Fluorescent Imidazolium-Based Cyclophane for Detection of Guanosine-5′-triphosphate and I- in Aqueous Solution of Physiological pH

被引:64
作者
Ahmed, Nisar [1 ]
Shirinfar, Bahareh [1 ]
Geronimo, Inacrist [1 ]
Kim, Kwang S. [1 ]
机构
[1] Pohang Univ Sci & Technol, Dept Chem, Ctr Superfunct Mat, Pohang 790784, South Korea
关键词
ANION RECOGNITION; SELECTIVE RECOGNITION; SENSOR; CHEMOSENSOR; RECEPTOR; LUMINESCENT; INCLUSION; RESONANCE; DESIGN; DRIVEN;
D O I
10.1021/ol202183t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new water-soluble and fluorescent imidazollum-anthracene cyclophane (1) effectively recognizes the biologically Important GTP and I- over other anions in a 100% aqueous solution of physiological pH 7.4. Fluorescence and H-1 NMR spectra and ab initio calculations demonstrate that emission arises from the formation of an excimer state and quenching occurs upon GTP/I- binding through (C-H)(+)center dot center dot center dot A(-) hydrogen bond interactions.
引用
收藏
页码:5476 / 5479
页数:4
相关论文
共 59 条
  • [1] cyclo-Bis(urea-3,6-dichlorocarbazole) as a Chromogenic and Fluorogenic Receptor for Anions and a Selective Sensor of Zinc and Copper Cations
    Ahmed, Nisar
    Geronimo, Inacrist
    Hwang, In-Chul
    Singh, N. Jiten
    Kim, Kwang S.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (31) : 8542 - 8548
  • [2] Alberts B., 2002, The shape and structure of proteins, Vfourth, DOI 10.1093/aob/mcg023
  • [3] Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.0.CO
  • [4] 2-P
  • [5] Metal-organic anion receptors: Arranging urea hydrogen-bond donors to encapsulate sulfate ions
    Bondy, CR
    Gale, PA
    Loeb, SJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (16) : 5030 - 5031
  • [6] Cafeo G., 2000, ANGEW CHEM, V112, P1556
  • [7] Luminescent sensors and switches in the early 21st century
    Callan, JF
    de Silva, AP
    Magri, DC
    [J]. TETRAHEDRON, 2005, 61 (36) : 8551 - 8588
  • [8] A calix[4]imidazolium[2]pyridine as an anion receptor
    Chellappan, K
    Singh, NJ
    Hwang, IC
    Lee, JW
    Kim, KS
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (19) : 2899 - 2903
  • [9] 1,8-diamino-3,6-dichlorocarbazole: A promising building block for anion receptors
    Chmielewski, MJ
    Charon, M
    Jurczak, J
    [J]. ORGANIC LETTERS, 2004, 6 (20) : 3501 - 3504
  • [10] A new fluoride selective fluorescent as well as chromogenic chemosensor containing a naphthalene urea derivative
    Cho, EJ
    Moon, JW
    Ko, SW
    Lee, JY
    Kim, SK
    Yoon, J
    Nam, KC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (41) : 12376 - 12377