A highly selective fluorescent probe for thiol bioimaging

被引:262
作者
Bouffard, Jean [1 ,2 ]
Kim, Youngmi [1 ,2 ]
Swager, Timothy M. [1 ,2 ]
Weissleder, Ralph [1 ,2 ]
Hilderbrand, Scott A. [1 ,2 ]
机构
[1] Harvard Univ, Sch Med, Massachusetts Gen Hosp, Ctr Mol Imaging Res, Charlestown, MA 02129 USA
[2] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ol702539v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new fluorescent turn-on probe (3) for the selective sensing and bioimaging of thiols is reported. In aqueous buffer solutions at physiological pH, thiols cleave the 2,4-dinitrobenzenesulfonyl group to release the red-emissive donor-acceptor fluorophore (4). The probe displays excellent immunity to interference from nitrogen and oxygen nucleophiles and the imaging of thiols in living cells is demonstrated.
引用
收藏
页码:37 / 40
页数:4
相关论文
共 30 条
  • [1] BRAND VT, 1953, ANAL CHEM, V25, P769
  • [2] TISSUE SULFHYDRYL GROUPS
    ELLMAN, GL
    [J]. ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1959, 82 (01) : 70 - 77
  • [3] Oxidant signals and oxidative stress
    Finkel, T
    [J]. CURRENT OPINION IN CELL BIOLOGY, 2003, 15 (02) : 247 - 254
  • [4] Oxidants, oxidative stress and the biology of ageing
    Finkel, T
    Holbrook, NJ
    [J]. NATURE, 2000, 408 (6809) : 239 - 247
  • [5] Homocysteine
    Finkelstein, JD
    Martin, JJ
    [J]. INTERNATIONAL JOURNAL OF BIOCHEMISTRY & CELL BIOLOGY, 2000, 32 (04) : 385 - 389
  • [6] 2,4-dinitrobenzenesulfonamides: A simple and practical method for the preparation of a variety of secondary amines and diamines.
    Fukuyama, T
    Cheung, M
    Jow, CK
    Hidai, Y
    Kan, T
    [J]. TETRAHEDRON LETTERS, 1997, 38 (33) : 5831 - 5834
  • [7] Molecular rotors - fluorescent biosensors for viscosity and flow
    Haidekker, Mark A.
    Theodorakis, Emmanuel A.
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (11) : 1669 - 1678
  • [8] Haugland R. P., 2002, HDB FLUORESCENT PROB, P79
  • [9] PLASMA CYSTEINE AND SULFATE LEVELS IN PATIENTS WITH MOTOR-NEURON, PARKINSONS AND ALZHEIMERS-DISEASE
    HEAFIELD, MT
    FEARN, S
    STEVENTON, GB
    WARING, RH
    WILLIAMS, AC
    STURMAN, SG
    [J]. NEUROSCIENCE LETTERS, 1990, 110 (1-2) : 216 - 220
  • [10] Jacobsen DW, 1998, CLIN CHEM, V44, P1833