Ratiometric fluorescent scaffold giving discrete response towards iodide ion: a combined experimental and DFT study

被引:16
作者
Patil, Rahul [1 ]
Tayade, Kundan [1 ]
Sahoo, Suban K. [2 ]
Singh, Jasminder [3 ]
Singh, Narinder [3 ]
Hundiwale, Dilip [1 ]
Kuwar, Anil [1 ]
机构
[1] North Maharashtra Univ, Sch Chem Sci, Jalgaon 425001, Maharashtra, India
[2] SV Natl Inst Technol, Dept Appl Chem, Surat 395007, Gujarat, India
[3] Indian Inst Technol, Dept Chem, Ropar, Punjab, India
关键词
molecular recognition; receptor; 3; iodide; DFT; TURN-ON; RECOGNITION; RECEPTORS;
D O I
10.1002/jmr.2392
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A novel ratiometric fluorescent receptor (Z)-2-(4-[diethylamino]-2-hydroxybenzylideneamino) pyridine-3-carbaldehyde (3) bearing one phenolic OH and one aldehyde group as recognition sites was synthesized and characterized. The anion recognition behaviour of receptor 3 was evaluated by various spectroscopic (UV-visible, fluorescence and H-1 nuclear magnetic resonance) methods and was validated by computational studies. The receptor showed fast response time, excellent selectivity and reproducibility towards iodide ion detection among the other surveyed anions, with a binding constant of 6.12x10(4)M(-1) and a detection limit of 0.24M, thus confirming its potential applicability as a fluorescent sensor for iodide Copyright (c) 2014 John Wiley & Sons, Ltd.
引用
收藏
页码:683 / 688
页数:6
相关论文
共 24 条
  • [11] HETZEL BS, 1991, PROC NUTR SOC AUST, V16, P69
  • [12] Jalalis F, 2005, ANAL SCI, V31, P1533
  • [13] Jobs P, 1938, ANN CHIM, V9, P113
  • [14] Cryptand-like anion receptors
    Kang, Sung Ok
    Llinares, Jose M.
    Day, Victor W.
    Bowman-James, Kristin
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (10) : 3980 - 4003
  • [15] Carbazole-thiosemicarbazone-Hg(II) ensemble-based colorimetric and fluorescence turn-on toward iodide in aqueous media and its application in live cell imaging
    Mahapatra, Ajit Kumar
    Roy, Jagannath
    Sahoo, Prithidipa
    Mukhopadhyay, Subhra Kanti
    Chattopadhyay, Amarnath
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (11) : 2231 - 2236
  • [16] Mas B, 2011, CHEM-EUR J, V17, P14844
  • [17] Muthalagu V., 2006, MACROMOLECULES, V39, P8303
  • [18] Ngos HT, 2012, CHEM SOC REV, V41, P4928
  • [19] THE ATTRACTIONS OF PROTEINS FOR SMALL MOLECULES AND IONS
    SCATCHARD, G
    [J]. ANNALS OF THE NEW YORK ACADEMY OF SCIENCES, 1949, 51 (04) : 660 - 672
  • [20] Sessler JL, 2006, MONOGR SUPRAMOL CHEM, P1, DOI 10.1039/9781847552471