Intrinsic Conformational Preferences of the Hoechst Dye Family and their Influence on DNA Binding
Intrinsic Conformational Preferences of the Hoechst Dye Family and their Influence on DNA Binding
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Hoechst 染料家族的内在构象偏好及其对 DNA 结合的影响
DOI：
10.1111/j.1432-1033.1996.0376u.x
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发表时间：
1996
期刊：
影响因子：
5.4
通讯作者：
C. Aleman
中科院分区：
文献类型：
--
作者：
M. C. Vega;M. Coll;C. Aleman
量子力学计算被用来研究Hoechst系列DNA结合染料的分子构象。研究了酚类取代基采用间位或对位的化合物。考虑了气相和水溶液两种不同的环境，采用自洽反应场策略模拟了水溶液中的构象。结果清楚地表明，Hoechst染料不采用平面构象，其平面度受外部环境控制。与实验数据的比较表明，Hoechst染料在气相中的构象与X射线结晶学观察到的DNA络合物中的构象相似。在水溶液中，构象偏离平面度比在气相中更大，因为与溶剂的非键相互作用抵消了共轭相互作用的损失。讨论了药物构象在与DNA结合机制中的作用。
Quantum mechanical calculations have been used to investigate the molecular conformation of the Hoechst family of DNA-binding dyestuffs. Compounds in which the phenolic substituent adopts either a meta or para position were studied. Two different environments have been considered, which are the gas phase and aqueous solution; the conformation in aqueous solution has been modeled through a self-consistent reaction field strategy. The results clearly indicate that Hoechst dyes do not adopt a planar conformation and that the degree of planarity is controlled by the external environment. A comparison with experimental data reveals that the conformation of Hoechst dyes in the gas phase is similar to that observed in DNA complexes by X-ray crystallography. In aqueous solution, the conformation deviates from planarity more than in the gas phase, since non-bonded interactions with the solvent offset the loss of conjugative interactions. The role of the drug conformation in the binding mechanism with DNA is discussed.
影响因子：
2.9
作者：
J. Quintana;A. Lipanov;Richard E. Dickerson
通讯作者：
J. Quintana;A. Lipanov;Richard E. Dickerson