PMID- 16899296 OWN - NLM STAT- MEDLINE DCOM- 20070108 LR - 20131121 IS - 0162-0134 (Print) IS - 0162-0134 (Linking) VI - 100 IP - 11 DP - 2006 Nov TI - Interactions of 1,12-diamino-4,9-dioxadodecane (OSpm) and Cu(II) ions with pyrimidine and purine nucleotides: adenosine-5'-monophosphate (AMP) and cytidine-5'-monophosphate (CMP). PG - 1781-9 AB - The interactions of Cu(II) ions with adenosine-5'-monophosphate (AMP), cytidine-5'-monophosphate (CMP) and 1,12-diamino-4,9-dioxadodecane (OSpm) were studied. A potentiometric method was applied to determine the composition and stability constants of complexes formed, while the mode of interactions was analysed by spectral methods (ultraviolet and visible spectroscopy (UV-Vis), electron paramagnetic resonance (EPR), (13)C NMR, (31)P NMR). In metal-free systems, molecular complexes nucleotide-polyamine (NMP)H(x)(OSpm) were formed. The endocyclic nitrogen atoms of the purine ring N(1), N(7), the nitrogen atom of the pyrimidine ring N(3), the oxygen atoms of the phosphate group of the nucleotide and the protonated nitrogen atoms of the polyamine were the reaction centres. The mode of interaction of the metal ion with OSpm and the nucleotides (AMP or CMP) in the coordination compounds was established. In the system Cu(II)/OSpm the dinuclear complex Cu(2)(OSpm) forms, while in the ternary systems Cu(II)/nucleotide/OSpm the species type MH(x)LL' and MLL' appear. In the MH(x)LL' type species, the main centres of copper (II) ion binding in the nucleotide are the phosphate groups. The protonated amino groups of OSpm are involved in non-covalent interaction with the nitrogen atoms N(1), N(7) or N(3) of the purine or pyrimidine ring, whereas at higher pH, deprotonated nitrogen atoms of polyamine are engaged in metallation in MLL' species. FAU - Lomozik, L AU - Lomozik L AD - Faculty of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland. lomozik@amu.edu.pl FAU - Gasowska, A AU - Gasowska A FAU - Krzysko, G AU - Krzysko G LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20060704 PL - United States TA - J Inorg Biochem JT - Journal of inorganic biochemistry JID - 7905788 RN - 0 (Purine Nucleotides) RN - 0 (Pyrimidine Nucleotides) RN - 2FZ7Y3VOQX (Spermine) RN - 415SHH325A (Adenosine Monophosphate) RN - 789U1901C5 (Copper) RN - F469818O25 (Cytidine Monophosphate) SB - IM MH - Adenosine Monophosphate/chemistry MH - Copper/*chemistry MH - Cytidine Monophosphate/*chemistry MH - Drug Interactions MH - Electron Spin Resonance Spectroscopy MH - Hydrogen-Ion Concentration MH - Magnetic Resonance Spectroscopy MH - Molecular Structure MH - Purine Nucleotides/*chemistry MH - Pyrimidine Nucleotides/*chemistry MH - Spermine/analogs & derivatives/chemistry EDAT- 2006/08/11 09:00 MHDA- 2007/01/09 09:00 CRDT- 2006/08/11 09:00 PHST- 2006/04/14 00:00 [received] PHST- 2006/06/21 00:00 [revised] PHST- 2006/06/25 00:00 [accepted] PHST- 2006/08/11 09:00 [pubmed] PHST- 2007/01/09 09:00 [medline] PHST- 2006/08/11 09:00 [entrez] AID - S0162-0134(06)00191-7 [pii] AID - 10.1016/j.jinorgbio.2006.06.009 [doi] PST - ppublish SO - J Inorg Biochem. 2006 Nov;100(11):1781-9. doi: 10.1016/j.jinorgbio.2006.06.009. Epub 2006 Jul 4.