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
  • [21] Hybrid Fluorescent Probes for Imaging Membrane Tension Inside Living Cells
    Deo, Claire
    ACS CENTRAL SCIENCE, 2020, 6 (08) : 1285 - 1287
  • [22] Lysosome-targeting turn-on red/NIR BODIPY probes for imaging hypoxic cells
    Kong, Xiangduo
    Di, Linting
    Fan, Yunshi
    Zhou, Zhikuan
    Feng, Xinjiang
    Gai, Lizhi
    Tian, Jiangwei
    Lu, Hua
    CHEMICAL COMMUNICATIONS, 2019, 55 (77) : 11567 - 11570
  • [23] Imaging the invisible—Bioorthogonal Raman probes for imaging of cells and tissues
    Azemtsop Matanfack, Georgette
    Rüger, Jan
    Stiebing, Clara
    Schmitt, Michael
    Popp, Jürgen
    Journal of Biophotonics, 2020, 13 (09):
  • [24] Turn-on fluorescence chemosensor for fluoride ions and its applicability in imaging of living cells
    Ponnuvel, Kandasamy
    Padmini, Vediappen
    JOURNAL OF LUMINESCENCE, 2016, 169 : 289 - 294
  • [25] A selective fluorescent turn-on probe for imaging and sensing of hydrogen peroxide in living cells
    Ciou, Jyun-Jia
    Wu, Tzu-Chien
    Chen, Zhi-Jia
    Cheng, Bill
    Lai, Chian-Hui
    ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2023, 415 (20) : 4949 - 4959
  • [26] A turn-on fluorescence probe for imaging iodide in living cells based on an elimination reaction
    Kong, Fanpeng
    Meng, Xiaoyue
    Chu, Ranran
    Xu, Kehua
    Tang, Bo
    CHEMICAL COMMUNICATIONS, 2015, 51 (32) : 6925 - 6927
  • [27] Turn-on Fluorescent Biosensors for Imaging Hypoxia-like Conditions in Living Cells
    Guisan-Ceinos, Santiago
    Rivero, Alexandra R.
    Romeo-Gella, Fernando
    Simon-Fuente, Silvia
    Gomez-Pastor, Silvia
    Calvo, Natalia
    Orrego, Alejandro H.
    Manuel Guisan, Jose
    Corral, Ines
    Sanz-Rodriguez, Francisco
    Ribagorda, Maria
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (18) : 8185 - 8193
  • [28] A turn-on PET fluorescence sensor for imaging Cu2+ in living cells
    He, Guangjie
    Zhao, Xiuwen
    Zhang, Xiaolin
    Fan, Hongjun
    Wu, Shuo
    Li, Huaqiang
    He, Cheng
    Duan, Chunying
    NEW JOURNAL OF CHEMISTRY, 2010, 34 (06) : 1055 - 1058
  • [29] Highly selective fluorescence turn-on sensor for hydrogen sulfide and imaging in living cells
    Wang, Jiaoliang
    Long, Liping
    Xie, Dan
    Zhan, Youwen
    JOURNAL OF LUMINESCENCE, 2013, 139 : 40 - 46
  • [30] Design of Nitroso-Modified Naphthylene-Based Fluorophores as Photoactivatable Bioorthogonal Turn-On Probes
    Tian, Yulin
    Yang, Hong
    Li, Xiang
    Wang, Yongcheng
    Teng, Yu
    Yin, Dali
    ORGANIC LETTERS, 2021, 23 (09) : 3782 - 3787