1-Ethynylpyrene-modified guanine and cytosine as optical labels for DNA hybridization

被引:45
作者
Wagner, C [1 ]
Rist, M [1 ]
Mayer-Enthart, E [1 ]
Wagenknecht, HA [1 ]
机构
[1] Tech Univ Munich, Dept Chem, D-85747 Garching, Germany
关键词
D O I
10.1039/b504079e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Ethynylpyrene shows remarkable absorption changes upon DNA hybridization when it is covalently attached to the 8-position of guanine. An absorption band at similar to 420 nm is only present in the duplex, exhibits thermal melting behaviour and provides the basis for a molecular beacon together with 1-ethynylpyrene-modified cytosine.
引用
收藏
页码:2062 / 2063
页数:2
相关论文
共 21 条
[1]   Antiviral activity of some 2′-deoxyuridine 5-arylethynyl derivatives [J].
Andronova, VL ;
Skorobogatyi, MV ;
Manasova, EV ;
Berlin, YA ;
Korshun, VA ;
Galegov, GA .
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2003, 29 (03) :262-266
[2]   DNA-Naphthyl Red conjugate as a visualizing probe of DNA hybridization [J].
Asanuma, H ;
Kashida, H ;
Liang, XG ;
Komiyama, M .
CHEMICAL COMMUNICATIONS, 2003, (13) :1536-1537
[3]   Fluorescent pteridine nucleoside analogs -: A window on DNA interactions [J].
Hawkins, ME .
CELL BIOCHEMISTRY AND BIOPHYSICS, 2001, 34 (02) :257-281
[4]   Molecular beacons for detecting DNA binding proteins [J].
Heyduk, T ;
Heyduk, E .
NATURE BIOTECHNOLOGY, 2002, 20 (02) :171-176
[5]   Ru(II) and Os(II) nucleosides and oligonucleotides: Synthesis and properties [J].
Hurley, DJ ;
Tor, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (14) :3749-3762
[6]   Pyrene-labeled deoxyuridine and deoxyadenosine: fluorescent discriminating phenomena in their oligonucleotides [J].
Hwang, GT ;
Seo, YJ ;
Kim, BH .
TETRAHEDRON LETTERS, 2005, 46 (09) :1475-1477
[7]   Fluorescent oligonucleotide incorporating 5-(1-ethynylpyrenyl)2′-deoxyuridine:: sequence-specific fluorescence changes upon duplex formation [J].
Hwang, GT ;
Seo, YJ ;
Kim, SJ ;
Kim, BH .
TETRAHEDRON LETTERS, 2004, 45 (18) :3543-3546
[8]   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
[9]   Intramolecular dimers: A new design strategy for fluorescence-quenched probes [J].
Johansson, MK ;
Cook, RM .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (15) :3466-3471
[10]   Palladium(0)-catalyzed modification of oligonucleotides during automated solid-phase synthesis [J].
Khan, SI ;
Grinstaff, MW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (19) :4704-4705