Turn-on Luminescent Probe for Cysteine/Homocysteine Based on a Ruthenium(II) Complex

被引:116
作者
Zhang, Run [1 ]
Yu, Xiaojing [1 ]
Ye, Zhiqiang [1 ]
Wang, Guilan [1 ]
Zhang, Wenzhu [1 ]
Yuan, Jingli [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Sch Chem, Dalian 116012, Peoples R China
基金
中国国家自然科学基金;
关键词
BIOCOMPATIBLE CONDENSATION REACTION; PERFORMANCE LIQUID-CHROMATOGRAPHY; QUINONE MODIFIED ELECTRODE; LARGE EMISSION SHIFT; LARGE STOKES SHIFT; FLUORESCENT-PROBE; POLYPYRIDINE COMPLEXES; ELECTROCHEMICAL DETECTION; BIOLOGICAL PROBES; MASS-SPECTROMETRY;
D O I
10.1021/ic100810z
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A unique ruthenium(II) complex, tris(4-methyl-2,2'-bipyridy1-4'-carboxaldehyde)Ru(II) hexafluorophosphate [Ru(CHO-bpy)(3)](PF6)(2), has been designed and synthesized as a highly sensitive and selective luminescence probe for the recognition and detection of cysteine (Cys) and homocysteine (Hcy). The almost non-luminescent probe can rapidly react with Cys and Hcy to yield the corresponding thiazolidine and thiazinane derivatives, accompanied by the remarkable luminescence enhancement and a large blue-shift of the maximum emission wavelength from 720 to 635 nm. The dose-dependent luminescence enhancement of the probe shows a good linearity in the Cys/Hcy concentration range of 15 to 180 mu M with the detection limits of 1.41 mu M and 1.19 mu M for Cys and Hcy, respectively. Furthermore, the luminescence response of the probe is highly specific to Cys/Hcy only even in the presence of various amino acids, protein, and DNA. The results of this work not only demonstrate the efficacy and advantages of the Ru(II) complex-based luminescence probe for the sensitive and selective detection of Cys/Hcy but also provide a useful strategy for the rational design of Ru(II) complex-based luminescence probes for various biological molecules.
引用
收藏
页码:7898 / 7903
页数:6
相关论文
共 75 条
  • [1] Synthesis and characterization of oligoproline-based molecular assemblies for light harvesting
    Aldridge, W. Steven, III
    Hornstein, Brooks J.
    Serron, Scafford
    Dattelbaum, Dana M.
    Schoonover, Jon R.
    Meyer, Thomas J.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (14) : 5186 - 5190
  • [2] Luminescence lifetime-based sensor for cyanide and related anions
    Anzenbacher, P
    Tyson, DS
    Jursíková, K
    Castellano, FN
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (22) : 6232 - 6233
  • [3] Anion recognition and luminescent sensing by new ruthenium(II) and rhenium(I) bipyridyl calix[4]diquinone receptors
    Beer, PD
    Timoshenko, V
    Maestri, M
    Passaniti, P
    Balzani, V
    Balzani, B
    [J]. CHEMICAL COMMUNICATIONS, 1999, (17) : 1755 - 1756
  • [4] Anion selective recognition and sensing by novel macrocyclic transition metal receptor systems. H-1 NMR, electrochemical, and photophysical investigations
    Beer, PD
    Szemes, F
    Balzani, V
    Sala, CM
    Drew, MGB
    Dent, SW
    Maestri, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (49) : 11864 - 11875
  • [5] Differential Photoluminescent and Electrochemiluminescent Detection of Anions with a Modified Ruthenium (II)-Bipyridyl Complex
    Berni, Emanuela
    Gosse, Isabelle
    Badocco, Denis
    Pastore, Paolo
    Sojic, Neso
    Pinet, Sandra
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (20) : 5145 - 5152
  • [6] Definitive identification of cysteine and glutathione complexes of bismuth by mass spectrometry: assessing the biochemical fate of bismuth pharmaceutical agents
    Burford, N
    Eelman, MD
    Mahony, DE
    Morash, M
    [J]. CHEMICAL COMMUNICATIONS, 2003, (01) : 146 - 147
  • [7] Carmel R, 2001, HOMOCYSTEINE HLTH DI
  • [8] PHOTOPHYSICS AND PHOTOCHEMISTRY OF OXYGEN SENSORS BASED ON LUMINESCENT TRANSITION-METAL COMPLEXES
    CARRAWAY, ER
    DEMAS, JN
    DEGRAFF, BA
    BACON, JR
    [J]. ANALYTICAL CHEMISTRY, 1991, 63 (04) : 337 - 342
  • [9] Selective phosphorescence chemosensor for homocysteine based on an iridium(III) complex
    Chen, Huili
    Zhao, Qiang
    Wu, Yanbo
    Li, Fuyou
    Yang, Hong
    Yi, Tao
    Huang, Chunhui
    [J]. INORGANIC CHEMISTRY, 2007, 46 (26) : 11075 - 11081
  • [10] Fluorescent and colorimetric probes for detection of thiols
    Chen, Xiaoqiang
    Zhou, Ying
    Peng, Xiaojun
    Yoon, Juyoung
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (06) : 2120 - 2135