Development of 2,6-carboxy-substituted boron dipyrromethene (BODIPY) as a novel scaffold of ratiometric fluorescent probes for live cell imaging

被引:77
作者
Komatsu, Toru [1 ,3 ]
Urano, Yasuteru [1 ]
Fujikawa, Yuuta [1 ,3 ]
Kobayashi, Tomonori [1 ,3 ]
Kojima, Hirotatsu [2 ]
Terai, Takuya [1 ]
Hanaoka, Kenjiro [1 ]
Nagano, Tetsuo [1 ,2 ,3 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Univ Tokyo, Chem Biol Res Initiat, Tokyo 1130033, Japan
[3] Japan Sci & Technol Agcy, CREST, Tokyo, Japan
关键词
RESONANCE; DESIGN; DYES;
D O I
10.1039/b917209b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ratiometric fluorescent probes based on boron dipyrromethene (BODIPY) were developed based on a novel design strategy, in which a change of the electron-withdrawing character of the 2,6-substituents resulting from reaction with a target molecule generates a fluorescence wavelength change.
引用
收藏
页码:7015 / 7017
页数:3
相关论文
共 15 条
  • [1] An efficient fluorescent probe for ratiometric pH measurements in aqueous solutions
    Charier, S
    Ruel, O
    Baudin, JB
    Alcor, D
    Allemand, JF
    Meglio, A
    Jullien, L
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (36) : 4785 - 4788
  • [2] Bis(2-pyridyl)-substituted boratriazaindacene as an NIR-emitting chemosensor for Hg(II)
    Coskun, Ali
    Yilmaz, M. Deniz
    Akkaya, Engin U.
    [J]. ORGANIC LETTERS, 2007, 9 (04) : 607 - 609
  • [3] Signaling recognition events with fluorescent sensors and switches
    de Silva, AP
    Gunaratne, HQN
    Gunnlaugsson, T
    Huxley, AJM
    McCoy, CP
    Rademacher, JT
    Rice, TE
    [J]. CHEMICAL REVIEWS, 1997, 97 (05) : 1515 - 1566
  • [4] GRYNKIEWICZ G, 1985, J BIOL CHEM, V260, P3440
  • [5] A SURVEY OF HAMMETT SUBSTITUENT CONSTANTS AND RESONANCE AND FIELD PARAMETERS
    HANSCH, C
    LEO, A
    TAFT, RW
    [J]. CHEMICAL REVIEWS, 1991, 91 (02) : 165 - 195
  • [6] Development of an iminocoumarin-based zinc sensor suitable for ratiometric fluorescence imaging of neuronal zinc
    Komatsu, Kensuke
    Urano, Yasuteru
    Kojima, Hirotatsu
    Nagano, Tetsuo
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (44) : 13447 - 13454
  • [7] BODIPY dyes and their derivatives: Syntheses and spectroscopic properties
    Loudet, Aurore
    Burgess, Kevin
    [J]. CHEMICAL REVIEWS, 2007, 107 (11) : 4891 - 4932
  • [8] Prodrugs:: design and clinical applications
    Rautio, Jarkko
    Kumpulainen, Hanna
    Heimbach, Tycho
    Oliyai, Reza
    Oh, Dooman
    Jarvinen, Tomi
    Savolainen, Jouko
    [J]. NATURE REVIEWS DRUG DISCOVERY, 2008, 7 (03) : 255 - 270
  • [9] Mammalian carboxylesterases: from drug targets to protein therapeutics
    Redinbo, MR
    Potter, PM
    [J]. DRUG DISCOVERY TODAY, 2005, 10 (05) : 313 - +
  • [10] An ICT-Based approach to ratiometric fluorescence imaging of hydrogen peroxide produced in living cells
    Srikun, Duangkhae
    Miller, Evan W.
    Dornaille, Dylan W.
    Chang, Christopher J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (14) : 4596 - +