Strekowski L, Mokrosz J L, Wilson W D, Mokrosz M J, Strekowski A
Department of Chemistry, Georgia State University, Atlanta 30303.
Biochemistry. 1992 Nov 10;31(44):10802-8. doi: 10.1021/bi00159a022.
We have performed a quantitative analysis of the interaction with DNA of several unfused aromatic compounds synthesized in our laboratory and substituted with one or two short cationic chains. These and similar literature compounds, for which DNA binding data are available, bind with DNA by partial intercalation of the aromatic system, groove interaction of the linker chain, and groove electrostatic interactions of the terminal cationic group. Several independent quantitative and qualitative approaches show consistently that the strength of the interaction of the aromatic unit of the molecule with DNA binding sites depends on the direction and magnitude of polarity of the aromatic system. The phenomenon is explained in terms of the greatest negative potential in the DNA grooves, a concept extensively elaborated by Pullman and Pullman [cf. Lavery, R. and Pullman, B. [(1985) J. Biomol. Struct. Dyn. 2, 1021-1032] and references therein]. Classical, fused-ring planar intercalators do not follow the polarity-DNA affinity correlation, presumably because the intercalative forces depend more strongly on polarizability than on polarity of the aromatic system.
我们对在我们实验室合成的几种未融合的芳香族化合物与DNA的相互作用进行了定量分析，这些化合物带有一或两条短阳离子链。这些以及文献中具有DNA结合数据的类似化合物，通过芳香体系的部分嵌入、连接链的沟槽相互作用以及末端阳离子基团的沟槽静电相互作用与DNA结合。几种独立的定量和定性方法一致表明，分子芳香单元与DNA结合位点的相互作用强度取决于芳香体系极性的方向和大小。这种现象是根据DNA沟槽中最大负电位来解释的，这一概念由普尔曼和普尔曼进行了广泛阐述[参见拉维里，R.和普尔曼，B. [(1985) J. Biomol. Struct. Dyn. 2, 1021 - 1032]及其中的参考文献]。经典的稠环平面嵌入剂不遵循极性 - DNA亲和力相关性，大概是因为嵌入力更强烈地依赖于芳香体系的极化率而非极性。
