Development of a Ruthenium(II) Complex Based Luminescent Probe for Imaging Nitric Oxide Production in Living Cells

被引:104
作者
Zhang, Run [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; 高等学校博士学科点专项科研基金;
关键词
analytical reagents; imagine agents; luminescence; nitric oxide; ruthenium; FLUORESCENT INDICATORS; POLYPYRIDINE COMPLEXES; HYDROGEN-PEROXIDE; CELLULAR UPTAKE; SINGLET OXYGEN; SENSORS; BINDING; METALLORECEPTOR; PHOTOCHEMISTRY; PHOTOPHYSICS;
D O I
10.1002/chem.200903267
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A unique ruthenium(II) complex, bis(2,2'-bipyridine)(4-(3,4-diaminophenoxy)-2,2'-bipyridine)ruthenium(II) hexafluorophosphate ([(Ru(bpy)(2)(dabpy)][PF6](2)), has been designed and synthesized as a highly sensitive and selective luminescence probe for the imaging of nitric oxide (NO) production in living cells. The complex can specifically react with NO in aqueous buffers under aerobic conditions to yield its triazole derivative with a high reaction rate constant at the 10(10) M(-1)s(-1) level; this reaction is accompanied by a remarkable increase of the luminescence quantum yield from 0.13 to 2.2%. Compared with organic probes, the new Ru-II complex probe shows the advantages of a large Stokes shift (>150 nm), water solubility, and a wide pH-availability range (pH independent at pH >5). In addition, it was found that the new probe could be easily transferred into both living animal cells and plant cells by the coincubation method, whereas the triazole derivative was cell-membrane impermeable. The probe was successfully used for luminescence-imaging detection of the exogenous NO in mouse macrophage cells and endogenous NO in gardenia cells. The results demonstrated the efficacy and advantages of the new probe for NO detection in living cells.
引用
收藏
页码:6884 / 6891
页数:8
相关论文
共 84 条
  • [61] A covalently linked phenanthridine-ruthenium(II) complex as a RNA probe
    O'Connor, Naphtali A.
    Stevens, Nathan
    Samaroo, Diana
    Solomon, Marissa R.
    Marti, Angel A.
    Dyer, Joanne
    Vishwasrao, Harshad
    Akins, Daniel L.
    Kandel, Eric R.
    Turro, Nicholas J.
    [J]. CHEMICAL COMMUNICATIONS, 2009, (19) : 2640 - 2642
  • [62] NITRIC-OXIDE RELEASE ACCOUNTS FOR THE BIOLOGICAL-ACTIVITY OF ENDOTHELIUM-DERIVED RELAXING FACTOR
    PALMER, RMJ
    FERRIGE, AG
    MONCADA, S
    [J]. NATURE, 1987, 327 (6122) : 524 - 526
  • [63] Heptamethine cyanine dyes with a large stokes shift and strong fluorescence: A paradigm for excited-state intramolecular charge transfer
    Peng, XJ
    Song, FL
    Lu, E
    Wang, YN
    Zhou, W
    Fan, JL
    Gao, YL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (12) : 4170 - 4171
  • [64] Methods to explore cellular uptake of ruthenium complexes
    Puckett, Cindy A.
    Barton, Jacqueline K.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (01) : 46 - 47
  • [65] Nitric oxide in health and disease of the respiratory system
    Ricciardolo, FLM
    Sterk, PJ
    Gaston, B
    Folkerts, G
    [J]. PHYSIOLOGICAL REVIEWS, 2004, 84 (03) : 731 - 765
  • [66] A spectrophotometric method for the direct detection and quantitation of nitric oxide, nitrite, and nitrate in cell culture media
    Ridnour, LA
    Sim, JE
    Hayward, MA
    Wink, DA
    Martin, SM
    Buettner, GR
    Spitz, DR
    [J]. ANALYTICAL BIOCHEMISTRY, 2000, 281 (02) : 223 - 229
  • [67] ELECTRON SPIN RESONANCE OF NITRIC OXIDE-HEMOGLOBIN COMPLEXES IN SOLUTION
    SANCIER, KM
    FREEMAN, G
    MILLS, JS
    [J]. SCIENCE, 1962, 137 (3532) : 752 - &
  • [68] Highly sensitive near-infrared fluorescent probes for nitric oxide and their application to isolated organs
    Sasaki, E
    Kojima, H
    Nishimatsu, H
    Urano, Y
    Kikuchi, K
    Hirata, Y
    Nagano, T
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (11) : 3684 - 3685
  • [69] Cellular uptake, cytotoxicity, and metabolic profiling of human cancer cells treated with ruthenium(II) polypyridyl complexes [Ru(bpy)2(N-N)]Cl2 with N-N = bpy, phen, dpq, dppz, and dppn
    Schatzschneider, Ulrich
    Niesel, Johanna
    Ott, Ingo
    Gust, Ronald
    Alborzinia, Hamed
    Woelfl, Stefan
    [J]. CHEMMEDCHEM, 2008, 3 (07) : 1104 - 1109
  • [70] Schmittel M., 2007, ANGEW CHEM, V119, P911