Characterisation of metal binding sites for 8-azaadenine. Formation and X-ray structural analysis of methylmercury(II) complexes |
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| Institution: | 1. Jiangsu Key Laboratory of Carcinogenesis and Intervention, State Key Laboratory of Natural Medicines, Key Laboratory of Drug Quality Control and Pharmacovigilance, Ministry of Education, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, People’s Republic of China;2. State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, People’s Republic of China;3. School of Pharmacy, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, People’s Republic of China;1. State Key Laboratory of Genetic Engineering, Institute of Plant Biology, School of Life Sciences, Fudan University, Shanghai 200438, China;2. Escuela de Ingeniería y Ciencias, Tecnológico de Monterrey-Campus Monterrey, Mexico |
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| Abstract: | The compounds (CH3Hg)AAdH]NO3 (1) and (CH3Hg)AAd]·4H2O (2) have been isolated from aqueous 1:1 solutions of CH3HgOH and 8-azaadenine (AAdH) at respective pH values of 2 and 5. Their structures have been established by X-ray structural analysis. N9 is the metal binding site in both complexes. Alteration of the metal to ligand ratio to 2:1 at a pH of 5 allows the preparation of (CH3Hg)2AAd]NO3·H2O (3) in which the base is coordinated at both N3 and N9. The compound (CH3Hg)3AAdH−1]NO3 (4), in which N1, N6 and N9 function as binding sites for the CH3Hg+ cation, is formed in a 3:1 solution at a pH of 6.5. X-ray structural analyses have been performed on 3 and 4. N8 takes part in weak intermolecular secondary bonds to symmetry related Hg9 atoms in all four complexes. The relevance of the structures to an understanding of the basicities of the nitrogen atoms in 8-azaadenine and their alteration upon metal coordination of N9 and N6 is discussed. |
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