin-Burns, N
    Sim, JE
    Walsh, SA
    Higashikubo, R
    Buettner, GR
    Venkataraman, S
    Mackey, MA
    Flanagan, SW
    Oberley, LW
    Spitz, DR
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2005, 280 (06) : 4254 - 4263
  • [2] Increased levels of superoxide and H2O2 mediate the differential susceptibility of cancer cells versus normal cells to glucose deprivation
    Aykin-Burns, Nukhet
    Ahmad, Iman M.
    Zhu, Yueming
    Oberley, Larry W.
    Spitz, Douglas R.
    [J]. BIOCHEMICAL JOURNAL, 2009, 418 : 29 - 37
  • [3] Dansylglycine, a fluorescent probe for specific determination of halogenating activity of myeloperoxidase and eosinophil peroxidase
    Bertozo, Luiza de Carvalho
    Zeraik, Maria Luiza
    Ximenes, Valdecir Farias
    [J]. ANALYTICAL BIOCHEMISTRY, 2017, 532 : 29 - 37
  • [4] Biology of the Eosinophil
    Blanchard, Carine
    Rothenberg, Marc E.
    [J]. ADVANCES IN IMMUNOLOGY, VOL 101, 2009, 101 : 81 - 121
  • [5] INHIBITION OF THE HUMAN-LEUKOCYTE ENZYMES MYELOPEROXIDASE AND EOSINOPHIL PEROXIDASE BY DAPSONE
    BOZEMAN, PM
    LEARN, DB
    THOMAS, EL
    [J]. BIOCHEMICAL PHARMACOLOGY, 1992, 44 (03) : 553 - 563
  • [6] CHEN X, 2016, CHEM SOC REV, V45, P2976
  • [7] Aggregation-induced emission enhancement of a meso-trifluoromethyl BODIPY via J-aggregation
    Choi, Sohee
    Bouffard, Jean
    Kim, Youngmi
    [J]. CHEMICAL SCIENCE, 2014, 5 (02) : 751 - 755
  • [8] Mammalian heme peroxidases: From molecular mechanisms to health implications
    Davies, Michael J.
    Hawkins, Clare L.
    Pattison, David I.
    Rees, Martin D.
    [J]. ANTIOXIDANTS & REDOX SIGNALING, 2008, 10 (07) : 1199 - 1234
  • [9] The Fluorescein-derived Dye Aminophenyl Fluorescein Is a Suitable Tool to Detect Hypobromous Acid (HOBr)-producing Activity in Eosinophils
    Flemmig, Joerg
    Zschaler, Josefin
    Remmler, Johannes
    Arnhold, Juegen
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2012, 287 (33) : 27913 - 27923
  • [10] PROTECTIVE EFFECTS OF SULFHYDRYL COMPOUNDS ON HOCL-INDUCED INTRACELLULAR CA2+ INCREASE IN SINGLE-RAT VENTRICULAR MYOCYTES
    FUKUI, K
    KANEDA, M
    TAKAHASHI, E
    WASHIO, M
    DOI, K
    [J]. JOURNAL OF MOLECULAR AND CELLULAR CARDIOLOGY, 1994, 26 (04) : 455 - 461