TTF-modified DNA

被引:20
作者
Bouquin, Nicolas [1 ]
Malinovskii, Vladimir L. [1 ]
Guegano, Xavier [1 ]
Liu, Shi-Xia [1 ]
Decurtins, Silvio [1 ]
Haener, Robert [1 ]
机构
[1] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland
关键词
DNA; fluorescence; oligonucleotides; tetrathiafulvalene;
D O I
10.1002/chem.200800505
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study was conducted to demonstrate tetrathiafulvalene (TTF)-modified DNA. The effect of TTF incorporation on duplex stability was analyzed by thermal denaturation investigations. It was observed that incorporation of TTF moiety in each strand led to a a considerable increase instability of DNA in comparison with its unmodified form. Investigations revealed that the increase in stability can be due to stacking interactions between the TTF units, with the neighboring nucleobases and to hydrophobic interactions of the pentyl chains. Cooperativity of the melting process in the natural and modified part of the DNA duplex, was shown by monitoring the denaturation process at 290 nm and 330 nm. The study also demonstrated that TTF-modified DNA strands form stable hybrids with all other modified strands.
引用
收藏
页码:5732 / 5736
页数:5
相关论文
共 66 条
[1]  
Asanuma H, 1999, ANGEW CHEM INT EDIT, V38, P2393, DOI 10.1002/(SICI)1521-3773(19990816)38:16<2393::AID-ANIE2393>3.0.CO
[2]  
2-7
[3]  
Asanuma H., 1999, ANGEW CHEM, V111, P2547
[4]   Introduction: Molecular conductors [J].
Batail, P .
CHEMICAL REVIEWS, 2004, 104 (11) :4887-4890
[5]   DEOXYNUCLEOSIDE PHOSPHORAMIDITES - A NEW CLASS OF KEY INTERMEDIATES FOR DEOXYPOLYNUCLEOTIDE SYNTHESIS [J].
BEAUCAGE, SL ;
CARUTHERS, MH .
TETRAHEDRON LETTERS, 1981, 22 (20) :1859-1862
[6]   Application of electronic circular dichroism in configurational and conformational analysis of organic compounds [J].
Berova, Nina ;
Di Bari, Lorenzo ;
Pescitelli, Gennaro .
CHEMICAL SOCIETY REVIEWS, 2007, 36 (06) :914-931
[7]   Naphthalene- and perylene-based linkers for the stabilization of hairpin triplexes [J].
Bevers, S ;
Schutte, S ;
McLaughlin, LW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (25) :5905-5915
[8]   A metal-coordinating DNA hairpin mimic [J].
Bianké, G ;
Häner, R .
CHEMBIOCHEM, 2004, 5 (08) :1063-1068
[9]   Hairpin mimics with phenanthroline- and bipyridine-derived linkers [J].
Bianke, Gapian ;
Haener, Robert .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2007, 26 (8-9) :949-952
[10]   Highly efficient quenching of excimer fluorescence by perylene diimide in DNA [J].
Bouquin, Nicolas ;
Malinovskii, Vladimir L. ;
Haener, Robert .
CHEMICAL COMMUNICATIONS, 2008, (17) :1974-1976