A naphthalimide-based fluorescent probe with mitochondria targeting for GSH sensing and cancer cell recognition

被引:23
|
作者
Cheng, Geng-Jin-Sheng [1 ,2 ]
Qin, Jia-Mei [1 ]
Li, Xue [1 ]
Cao, Qian-Yong [1 ]
机构
[1] Nanchang Univ, Coll Chem & Chem Engn, Nanchang 330031, Peoples R China
[2] Gannan Med Univ, Sch Pharmaceut Sci, Ganzhou 341000, Peoples R China
关键词
Naphthalimide; Ferrocene; Fluorescence; Mitochondria; -targeted; GSH sensing; Cancer cell recognition; GLUTATHIONE; PRODRUG; SIDE; CYS;
D O I
10.1016/j.dyepig.2023.111089
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
GSH is an important biological thiol which involves many biological processes, and also an biomarker for cancer. So it's urgent to develop fluorescent probes with excellent sensitivity and high selectivity for GSH detection. Herein, we develop a new GSH-responsive fluorescent probe TPP-Naph-SS-Fc based on PET (photoinduced electron transfer) mechanism. TPP-Naph-SS-Fc contains naphthalimide fluorephore, the ferrocene quencher, the disulfide cleavage bond and the triphenylphosphine mitochondrial localizer. It shows a fluorescence turn-on response toward GSH for cleavage the disulfide bond, which result in the blocking of PET process. Especially, this probe can localize in mitochondria and make real-time imaging of GSH, also demonstrate the ability to distinguish between cancerous and normal cells.
引用
收藏
页数:7
相关论文
共 50 条
  • [1] Novel Mitochondria-Targeting and Naphthalimide-based Fluorescent Probe for Detecting HClO in Living Cells
    Xu, Junhong
    Wang, Chunyan
    Ma, Qiujuan
    Zhang, Hongtao
    Tian, Meiju
    Sun, Jingguo
    Wang, Baiyan
    Chen, Yacong
    ACS OMEGA, 2021, 6 (22): : 14399 - 14409
  • [2] A naphthalimide-based fluorescent probe for quantitative sensing of UV light
    Wang, Maolin
    Wei, Tingwen
    Jiang, Long
    Wang, Jing
    Li, Yajing
    Wu, Wenyan
    Huang, Xiaojian
    Wang, Fang
    Lu, Sheng
    Chen, Xiaoqiang
    DYES AND PIGMENTS, 2022, 206
  • [3] A Golgi Apparatus-Targeting, Naphthalimide-Based Fluorescent Molecular Probe for the Selective Sensing of Formaldehyde
    Fortibui, Maxine Mambo
    Lim, Wanyoung
    Lee, Sohyun
    Park, Sungsu
    Kim, Jinheung
    MOLECULES, 2021, 26 (16):
  • [4] A highly selective naphthalimide-based ratiometric fluorescent probe for the recognition of tyrosinase and cellular imaging
    Sidhu, Jagpreet Singh
    Singh, Ashutosh
    Garg, Neha
    Kaur, Navneet
    Singh, Narinder
    ANALYST, 2018, 143 (18) : 4476 - 4483
  • [5] Hydrogen-bond activated ESIPT in naphthalimide-based fluorescent probe for sensing volatile amines
    Tang, Xinxue
    Zhu, Xuguang
    Xu, Huilong
    Sun, Hao
    Han, Xiang 'en
    Li, Qun
    Zhou, Binbin
    Ni, Zhonghai
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2022, 281
  • [6] Detection of Silver and Mercury Ions Using Naphthalimide-Based Fluorescent Probe
    Yu, Chunwei
    Li, Xiangxiang
    Yang, Mei
    Xie, Yinghao
    Zhang, Jun
    MOLECULES, 2024, 29 (21):
  • [7] Rational design of a reversible fluorescent probe for sensing GSH in mitochondria
    Shu, Wei
    Yu, Jin
    Wang, Huidan
    Yu, Anji
    Xiao, Liyan
    Li, Zhuohang
    Zhang, Haitao
    Zhang, Yu
    Wu, Yulong
    ANALYTICA CHIMICA ACTA, 2022, 1220
  • [8] Bioimaging of labile lysosomal iron through naphthalimide-based fluorescent probe
    Silswal, Akshay
    Weslie, Paersis
    Koner, Apurba Lal
    TALANTA, 2023, 254
  • [9] Rational design of a reversible fluorescent probe for sensing GSH in mitochondria
    Shu, Wei
    Yu, Jin
    Wang, Huidan
    Yu, Anji
    Xiao, Liyan
    Li, Zhuohang
    Zhang, Haitao
    Zhang, Yu
    Wu, Yulong
    Analytica Chimica Acta, 2022, 1220
  • [10] New photostable naphthalimide-based fluorescent probe for mitochondrial imaging and tracking
    Huang, Saipeng
    Han, Rongcheng
    Zhuang, Qianfen
    Du, Libo
    Jia, Hongying
    Liu, Yangping
    Liu, Yang
    BIOSENSORS & BIOELECTRONICS, 2015, 71 : 313 - 321