Corradini Roberto, Sforza Stefano, Tedeschi Tullia, Marchelli Rosangela
Dipartimento di Chimica Organica e Industriale, Università di Parma, I-4310 Parma, Italy.
Chirality. 2007 May 5;19(4):269-94. doi: 10.1002/chir.20372.
The understanding of the interaction of chiral species with DNA or RNA is very important for the development of new tools in biology and of new drugs. Several cases in which chirality is a crucial point in determining the DNA binding mode are reviewed and discussed, with the aim of illustrating how chirality can be considered as a tool for improving the understanding of mechanisms and the effectiveness of nucleic acid recognition. The review is divided into two parts: the former describes examples of chiral species interacting with DNA: intercalators, metal complexes, and groove binders; the latter part is dedicated to chirality in DNA analogs, with discussion of phosphate stereochemistry and chirality of ribose substitutes, in particular of peptide nucleic acids (PNAs) for which a number of works have been published recently dealing with the effect of chirality in DNA recognition. The discussion is intended to show how enantiomeric recognition originates at the molecular level, by exploiting the enormous progresses recently achieved in the field of structural characterization of complexes formed by nucleic acid with their ligands by crystallographic and spectroscopic methods. Examples of application of the DNA binding molecules described and the role of chirality in DNA recognition relevant for biotechnology or medicinal chemistry are reported.
对手性物种与DNA或RNA相互作用的理解对于生物学新工具和新药的开发非常重要。本文综述并讨论了几个手性在确定DNA结合模式中起关键作用的案例，旨在说明如何将手性视为一种工具，以增进对机制的理解和提高核酸识别的有效性。综述分为两部分：前一部分描述手性物种与DNA相互作用的例子：嵌入剂、金属配合物和沟槽结合剂；后一部分致力于DNA类似物中的手性，讨论磷酸酯立体化学和核糖取代基的手性，特别是肽核酸（PNA），最近已有许多关于手性在DNA识别中作用的研究发表。讨论旨在通过利用晶体学和光谱学方法在核酸与其配体形成的复合物结构表征领域最近取得的巨大进展，展示对映体识别如何在分子水平上产生。报告了所描述的DNA结合分子的应用实例以及手性在与生物技术或药物化学相关的DNA识别中的作用。
