Quinoline-based fluorescent probe for ratiometric detection of hydrogen peroxide in aqueous solution

被引:28
作者
Qian, Yuan-Yu [1 ]
Xue, Lin [2 ]
Hu, De-Xin [3 ]
Li, Guo-Ping [2 ]
Jiang, Hua [2 ]
机构
[1] Chinese Peoples Liberat Army Gen Hosp, Emergency Dept, Beijing 100853, Peoples R China
[2] Chinese Acad Sci, Inst Chem, CAS Key Lab Photochem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
[3] Tianjin Entry Exit Inspect & Quarantine Bur, Chem Minerals & Met Mat Inspect Ctr, Tianjin 300456, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescent probe; Hydrogen peroxide; Quinoline; Boronate cleavage; Protonation; Ratiometric; LUMINESCENT PROBES; REACTIVE OXYGEN; CELLS; SENSOR; OXIDATION; OXIDANTS; H2O2;
D O I
10.1016/j.dyepig.2012.05.013
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel quinoline-based fluorescent probe for detecting H2O2 is described. In aqueous solution, the probe exhibits fluorescence emission at 542 nm originating from the monocationic species. The reaction between the probe and H2O2 causes quenching of the emission at 542 nm and simultaneously yields a significant hypsochromic shift of the emission maximum to 480 nm due to the H2O2-triggered boronate cleavage process. Thus, a single-excitation, dual-emission ratiometric measurement with a large blue shift in emission (Delta lambda = 62 nm) and remarkable changes in the ratio (F-480 (nm)/F-542 (nm)) Of the emission intensity (R/R-0 up to 8.3-fold) can be established. Moreover, the probe can also afford high selectivity for detecting H2O2 over other biological reactive oxygen species. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:373 / 376
页数:4
相关论文
共 28 条
[1]   Development of a Highly Sensitive Fluorescence Probe for Hydrogen Peroxide [J].
Abo, Masahiro ;
Urano, Yasuteru ;
Hanaoka, Kenjiro ;
Terai, Takuya ;
Komatsu, Toru ;
Nagano, Tetsuo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (27) :10629-10637
[2]   A FRET-based approach to ratiometric fluorescence detection of hydrogen peroxide [J].
Albers, Aaron E. ;
Okreglak, Voytek S. ;
Chang, Christopher J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (30) :9640-9641
[3]   Mitochondria, oxidants, and aging [J].
Balaban, RS ;
Nemoto, S ;
Finkel, T .
CELL, 2005, 120 (04) :483-495
[4]   Fluorescent and luminescent probes for detection of reactive oxygen and nitrogen species [J].
Chen, Xiaoqiang ;
Tian, Xizhe ;
Shin, Injae ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (09) :4783-4804
[5]   Photophysics of 10-hydroxybenzo[h]quinoline in aqueous solution [J].
Chou, PT ;
Wei, CY .
JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (42) :17059-17066
[6]   A two-photon fluorescent probe for ratiometric imaging of hydrogen peroxide in live tissue [J].
Chung, Chul ;
Srikun, Duangkhae ;
Lim, Chang Su ;
Chang, Christopher J. ;
Cho, Bong Rae .
CHEMICAL COMMUNICATIONS, 2011, 47 (34) :9618-9620
[7]   UV, H-1 AND C-13 NMR-SPECTRA, AND AM1 STUDIES OF PROTONATION OF AMINOPYRIDINES [J].
DEGASZAFRAN, Z ;
KANIA, A ;
NOWAKWYDRA, B ;
SZAFRAN, M .
JOURNAL OF MOLECULAR STRUCTURE, 1994, 322 :223-232
[8]   Mitochondrial-targeted fluorescent probes for reactive oxygen species [J].
Dickinson, Bryan C. ;
Srikun, Duangkhae ;
Chang, Christopher J. .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2010, 14 (01) :50-56
[9]   APPLICATIONS OF RATIO FLUORESCENCE MICROSCOPY IN THE STUDY OF CELL PHYSIOLOGY [J].
DUNN, KW ;
MAYOR, S ;
MYERS, JN ;
MAXFIELD, FR .
FASEB JOURNAL, 1994, 8 (09) :573-582
[10]   The common biology of cancer and ageing [J].
Finkel, Toren ;
Serrano, Manuel ;
Blasco, Maria A. .
NATURE, 2007, 448 (7155) :767-774