Pyrene-labeled deoxyguanosine as a fluorescence sensor to discriminate single and double stranded DNA structures: Design of ends free molecular beacons

被引：33

作者：

Matsumoto, Katsuhiko ^{[1
]}

Shinohara, Yuta ^{[1
]}

Bag, Subhendu S. ^{[1
]}

Takeuchi, Yoshiki ^{[1
]}

Morii, Takashi ^{[2
]}

Saito, Yoshio ^{[1
]}

Saito, Isao ^{[1
]}

机构：

[1] Nihon Univ, Dept Mat Chem & Engn, Sch Engn, Fukushima 9638642, Japan

[2] Kyoto Univ, Inst Adv Energy, Kyoto 6110011, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 22期

关键词：

DNA probe; Pyrene; Fluorescence sensor; Molecular beacon; QUENCHER-FREE; EXCIMER; PROBES; OLIGONUCLEOTIDES; STRATEGY;

D O I：

10.1016/j.bmcl.2009.09.060

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel fluorescent DNA probe containing pyrene-labeled C8 alkylamino-substituted 2'-deoxyguanosine was designed in order to discriminate single stranded and double stranded regions in DNA. This fluorescent sensor was used for the design of practically useful 3'- and 5'-ends free self-quenched molecular beacon (MB). Unique MB detectable by pyrene excimer fluorescence was also demonstrated. (C) 2009 Elsevier Ltd. All rights reserved.

引用

收藏

页码：6392 / 6395

页数：4

相关论文

共 19 条

[1] Pyrene excimer signaling molecular beacons for probing nucleic acids [J].

Conlon, Patrick ;

Yang, Chaoyong James ;

Wu, Yanrong ;

Chen, Yan ;

Martinez, Karen ;

Kim, Youngmi ;

Stevens, Nathan ;

Marti, Angel A. ;

Jockusch, Steffen ;

Turro, Nicholas J. ;

Tan, Weihong .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (01) :336-342

[2] DNA-probes for the highly sensitive identification of single nucleotide polymorphism using single-molecule spectroscopy [J].

Friedrich, Achim ;

Hoheisel, Joerg D. ;

Marme, Nicole ;

Knemeyer, Jens-Peter .

FEBS LETTERS, 2007, 581 (08) :1644-1648

[3] A highly discriminating quencher-free molecular beacon for probing DNA [J].

Hwang, GT ;

Seo, YJ ;

Kim, BH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (21) :6528-6529

[4] Pyrene-labeled base-discriminating fluorescent DNA probes for homogeneous SNP typing [J].

Okamoto, A ;

Kanatani, K ;

Saito, I .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (15) :4820-4827

[5] Pyrene-labeled oligodeoxynucleotide probe for detecting base insertion by excimer fluorescence emission [J].

Okamoto, A ;

Ichiba, T ;

Saito, I .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (27) :8364-8365

[6] Design of base-discriminating fluorescent nucleosides [J].

Okamoto, A ;

Saito, Y ;

Saito, I .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2005, 6 (2-3) :108-122

[7] Fluorescence based strategies for genetic analysis [J].

Ranasinghe, RT ;

Brown, T .

CHEMICAL COMMUNICATIONS, 2005, (44) :5487-5502

[8] C8-alkynyl- and alkylamino substituted 2′-deoxyguanosines:: a universal linker for nucleic acids modification [J].

Saito, Yoshio ;

Matsumoto, Katsuhiko ;

Bag, Subhendu Sekhar ;

Ogasawara, Shinzi ;

Fujimoto, Kenzo ;

Hanawa, Kazuo ;

Saito, Isao .

TETRAHEDRON, 2008, 64 (16) :3578-3588

[9] Design of a novel G-quenched molecular beacon: A simple and efficient strategy for DNA sequence analysis [J].

Saito, Yoshio ;

Mizuno, Erika ;

Bag, Subhendu Sekhar ;

Suzuka, Isamu ;

Saito, Isao .

CHEMICAL COMMUNICATIONS, 2007, (43) :4492-4494

[10] Ends free and self-quenched molecular beacon with pyrene labeled pyrrolocytidine in the middle of the stem [J].

Saito, Yoshio ;

Shinohara, Yuta ;

Bag, Subhendu Sekhar ;

Takeuchi, Yoshiki ;

Matsumoto, Katsuhiko ;

Saito, Isao .

TETRAHEDRON, 2009, 65 (04) :934-939