A mitochondria-oriented fluorescent probe for ultrafast and ratiometric detection of HSO3- based on naphthalimide-hemicyanine

被引:17
|
作者
Shen, Ronghua [1 ]
Qian, Ying [1 ]
机构
[1] Southeast Univ, Sch Chem & Chem Engn, Nanjing 211189, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
SULFUR-DIOXIDE DERIVATIVES; TURN-ON FLUORESCENCE; SO2; DERIVATIVES; SULFITE DETECTION; HIGH SELECTIVITY; RED EMISSION; LIVING CELLS; CANCER-CELLS; FRET; SENSOR;
D O I
10.1039/c9nj01467e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel ratiometric and red emitting fluorescent probe for naked-eye detection of HSO3- was developed based on Fluorescence Resonance Energy Transfer (FRET) from naphthalimide to hemicyanine. Naphthalimide was linked to the 1-position of the indole moiety via the ethylketone group. C?C double bonds conjugated with indole and 4-(piperazin-1-yl)benzene were applied as the recognizer and the probe displayed strong red fluorescence and week green fluorescence. Upon the addition of HSO3-, the obvious red fluorescence at 590 nm was quenched completely while the green fluorescence at 527 nm recovered. The selective probe showed excellent sensitivity to HSO3- with a low detection limit (LOD) of 61.2 nM and a fast response time of 30 s. The sensing mechanism proved to be Michael addition, which was confirmed by H-1 NMR. Moreover, the probe was mitochondria-oriented and employed for monitoring exogenous HSO3- in living cells. Overall the excellent performance of the probe proved great potential for practical and biological application.
引用
收藏
页码:7606 / 7612
页数:7
相关论文
共 50 条
  • [21] Ratiometric Detection of Cr3+ and Hg2+ by a Naphthalimide-Rhodamine Based Fluorescent Probe
    Mahato, Prasenjit
    Saha, Sukdeb
    Suresh, E.
    Di Liddo, Rosa
    Parnigotto, Pier Paolo
    Conconi, Maria Teresa
    Kesharwani, Manoj K.
    Ganguly, Bishwajit
    Das, Amitava
    [J]. INORGANIC CHEMISTRY, 2012, 51 (03) : 1769 - 1777
  • [22] A novel "AIE plus ESIPT" mechanism-based fluorescent probe for visual alternating recognition of HSO3- /H2O2 and its HSO3- detection in food samples
    Huang, Yanru
    Li, Ying
    Huang, Xiaoyao
    Tang, Lijun
    Yan, Xiaomei
    [J]. DYES AND PIGMENTS, 2024, 222
  • [23] A novel pyridinium-based fluorescent probe for ratiometric detection of peroxynitrite in mitochondria
    Shen, Youming
    Dai, Lingcong
    Zhang, Youyu
    Li, Haitao
    Chen, Yuandao
    Zhang, Chunxiang
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2020, 228
  • [24] A New Cationic Fluorescent Probe for HSO3- Based on Bisulfite Induced Aggregation Self-Assembly
    Zhang, Xing
    Su, Shao-Yuan
    Chen, Xuan-Ting
    Shen, Ling-Yi
    Zhang, Qi-Long
    Ni, Xin-Long
    Xu, Hong
    Wang, Zhi-Yong
    Redshaw, Carl
    [J]. MOLECULES, 2022, 27 (08):
  • [25] A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite
    Zhou, Xin
    Kwon, Younghee
    Kim, Gyoungmi
    Ryu, Ji-Hwan
    Yoon, Juyoung
    [J]. BIOSENSORS & BIOELECTRONICS, 2015, 64 : 285 - 291
  • [26] A hemicyanine-based colorimetric and ratiometric fluorescent probe for selective detection of cysteine and bioimaging in living cell
    Liu, Guotao
    Liu, Dan
    Han, Xie
    Sheng, Xiaole
    Xu, Zhigiang
    Liu, Sheng Hua
    Zeng, Lintao
    Yin, Jun
    [J]. TALANTA, 2017, 170 : 406 - 412
  • [27] A hemicyanine-based fluorescent probe for ratiometric detection of ClO-and turn-on detection of viscosity and its imaging application in mitochondria of living cells and zebrafish
    Xu, Si-Lin
    Guo, Fang-Fang
    Xu, Zhi-Hong
    Wang, Yuan
    James, Tony D.
    [J]. SENSORS AND ACTUATORS B-CHEMICAL, 2023, 383
  • [28] Selective detection of HSO3- in living cells using a pyrroloquinoline structure containing turn-on fluorescent probe
    Zhou, Jiahua
    Wang, Fa
    Xu, Yuan-Xiang
    Gu, Xue-Fang
    Shi, Yu-Jun
    Yang, Bing
    [J]. ANALYTICAL SCIENCES, 2022, 38 (08) : 1033 - 1038
  • [29] A novel ratiometric fluorescent probe based on 1, 8-naphthalimide for the detection of Ho3+ and its bioimaging
    Zhang, Huifang
    Liu, Tao
    Yin, Caixia
    Wen, Yin
    Chao, Jianbin
    Zhang, Yongbin
    Huo, Fangjun
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2017, 174 : 230 - 235
  • [30] A unique colorimetric and ratiometric reversible fluorescent probe for HSO3- /H2O2 detection and imaging in real water samples, rice leaves and roots
    Wang, Jian
    Li, Haoyang
    Xu, Weibo
    Zhang, Bo
    Wang, Yu
    Chen, Nan
    Zhou, Qinghai
    Ren, Tianrui
    [J]. DYES AND PIGMENTS, 2022, 205