A Novel Ratiometric Two-Photon Fluorescent Probe for the Detection of Biothiols in Solution and Imaging of Living Cells

被引：32
作者：
Wu, Qing-Qing [1 ]
Xiao, Zu-Feng [1 ]
Du, Xiao-Jiao [2 ,3 ]
Song, Qin-Hua [1 ]
机构：
[1] Univ Sci & Technol China, Joint Lab Green Synthet Chem, Dept Chem, Hefei 230026, Peoples R China
[2] Univ Sci & Technol China, CAS Key Lab Brain Funct & Dis, Hefei 230027, Anhui, Peoples R China
[3] Univ Sci & Technol China, Sch Life Sci, Hefei 230027, Anhui, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2013年 / 8卷 / 11期
基金：
中国国家自然科学基金;
关键词：
cellular imaging; fluorescent probes; intramolcular charge transfer; quinolines; thiols; LARGE STOKES SHIFT; TURN-ON PROBE; THIOL PROBE; SELECTIVE DETECTION; CYSTEINE; GLUTATHIONE; HOMOCYSTEINE; QUANTIFICATION; NAPHTHALIMIDE; RECOGNITION;
D O I：
10.1002/asia.201300491
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
What a great response: A novel fluorescent probe for biothiols has been constructed based on the Michael addition. The adducts of the probe with thiols possess an intramolecular charge transfer character in their excited states, and detection of biothiols reveals a ratiometric spectral response. Furthermore, biothiols were detected through cell imaging under both one-photon and two-photon excitations. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：2564 / 2568
页数：5
相关论文
共 64 条
[1]   Design of organic molecules with large two-photon absorption cross sections [J].
Albota, M ;
Beljonne, D ;
Brédas, JL ;
Ehrlich, JE ;
Fu, JY ;
Heikal, AA ;
Hess, SE ;
Kogej, T ;
Levin, MD ;
Marder, SR ;
McCord-Maughon, D ;
Perry, JW ;
Röckel, H ;
Rumi, M ;
Subramaniam, C ;
Webb, WW ;
Wu, XL ;
Xu, C .
SCIENCE, 1998, 281 (5383) :1653-1656
[2]  
[Anonymous], 2009, ANGEW CHEM, DOI DOI 10.1002/ANGE.200805693
[3]   A highly selective fluorescent probe for thiol bioimaging [J].
Bouffard, Jean ;
Kim, Youngmi ;
Swager, Timothy M. ;
Weissleder, Ralph ;
Hilderbrand, Scott A. .
ORGANIC LETTERS, 2008, 10 (01) :37-40
[4]   A Ratiometric Fluorescent Probe for Thiols Based on a Tetrakis (4-hydroxyphenyl)porphyrin-Coumarin Scaffold [J].
Cao, Xiaowei ;
Lin, Weiying ;
Yu, Quanxing .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (18) :7423-7430
[5]   Fluorescent and colorimetric probes for detection of thiols [J].
Chen, Xiaoqiang ;
Zhou, Ying ;
Peng, Xiaojun ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (06) :2120-2135
[6]   A thiol-specific fluorescent probe and its application for bioimaging [J].
Chen, Xiaoqiang ;
Ko, Sung-Kyun ;
Kim, Min Jung ;
Shin, Injae ;
Yoon, Juyoung .
CHEMICAL COMMUNICATIONS, 2010, 46 (16) :2751-2753
[7]   Geometry Relaxation-Induced Large Stokes Shift in Red-Emitting Borondipyrromethenes (BODIPY) and Applications in Fluorescent Thiol Probes [J].
Chen, Yinghui ;
Zhao, Jianzhang ;
Guo, Huimin ;
Xie, Lijuan .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (05) :2192-2206
[8]  
DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001
[9]   Colorimetric and Ratiometric Fluorescent Chemosensor Based on Diketopyrrolopyrrole for Selective Detection of Thiols: An Experimental and Theoretical Study [J].
Deng, Ling ;
Wu, Wenting ;
Guo, Huimin ;
Zhao, Jianzhang ;
Ji, Shaomin ;
Zhang, Xin ;
Yuan, Xiaolin ;
Zhang, Chunlei .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (22) :9294-9304
[10]   Fluoro- and Chromogenic Chemodosimeters for Heavy Metal Ion Detection in Solution and Biospecimens [J].
Duong Tuan Quang ;
Kim, Jong Seung .
CHEMICAL REVIEWS, 2010, 110 (10) :6280-6301
1234567