Interaction of chiral bis-distamycin derivatives with DNAs: electronic circular dichroism study |
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| Affiliation: | 1. Department of Analytical Chemistry, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic;2. Department of Physics and Measurements, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic;1. Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, Jiangxi 330013, PR China;2. Department of Chemistry, Nanchang University, Nanchang, Jiangxi 330031, PR China;1. Department of Chemistry, Bard College, 30 Campus Road, Annandale-on-Hudson, NY 12504, United States;2. Department of Chemistry, Vassar College, Poughkeepsie, NY 12604, United States;1. Institute of Chemistry, University of Bialystok, Piłsudskiego 11/4, 15-443 Białystok, Poland;2. Institute of Organic Chemistry, Polish Academy of Science, Kasprzaka 44, 01-224 Warsaw, Poland;1. Chemistry Department, College of Science, University of Anbar, Ramadi, Iraq;2. Raman Research Institute, Soft Condensed Matter Group, Sadashivanagara, Bengaluru 560080, Karnataka, India;3. Department of Chemistry, Central College Campus, Bangalore University, Bengaluru 560001, Karnataka, India;4. Liquid Crystal Research Laboratory, School of Chemical Sciences, Universiti Sains Malaysia, Minden 11800, Penang, Malaysia |
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| Abstract: | The new diastereomeric complexes of two oligo-N-methylpyrrole peptides, linked by a methano[1,5]-diazocin scaffold with DNA, were prepared. The specificity of the binding modes of (4S,9S)- and (4R,9R)-bis-distamycins derivative with ct-DNA explains the observed optical activity of the racemic mixture of distamycin if DNA is present. The bis-distamycin derivative possesses a clear sequence selectivity for A-T rich sequences of DNA, although a nonspecific binding mode with low affinity was also seen for G-C rich sequences. The reversibility of ECD spectra at 5 °C after heating to 90 °C was established. |
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