A fluorescent dye with large Stokes shift and high stability: synthesis and application to live cell imaging

被引：158
作者：
Gao, Zheng [1 ,2 ]
Hao, Yongcao [1 ]
Zheng, Meiling [1 ]
Chen, Yi [1 ]
机构：
[1] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100190, Peoples R China
来源：
RSC ADVANCES | 2017年 / 7卷 / 13期
基金：
中国国家自然科学基金;
关键词：
CONJUGATED POLYMER NANOPARTICLES; CHEMICAL BIOLOGY; BODIPY DYES; PHOTOSTABILITY; DERIVATIVES; CYANINES; PROBES; WATER; RED; ELECTROLUMINESCENCE;
D O I：
10.1039/c6ra27547h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A fluorescent dye, 2,5-bis(6-amine-benzoxazol-2-yl) thiophene (BBTA), was synthesized by a two-step reaction from starting material 2,5-bis(benzoxazol-2-yl) thiophene (BBT). BBTA exhibited strong emission and large Stokes shift in solvent, and the largest Stokes shift (Delta lambda = 186 nm or Delta nu = 8572 cm(-1)) was obtained in buffer solution (PBS, pH = 7.2) with 5% (v/v) of polyethylene glycol monomethyl ether (mPEG(550), MW = 550) as additive. Application of BBTA to live cell imaging showed that BBTA was clearly expressed in mitochondria with high contrast. Besides, BBTA showed low cytotoxicity and excellent photo-stability.
引用
收藏
页码：7604 / 7609
页数：6
相关论文
共 50 条
  • [1] Novel Benzothiophene-Based Fluorescent Dye Exhibiting a Large Stokes Shift
    Kaskova, Zinaida M.
    Baleeva, Nadezhda S.
    Nelyubina, Yulia V.
    Andrianova, Anastasia A.
    Kaskova, Zinaida M.
    Tsarkova, Aleksandra S.
    SYNLETT, 2021, 32 (20) : 2059 - 2062
  • [2] Highly fluorescent perylene dyes with large stokes shifts: synthesis, photophysical properties, and live cell imaging
    Qiao, Yanjun
    Chen, Jingtian
    Yi, Xuegang
    Duan, Wenfeng
    Gao, Baoxiang
    Wu, Yonggang
    TETRAHEDRON LETTERS, 2015, 56 (21) : 2749 - 2753
  • [3] Naphthalene-fused BODIPY with large Stokes shift as saturated-red fluorescent dye for living cell imaging
    Yang, Liutao
    Liu, Ying
    Ma, Chunping
    Liu, Wei
    Li, Yang
    Li, Lixin
    DYES AND PIGMENTS, 2015, 122 : 1 - 5
  • [4] A novel and stable fluorescent probe for tracking Hg2+ with large Stokes shift and its application in cell imaging
    Cui, Wei-Long
    Zhang, Zhi-Hao
    Wang, Lin
    Qu, Jianbo
    Wang, Jian-Yong
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2022, 267
  • [5] Asymmetric anthracene-fused BODIPY dye with large Stokes shift: Synthesis, photophysical properties and bioimaging
    Yang, Liutao
    Liu, Ying
    Zhou, Xiangge
    Wu, Yujiao
    Ma, Chunping
    Liu, Wei
    Zhang, Chun
    DYES AND PIGMENTS, 2016, 126 : 232 - 238
  • [6] A dual colorimetric fluorescent probe with large Stokes shift for F- detection in the near infrared and its application in cell imaging
    Pei, Shuchen
    Pei, Xinyu
    Li, Chaozheng
    Zeng, Wenhong
    Chi, Yuting
    Chen, Xinan
    Chai, Shuiqin
    Chen, Jun
    INORGANICA CHIMICA ACTA, 2023, 555
  • [7] A highly fluorescent water soluble spirobifluorene dye with a large Stokes shift: synthesis, characterization and bio-applications
    Schlueter, Friederike
    Riehemann, Kristina
    Kehr, Nermin Seda
    Quici, Silvio
    Daniliuc, Constantin G.
    Rizzo, Fabio
    CHEMICAL COMMUNICATIONS, 2018, 54 (06) : 642 - 645
  • [8] Synthesis and characterization of novel fluorescent BOPIM dyes with large Stokes shift
    Mao, Miaofu
    Xiao, Shuzhang
    Yi, Tao
    Zou, Kun
    JOURNAL OF FLUORINE CHEMISTRY, 2011, 132 (09) : 612 - 616
  • [9] A GSH Fluorescent Probe with a Large Stokes Shift and Its Application in Living Cells
    Mao, Yueyuan
    Xu, Yediao
    Li, Zhi
    Wang, Yang
    Du, Huanhuan
    Liu, Lei
    Ding, Ran
    Liu, Guodong
    SENSORS, 2019, 19 (24)
  • [10] Design and Synthesis of Caged Fluorescent Nucleotides and Application to Live-cell RNA Imaging
    Ikeda, Shuji
    Kubota, Takeshi
    Wang, Dan Ohtan
    Yanagisawa, Hiroyuki
    Umemoto, Tadashi
    Okamoto, Akimitsu
    CHEMBIOCHEM, 2011, 12 (18) : 2871 - 2880
12345