Abstract
Simple monointercalating compounds (acridine, ethidium, ellipticine) self-associate in aqueous solution with association constant in the range of 100 M-1 to 5000 M-1 depending on structure (nature of the ring and substituent) and environment (pH and salt concentration). Bis-intercalators folding and aggregation were studied and the importance of the rigidity of the linking chain to prevent the autostacking was demonstrated. The sequence specificity of intercalating agents was studied at the level of the minihelix formed by autocomplementary ribo-dinucleotides. Chloro-2 methoxy-6 amino-9 acridine exhibits a strong pyrimidine 3x′-5x′ purine preference and the geometry of its intercalated complex with CpG was determined using isoshielding curves. The addition to this acridine ring of a 9 substituted pentylcarboxamido chain confers a specificity of this compound for guanine. The involvement of hydrogen-bonds between the carboxamide group born by the acridine lateral chain and the guanine was clearly demonstrated from temperature depen-cies of NH protons and from the variation of the linewidths of the pentylcarboxamido chain during the fusion of the intercalated complex.
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Delbarre, A., Gaugain, B., Markovits, J., Vilar, A., Le Pecq, J.B., Roques, B.P. (1981). 1H NMR Study of the Nature of Bonding Interactions Involved in Complexes Between Nucleic Acids and Intercalating Compounds. In: Pullman, B. (eds) Intermolecular Forces. The Jerusalem Symposia on Quantum Chemistry and Biochemistry, vol 14. Springer, Dordrecht. https://doi.org/10.1007/978-94-015-7658-1_17
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DOI: https://doi.org/10.1007/978-94-015-7658-1_17
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