Vinyl-diazine triphenylamines and their N-methylated derivatives: Synthesis, photophysical properties and application for staining DNA

被引:42
|
作者
Aranda, Ana I. [1 ,2 ]
Achelle, Sylvain [1 ,2 ]
Hammerer, Fabien [1 ,2 ]
Mahuteau-Betzer, Florence [1 ,2 ]
Teulade-Fichou, Marie-Paule [1 ,2 ]
机构
[1] Univ Paris 11, Ctr Univ Orsay, CNRS, UMR 176,Inst Curie, F-91405 Orsay, France
[2] Univ Paris 11, Ctr Univ Orsay, Sect Rech, Inst Curie, F-91405 Orsay, France
关键词
Diazines; Pyrimidine; Pyrazine; Triphenylamine; Fluorescence; DNA strainers; LIGHT-EMITTING PROPERTIES; 2-PHOTON ABSORPTION; FLUORESCENT PROPERTIES; OPTICAL-PROPERTIES; FACILE SYNTHESIS; PYRIMIDINE-CORE; BUILDING-BLOCK; RED EMITTERS; CHROMOPHORES; OLIGOMERS;
D O I
10.1016/j.dyepig.2012.04.009
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In this paper we describe the synthesis of vinyl-diazine triphenylamines. These compounds exhibit strong green-yellow fluorescence in dichloromethane solution, important emission solvatochromism and acidochromism. Regioselective N-alkylation of these dyes provides cationic compounds that exhibit affinity for double-stranded DNA. Binding to the biopolymer results in a strong bathochromic shift and increase of the emission intensity. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:400 / 407
页数:8
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