Coumarinyl aldehyde as a Michael acceptor type of colorimetric and fluorescent probe for cyanide in water

被引:61
作者
Kim, Gun-Joong [1 ]
Kim, Hae-Jo [1 ]
机构
[1] Hankuk Univ Foreign Studies, Dept Chem, Yongin 449791, South Korea
关键词
Chemodosimeter; Colorimetric; Cyanide; Fluorescence; ANION RECOGNITION; SENSOR; ION; COMPLEX;
D O I
10.1016/j.tetlet.2010.03.104
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple aldehyde-functionalized coumarin (1) was utilized as a doubly activated Michael acceptor type of chemodosimeter for cyanide in water. The probe has shown a selective and sensitive response to the cyanide anion over other various anions through the Michael addition reaction of the cyanide to 1. When cyanide anions were added, the prominent color changes as well as fluorescence changes of 1 were observed so that millimolar concentrations of cyanides were detectable by the naked eye. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2914 / 2916
页数:3
相关论文
共 37 条
[1]   Enhanced fluorescence cyanide detection at physiologically lethal levels: Reduced ICT-based signal transduction [J].
Badugu, R ;
Lakowicz, JR ;
Geddes, CD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) :3635-3641
[2]   Excitation and emission wavelength ratiometric cyanide-sensitive probes for physiological sensing [J].
Badugu, R ;
Lakowicz, JR ;
Geddes, CD .
ANALYTICAL BIOCHEMISTRY, 2004, 327 (01) :82-90
[3]  
Baskin S.I., 1997, TXB MILITARY MED MED, P271
[4]   Transition-metal receptor systems for the selective recognition and sensing of anionic guest species [J].
Beer, PD .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (02) :71-80
[5]  
Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.0.CO
[6]  
2-P
[7]  
Binachi K., 1997, SUPRAMOLECULAR CHEM
[8]   Dipyrrole carboxamide derived selective ratiometric probes for cyanide ion [J].
Chen, Chun-Lin ;
Chen, Yen-Hsiu ;
Chen, Chan-Yu ;
Sun, Shih-Sheng .
ORGANIC LETTERS, 2006, 8 (22) :5053-5056
[9]   Modern reaction-based indicator systems [J].
Cho, Dong-Gyu ;
Sessler, Jonathan L. .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (06) :1647-1662
[10]   A highly selective cyanide sensing in water via fluorescence change and its application to in vivo imaging [J].
Chung, So-Young ;
Nam, Seong-Won ;
Lim, Jeesun ;
Park, Sungsu ;
Yoon, Juyoung .
CHEMICAL COMMUNICATIONS, 2009, (20) :2866-2868