Effect of Electronic Structures of Enantiomers of Ruthenium(II) Polypyridyl Complexes on DNA Binding Behaviors |
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Authors: | Haimei Luo Jie Xiao Jincan Chen Hong Xu Jun Lu Zhigang Liu Siping Chen Mingliang Tong Kangcheng Zheng Liangnian Ji |
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Institution: | 1. College of Chemistry and Chemical Engineering/School of Medicine, Shenzhen University, Shenzhen, Guangdong 518060, China;2. Department of Chemistry, Sun Yat‐Sen University, Guangzhou, Guangdong 510275, China;3. Tel.: 0086‐0755‐83825398;4. Fax: 0086‐0755‐26536141;5. School of Biological Science, The University of Auckland/NCIECP, Auckland University of Technology, Auckland, New Zealand |
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Abstract: | A pair of Ru(II) complex enantiomers, Δ‐ and Λ‐Ru(bpy)2(p‐mpip)]2+ {bpy=2,2′‐bipyridine, p‐mpip=2‐(4‐methylphenyl)imidazo4,5‐f]‐1,10‐phenanthroline} have been synthesized and structurally characterized. Both experimental results from crystallography, NMR, electrochemistry and theoretical calculations applying the density functional theory (DFT) method based on their crystal structures show that small difference in geometric structure existed can cause a considerable difference in electronic structure between enantiomers. In addition, the binding of the two enantiomers to calf thymus DNA (CT DNA) has been investigated with UV spectroscopy titration and viscosity measurements. It is very rare that the Λ enantiomer binds to DNA more strongly than the Δ enantiomer, which can be reasonably explained by their different electronic structures for the first time, suggesting that the dominant factor governing the stereoselectivity of DNA binding of Ru(II) complex may be the different electronic structures of its enantiomers. |
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Keywords: | density functional calculations DNA ruthenium(II) complexes stereoselectivity electronic structure |
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