Selective pairing of polyfluorinated DNA bases

被引：80

作者：

Lai, JS ^{[1
]}

Kool, ET ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 10期

关键词：

D O I：

10.1021/ja039571s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel selective non-hydrogen-bonding DNA base pairs utilizing fluorinated nucleoside analogues have been investigated. Melting studies of DNA duplexes containing 2,3,4,5-tetrafluorobenzene and 4,5,6,7-tetrafluoroindole bases on opposite strands show greater stabilization of the duplex compared with nonfluorinated hydrocarbon controls. Overall, these hydrophobic analogues are destabilizing compared with natural base pairs but are stabilizing compared with natural base mismatches. Such selective pairing may be due to solvent avoidance of these hydrophobic structures, burying their surfaces within the duplex. Our findings suggest that polyfluoroaromatic bases might be employed as a new, selective base-pairing system orthogonal to the natural genetic system. Copyright © 2004 American Chemical Society.

引用

页码：3040 / 3041

页数：2

共 26 条

[1]

Barthel-Rosa LP, 1999, COORDIN CHEM REV, V190, P587

[2] Programmed self-sorting of coiled coils with leucine and hexafluoroleucine cores [J].