Enhancement of fluorescence quenching and exciplex formation in DNA major groove by double incorporation of modified fluorescent deoxyuridines

被引:4
作者
Tanaka, Makiko [1 ,2 ]
Oguma, Kazuhiro [1 ,2 ]
Saito, Yoshio [1 ]
Saito, Isao [2 ]
机构
[1] Nihon Univ, Sch Engn, Dept Chem Biol & Appl Chem, Koriyama, Fukushima 9638642, Japan
[2] Nihon Univ, Sch Engn, NEWCAT Inst, Koriyama, Fukushima 9638642, Japan
关键词
DNA; Major groove; Modified nucleoside; Ethynyl linker; Exciplex; SUPRAMOLECULAR SCAFFOLD; HELICAL ARRANGEMENT; DUPLEX FORMATION; ENERGY-TRANSFER; PYRENE; OLIGONUCLEOTIDES; STABILIZATION;
D O I
10.1016/j.bmcl.2012.04.067
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
5-(1-Naphthalenylethynyl)-2'-deoxyuridine (U-N) and 5-[(4-cyano-1-naphthalenyl) ethynyl]-2'-deoxyuridine (U-CN) were synthesized and incorporated into oligodeoxynucleotides. Fluorescence emissions of modified duplexes containing double U-N were efficiently quenched depending upon the sequence pattern of the naphthalenes in DNA major groove, as compared to the duplex possessing single U-N. When one of the naphthalene moieties has a cyano substituent, the exciplex emission from the chromophores in DNA major groove was observed at longer wavelength. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4103 / 4105
页数:3
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