Fluorene-based chemodosimeter for "turn-on" sensing of cyanide by hampering ESIPT and live cell imaging

被引:56
作者
Bera, Manas Kumar [1 ]
Chakraborty, Chanchal [1 ]
Singh, Pradeep Kumar [2 ]
Sahu, Chandan [3 ]
Sen, Kaushik [3 ]
Maji, Samir [2 ]
Das, Abhijit Kumar [3 ]
Malik, Sudip [1 ]
机构
[1] Indian Assoc Cultivat Sci, Polymer Sci Unit, Kolkata 700032, India
[2] Indian Assoc Cultivat Sci, Dept Spect, Kolkata 700032, India
[3] Indian Inst Technol, Dept Biosci & Bioengn, Bombay 400076, Maharashtra, India
关键词
ANION RECOGNITION; SELECTIVE RECOGNITION; SODIUM-CYANIDE; SENSOR; RECEPTORS; MOLECULES; MECHANISM; DENSITY; ION;
D O I
10.1039/c4tb00388h
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
A new salicylaldehyde appended fluorene-based chemodosimeter (FSal) has been designed by taking consideration of the special nucleophilicity of cyanide ion. FSal shows selective affinity towards CN- over other anions (namely F-, Br-, NO3-, ClO4-, N-3(-), H2PO4-, AcO-, I-, Cl-, and NO2-) through turn-on fluorescence with a minimum detection limit of 0.06 ppm. The turn-on fluorescence of the FSal-CN complex resulting from hampering ESIPT is also supported by DFT and TDDFT calculations. Biological compatibility and live cell imaging of this unique probe have also been explored.
引用
收藏
页码:4733 / 4739
页数:7
相关论文
共 47 条
[1]  
[Anonymous], 2001, ANGEW CHEM
[2]   Luminescence lifetime-based sensor for cyanide and related anions [J].
Anzenbacher, P ;
Tyson, DS ;
Jursíková, K ;
Castellano, FN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (22) :6232-6233
[3]   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
[4]  
Baskin S.I., 1997, TXB MILITARY MED MED, P271
[5]   Cyanide: critical issues in diagnosis and treatment [J].
Baud, F. J. .
HUMAN & EXPERIMENTAL TOXICOLOGY, 2007, 26 (03) :191-201
[6]   DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].
BECKE, AD .
PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100
[7]   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
[8]  
Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.0.CO
[9]  
2-P
[10]   Conjugated Polyfluorene-based Reversible Fluorescent Sensor for Cu(II) and Cyanide Ions in Aqueous Medium [J].
Chakraborty, Chanchal ;
Singh, Pradeep ;
Maji, Samir K. ;
Malik, Sudip .
CHEMISTRY LETTERS, 2013, 42 (11) :1355-1357