Triphenylmethane dyes as fluorescent probes for G-quadruplex recognition

被引:49
作者
Guo, Jun-Hong [2 ]
Zhu, Li-Na [3 ]
Kong, De-Ming [1 ,2 ]
Shen, Han-Xi [2 ]
机构
[1] Nankai Univ, Key Lab Funct Polymer Mat, Minist Educ, Tianjin 300071, Peoples R China
[2] Nankai Univ, Dept Chem, Res Ctr Analyt Sci, Tianjin 300071, Peoples R China
[3] Tianjin Univ, Dept Chem, Tianjin 300072, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescent probe; Triphenylmethane dye; G-quadruplex; Double-stranded DNA; Single-stranded DNA; C-MYC PROMOTER; DNA STRUCTURES; SMALL-MOLECULE; BINDING; TELOMERASE; INHIBITION; REGION;
D O I
10.1016/j.talanta.2009.07.034
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Triphenylmethane (TPM) dyes normally render rather weak fluorescence due to easy vibrational deexcitation. However, when they stack onto the two external G-quartets of a G-quadruplex (especially intramolecular G-quadruplex), such vibrations will be restricted, resulting in greatly enhanced fluorescence intensities. Thus, TPM dyes may be developed as sensitive G-quadruplex fluorescent probes. Here, fluorescence spectra and energy transfer spectra of five TPM dyes in the presence of G-quadruplexes, single- or double-stranded DNAs were compared. The results show that the fluorescence spectra of four TPM dyes can be used to discriminate intramolecular G-quadruplexes from intermolecular G-quadruplexes, single- and double-stranded DNAs. The energy transfer fluorescence spectra and energy transfer fluorescence titration can be used to distinguish G-quadruplexes (including intramolecular and intermolecular G-quadruplexes) from single- and double-stranded DNAs. Positive charges and substituent size in TPM dyes may be two important factors in influencing the binding stability of the dyes and G-quadruplexes. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:607 / 613
页数:7
相关论文
共 24 条
[1]   Fluorescent dyes specific for quadruplex DNA [J].
Arthanari, H ;
Basu, S ;
Kawano, TL ;
Bolton, PH .
NUCLEIC ACIDS RESEARCH, 1998, 26 (16) :3724-3728
[2]   Aptamers switch on fluorescence of triphenylmethane dyes [J].
Babendure, JR ;
Adams, SR ;
Tsien, RY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (48) :14716-14717
[3]   Cyclo[n]pyrroles:: Size and site-specific binding to G-quadruplexes [J].
Baker, ES ;
Lee, JT ;
Sessler, JL ;
Bowers, MT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (08) :2641-2648
[4]   Effect of BSA binding on photophysical and photochemical properties of triarylmethane dyes [J].
Baptista, MS ;
Indig, GL .
JOURNAL OF PHYSICAL CHEMISTRY B, 1998, 102 (23) :4678-4688
[5]   Interaction of malachite green with guanine-rich single-stranded DNA: preferential binding to a G-quadruplex [J].
Bhasikuttan, Achikanath C. ;
Mohanty, Jyotirmayee ;
Pal, Haridas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (48) :9305-9307
[6]   Exploring the differential recognition of DNA G-quadruplex targets by small molecules using dynamic combinatorial chemistry [J].
Bugaut, Anthony ;
Jantos, Katja ;
Wietor, Jean-Luc ;
Rodriguez, Raphael ;
Sanders, Jeremy K. M. ;
Balasubramanian, Shankar .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (14) :2677-2680
[7]  
Hardin CC, 2001, BIOPOLYMERS, V56, P147, DOI 10.1002/1097-0282(2000/2001)56:3<147::AID-BIP10011>3.0.CO
[8]  
2-N
[9]   Fluorescent Sensor for Monitoring Structural Changes of G-Quadruplexes and Detection of Potassium Ion [J].
Kong, De-Ming ;
Ma, Yong-E ;
Guo, Jun-Hong ;
Yang, Wei ;
Shen, Han-Xi .
ANALYTICAL CHEMISTRY, 2009, 81 (07) :2678-2684
[10]   Discrimination of G-Quadruplexes from Duplex and Single-Stranded DNAs with Fluorescence and Energy-Transfer Fluorescence Spectra of Crystal Violet [J].
Kong, De-Ming ;
Ma, Yong-E. ;
Wu, Jing ;
Shen, Han-Xi .
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (04) :901-909