Bioorthogonal Turn-On Probes for Imaging Small Molecules inside Living Cells

被引:348
|
作者
Devaraj, Neal K. [1 ]
Hilderbrand, Scott [1 ]
Upadhyay, Rabi [1 ]
Mazitschek, Ralph [1 ]
Weissleder, Ralph [1 ]
机构
[1] Massachusetts Gen Hosp, Ctr Syst Biol, Richard B Simches Res Ctr, Boston, MA 02114 USA
关键词
bioorthogonal; reactions; cycloaddition; fluorogenic tags; imaging; tetrazine; COPPER(I)-CATALYZED AZIDE-ALKYNE; CLICK CHEMISTRY; STAUDINGER LIGATION; FLUORESCENT TAXOIDS; CANCER-CELLS; COPPER-FREE; CYCLOADDITION; SYSTEMS; ABSENCE; DYE;
D O I
10.1002/anie.200906120
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Glowing tags: A series of activatable ("urn-on") tetrazine-conjugated fluorescent probes was developed, which react rapidly in an inverse-electron-demand [4+2] cycloaddition with strained dienophiles such as trans-cyclooctene, thereby strongly increasing the fluorescence intensity (see picture), The novel turn-on probes were applied for intracellular livecell imaging of a microtubuli-binding trans-cyclooctene modified taxol, © 2010 Wiley-VCH Verlag GmbH & Co. KGaA,.
引用
收藏
页码:2869 / 2872
页数:4
相关论文
共 50 条
  • [1] Selective turn-on fluorescent probes for imaging hydrogen sulfide in living cells
    Montoya, Leticia A.
    Pluth, Michael D.
    CHEMICAL COMMUNICATIONS, 2012, 48 (39) : 4767 - 4769
  • [2] BODIPY-Tetrazine Derivatives as Superbright Bioorthogonal Turn-on Probes
    Carlson, Jonathan C. T.
    Meimetis, Labros G.
    Hilderbrand, Scott A.
    Weissleder, Ralph
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (27) : 6917 - 6920
  • [3] Two phenanthroimidazole turn-on probes for the rapid detection of selenocysteine and its application in living cells imaging
    Wang, Zongcheng
    Su, Weikang
    Zheng, Huihuang
    Yang, Shun
    Yang, Tingting
    Han, Ting
    Dessie, Wubliker
    He, Xingrui
    Jiang, Yuren
    Hao, Yuanqiang
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2022, 267
  • [4] Selective turn-on fluorescent probes for detection of hydrogen sulfide in living cells
    Montoya, Leticia
    Pluth, Michael
    NITRIC OXIDE-BIOLOGY AND CHEMISTRY, 2012, 27 : S36 - S37
  • [5] A turn-on fluorescent probe for tumor hypoxia imaging in living cells
    Cai, Qi
    Yu, Tao
    Zhu, Weiping
    Xu, Yufang
    Qian, Xuhong
    CHEMICAL COMMUNICATIONS, 2015, 51 (79) : 14739 - 14741
  • [6] A selective turn-on fluorescent sensor for imaging copper in living cells
    Zeng, L
    Miller, EW
    Pralle, A
    Isacoff, EY
    Chang, CJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (01) : 10 - 11
  • [7] A selective turn-on fluorescent sensor for imaging copper in living cells
    Zeng, Li
    Miller, Evan W.
    Pralle, Arnd
    Isacoff, Ehud Y.
    Chang, Christopher J.
    Journal of the American Chemical Society, 2006, 128 (01): : 10 - 11
  • [8] Bioorthogonal Probes for Imaging Sterols in Cells
    Jao, Cindy Y.
    Nedelcu, Daniel
    Lopez, Lyle V.
    Samarakoon, Thilani N.
    Welti, Ruth
    Salic, Adrian
    CHEMBIOCHEM, 2015, 16 (04) : 611 - 617
  • [9] Two coumarin-based turn-on fluorescent probes based on for hypochlorous acid detection and imaging in living cells
    Wang, Qingming
    Jin, Lei
    Wang, Wenling
    Dai, Lihui
    Tan, Xiaoxue
    Zhao, Cong
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 211 : 239 - 245
  • [10] Nitrogen doped carbon nanocage modulated turn-on fluorescent probes for ATP detection in vitro and imaging in living cells
    Liao, Xianjiu
    Wu, Jing
    Du, Yan
    Peng, Wei
    Yao, Yao
    Machuki, Jeremiah Ong'achwa
    Geng, Deqin
    Gao, Fenglei
    ANALYTICAL METHODS, 2018, 10 (39) : 4765 - 4775