A Ratiometric Fluorescent On-Off Zn2+ Chemosensor Based on a Tripropargylamine Pyrene Azide Click Adduct

被引:119
|
作者
Ingale, Sachin A.
Seela, Frank [1 ]
机构
[1] Ctr Nanotechnol, Lab Bioorgan Chem & Chem Biol, D-48149 Munster, Germany
来源
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 20期
关键词
ZINC; SENSOR; CHEMISTRY; CD2+; OLIGONUCLEOTIDES; PROBE; IONS;
D O I
10.1021/jo3014319
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new, easy-to-prepare and highly selective pyrene-linked tris-triazole amine fluorescent chemosensor has been designed from tripropargylamine and pyrene azide using Cu(I)-catalyzed click chemistry. The fluorescence on-off sensor 1 is highly selective for Zn2+ displaying a ratiometric change in emission. The relative intensity ratio of monomer to excimer fluorescence (M-376/E-465) of the sensor increases 80-fold upon the addition of 10 equiv of Zn2+ ions (with a detection limit of 0.2 mu M).
引用
收藏
页码:9352 / 9356
页数:5
相关论文
共 50 条
  • [1] Screening of biologically important Zn2+ by a chemosensor with fluorescent turn on-off mechanism
    Khan, Tanveer A.
    Sheoran, Monika
    Raj, Venkata Nikhil M.
    Jain, Surbhi
    Gupta, Diksha
    Naik, Sunil G.
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2018, 189 : 176 - 182
  • [2] Ratiometric chemosensor for fluorescent determination of Zn2+ in aqueous ethanol
    Li, Zifan
    Xiang, Yu
    Tong, Aijun
    ANALYTICA CHIMICA ACTA, 2008, 619 (01) : 75 - 80
  • [3] A highly selective ratiometric fluorescent chemosensor for Zn2+ ion based on a polyimine macrocycle
    Shen, Kang
    Yang, Xia
    Cheng, Yixiang
    Zhu, Chengjian
    TETRAHEDRON, 2012, 68 (29) : 5719 - 5723
  • [4] Carbazole incorporated ratiometric chemosensor for Zn2+
    Helal, Aasif
    Kim, Hong-Seok
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2013, 105 : 273 - 279
  • [5] A fluorescent chemosensor based on naphthol for detection of Zn2+
    Lin, Hsiang-Yi
    Chen, Ting-Yu
    Liu, Chih-Kai
    Wu, An-Tai
    LUMINESCENCE, 2016, 31 (01) : 236 - 240
  • [6] Quinoline based fluorescent chemosensor for Zn2+ in water
    Li, Xiao-Bo
    Chen, Jia-Yi
    Niu, Zhi-Gang
    Wang, En-Ju
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2014, 53 (10): : 1349 - 1352
  • [7] An anthracene-based fluorescent chemosensor for Zn2+
    Kim, Jin Hoon
    Noh, Jin Young
    Hwang, In Hong
    Kang, Juhye
    Kim, Jinheung
    Kim, Cheal
    TETRAHEDRON LETTERS, 2013, 54 (19) : 2415 - 2418
  • [8] A ratiometric fluorescent probe for Zn2+ based on pyrene-appended naphthalimide-dipicolylamine
    Yoon, Shin A.
    Lee, Jinju
    Lee, Min Hee
    SENSORS AND ACTUATORS B-CHEMICAL, 2018, 258 : 50 - 55
  • [9] Fluorescent salicylaldehyde hydrazone as selective chemosensor for Zn2+ in aqueous ethanol: a ratiometric approach
    Li, Na
    Tang, Weixin
    Xiang, Yu
    Tong, Aijun
    Jin, Peiyuan
    Ju, Yong
    LUMINESCENCE, 2010, 25 (06) : 445 - 451
  • [10] A novel "off-on" type fluorescent chemosensor for detection of Zn2+ and its zinc complex for "on-off" fluorescent sensing of sulfide in aqueous solution, in vitro and in vivo
    Jung, Jae Min
    Kang, Ji Hye
    Han, Jiyeon
    Lee, Hyojin
    Lim, Mi Hee
    Kim, Ki-Tae
    Kim, Cheal
    SENSORS AND ACTUATORS B-CHEMICAL, 2018, 267 : 58 - 69