DNA with hydrophobic base substitutes: A stable, zipperlike recognition motif based on interstrand-stacking interactions

DNA with hydrophobic base substitutes: A stable, zipperlike recognition motif based on interstrand-stacking interactions
复制标题

DOI:
10.1002/anie.200250516
复制
发表时间:
2003-01-01
影响因子:
16.6
通讯作者:
Leumann, CJ
Leumann, CJ
中科院分区:
化学1区
文献类型:
--
作者:
Brotschi, C;Leumann, CJ

文献摘要

被引文献

相似文献

核碱基之间的氢键和堆积相互作用是稳定DNA和RNA双螺旋的主要非共价力。[1,2]自发现双螺旋结构以来,每种对稳定性的相对贡献一直是一个争论的问题。最近,对DNA结构和功能的堆积和氢键的重要性的新认识来自对互补天然碱基的形状模拟的研究,缺乏氢键形成的可能性。[3-8]结果表明,这样的电子等排体,虽然不稳定的DNA双链体,可以相互编码的DNA聚合酶为基础的引物模板延伸反应的高精度。这些发现引发了对非天然、稳定、疏水碱基对的广泛搜索,这些碱基对在其识别特性上与天然碱基对正交,并且可能在扩展遗传字母表中具有潜在用途。[9-14]沿着类似的路线,报道了含有过渡金属介导的碱基对相互作用的DNA双链体[15-18]或通过其四极相互作用优先识别彼此的电子互补芳族单元。[19个]
Hydrogen-bonding and stacking interactions between nucleobases are the major noncovalent forces that stabilize the DNA and RNA double helix.[1, 2] The relative contributions of each to stability has been a matter of debate since the discovery of the structure of the double helix. New insight into the importance of stacking and hydrogen bonding for DNA structure and function recently came from the investigation of shape mimics of complementary natural bases, devoid of the possibility of hydrogen-bond formation.[3–8] It was shown that such isosteres, although destabilizing a DNA duplex, can code for each other with high precision in DNA-polymerase-based primer-template-extension reactions. These findings triggered an extensive search for non-natural, stable, hydrophobic base pairs that are orthogonal to the natural base pairs in their recognition properties, and that could be of potential use in expanding the genetic alphabet.[9–14] Along similar lines, DNA duplexes containing transition-metal-mediated base-pair interactions,[15–18] or electronically complementary aromatic units that preferentially recognize each other by their quadrupolar interactions were reported.[19]