Intercalators. 1. Nature of Stacking Interactions between Intercalators (Ethidium, Daunomycin, Ellipticine, and 4‘,6-Diaminide-2-phenylindole) and DNA Base Pairs. Ab Initio Quantum Chemical, Density Functional Theory, and Empirical Potential Study
作者： David Řeha , Martin Kabeláč , Filip Ryjáček , Jiří Šponer , Judit E. Šponer
DOI: 10.1021/JA011490D
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摘要: Properties of isolated intercalators (ethidium (E), daunomycin (D), ellipticine (EL), and 4,6‘-diaminide-2-phenylindole (DAPI)) their stacking interactions with adenine···thymine (AT) guanine···cytosine (GC) nucleic acid base pairs were investigated by means a nonempirical correlated ab initio method. All exhibit large charge delocalization, none them (including the DAPI dication) exhibits site dominant charge. have polarizability are good electron acceptors, while donors. MP2/6-31G*(0.25) stabilization energies intercalator···base pair complexes (E···AT, 22.4 kcal/mol; D···GC, 17.8 EL···GC, 18.2 DAPI···GC, 21.1 kcal/mol) well reproduced modified AMBER potential (van der Waals radii intercalator atoms enlarged energy depths increased). Standard underestimates binding, especially for DAPI-containing complexes. Because dicat...
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