A sensitive fluorescent probe for cysteine and Cu2+ based on 1,8-naphthalimide derivatives and its application in living cells imaging

被引:36
|
作者
Shen, Ronghua [1 ]
Yang, Jingling [1 ]
Luo, Hong [1 ]
Wang, Bingxiang [1 ]
Jiang, Yuliang [1 ]
机构
[1] Nanjing Normal Univ, Coll Chem & Mat Sci, Jiangsu Key Lab Biofunct Mat, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Nanjing 210023, Jiangsu, Peoples R China
关键词
1,8-Naphthalimide-based derivatives; Fluorescent probe; Detection limits; Cells imaging; RHODAMINE; COPPER; HOMOCYSTEINE; SENSOR; NAPHTHALIMIDE; FLUOROPHORES; CHEMOSENSORS; INDICATORS; FE3+; AG+;
D O I
10.1016/j.tet.2016.12.016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new 1,8-naphthalimide derivative (NAD) was synthesized and employed as a highly sensitive and selective probe for the detection of cysteine (Cys) and Cu2+. The terminal olefin of NAD could react with Cys and resulting in fluorescence quenching, with the adding of Cu2+, the schiff base unit of NAD could coordinate with Cu2+ and lead to a highly selective fluorescence "turn-on" response. The detection limits reached as low as 25 nM for Cys and 11 nM for Cu2+. In addition, the NAD probe can be further applied to cells imaging owing to its photostability and low cytotoxicity. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:373 / 377
页数:5
相关论文
共 50 条
  • [31] A highly selective and sensitive 1,8-naphthalimide-based fluorescent sensor for Zn2+ imaging in living cells
    Liu, Daying
    Zhao, Ye
    Shi, Jun
    Zhu, Hualing
    Zhang, Tingting
    Qi, Pengpeng
    Chen, Jiatong
    Yang, Guangming
    He, Huarui
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2019, 29 (18) : 2646 - 2649
  • [32] A novel fluorescent molecule based on 1,8-naphthalimide: synthesis, spectral properties, and application in cell imaging
    Haibo Xiao
    Minjuan Chen
    Guanghao Shi
    Lei Wang
    Hongyao Yin
    Chong Mei
    Research on Chemical Intermediates, 2010, 36 : 1021 - 1026
  • [33] A novel fluorescent molecule based on 1,8-naphthalimide: synthesis, spectral properties, and application in cell imaging
    Xiao, Haibo
    Chen, Minjuan
    Shi, Guanghao
    Wang, Lei
    Yin, Hongyao
    Mei, Chong
    RESEARCH ON CHEMICAL INTERMEDIATES, 2010, 36 (09) : 1021 - 1026
  • [34] 1,8-Naphthalimide modified [12]aneN3 compounds as selective and sensitive probes for Cu2+ ions and ATP in aqueous solution and living cells
    Gao, Yong-Guang
    Tang, Quan
    Shi, You-Di
    Zhang, Ying
    Lu, Zhong-Lin
    TALANTA, 2016, 152 : 438 - 446
  • [35] A pyrazolopyrimidine based fluorescent probe for the detection of Cu2+ and Ni2+ and its application in living cells
    Gu, Yun-Qiong
    Shen, Wen-Ying
    Zhou, Yan
    Chen, Shan-Feng
    Mi, Yan
    Long, Bing-Fan
    Young, David J.
    Hu, Fei-Long
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 209 : 141 - 149
  • [36] A 1,8-naphthalimide-based turn-on fluorescent probe for imaging mitochondrial hydrogen peroxide in living cells
    Dai, Fang
    Jin, Fang
    Long, Ying
    Jin, Xiao-Ling
    Zhou, Bo
    FREE RADICAL RESEARCH, 2018, 52 (11-12) : 1288 - 1295
  • [37] Novel 1,8-naphthalimide dye for multichannel sensing of H+ and Cu2+
    Chen, Yufen
    Tang, Tengxuan
    Chen, Yuhua
    Xu, Dongmei
    RESEARCH ON CHEMICAL INTERMEDIATES, 2018, 44 (04) : 2379 - 2393
  • [38] Novel 1,8-naphthalimide dye for multichannel sensing of H+ and Cu2+
    Yufen Chen
    Tengxuan Tang
    Yuhua Chen
    Dongmei Xu
    Research on Chemical Intermediates, 2018, 44 : 2379 - 2393
  • [39] Development of an oxidative dehydrogenation-based fluorescent probe for Cu2+ and its biological imaging in living cells
    Fan, Jiangli
    Liu, Xiaojian
    Hu, Mingming
    Zhu, Hao
    Song, Fengling
    Peng, Xiaojun
    ANALYTICA CHIMICA ACTA, 2012, 735 : 107 - 113
  • [40] A Novel Naked-Eye and Dual-Channel Responsive Fluorescent Probe for Cu2+ Based on 3,4-Disubstituted-1,8-naphthalimide
    Li, Hui
    Hao, Zhi-yun
    Meng, Xin
    Zhu, Yi-chang
    CHINESE JOURNAL OF CHEMICAL PHYSICS, 2015, 28 (02) : 235 - 239