Abstract

Interactions of nucleotides (AMP, CMP) and 1,2-diaminopropane (tn-1) or 2-methyl-1,2-diaminopropane (tn-2) in metal-free systems as well as in the systems including copper(II) ions were studied. The composition and overall stability constants of the complexes formed were determined by the potentiometric method, whereas the interaction centres and coordination sites were identified by spectroscopic methods. It was found that phosphate groups of nucleotides and the protonated amine groups of polyamines are the centres of interaction. The differences in the interactions with the polyamines which act as models of biogenic amines are impacted by the presence of lateral chains (methylene groups) in tn-1 and tn-2. In the ternary systems with Cu(II) ions, the heteroligand complexes are mainly of the ML⋯L' type, in which the protonated polyamine is engaged in noncovalent interactions with the anchoring Cu(II)-nucleotide complex. The complexes formed in the Cu/NMP)/tn-1 system are more stable than those formed in the system with tn-2. The mode of coordination in the complex is realised mainly through the phosphate groups of the nucleotide with involvement of the endocyclic nitrogen atoms in a manner which depends upon the steric conditions and in particular on the number of the methylene groups in the polyamine molecule.

Highlights

  • Polyamines (PA) represent an important group of molecules present in practically all living organisms

  • The differences in the interactions with the polyamines which act as models of biogenic amines are impacted by the presence of lateral chains in tn-1 and tn-2

  • The mode of coordination in the complex is realised mainly through the phosphate groups of the nucleotide with involvement of the endocyclic nitrogen atoms in a manner which depends upon the steric conditions and in particular on the number of the methylene groups in the polyamine molecule

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Summary

Introduction

Polyamines (PA) represent an important group of molecules present in practically all living organisms. Biogenic amines take part in many important biological processes, including growth or death of cells, stabilisation of membranes, and stabilisation and replication of nucleic acids or proteins [9,10,11]. With respect to nucleic acids, these interactions can lead to structural changes at various levels of organisation and illustrate the role of PA in the process of genetic information transfer [18]. The characteristics of the interactions of the polyamine with the other biomolecules vary in a manner which depends upon the amine chain length and the number of amine groups [21]. Metal ions in living organisms should be considered as interfering agents which compete with polyamines in reactions with nucleic acid fragments [33,34,35,36]. This paper describes the interactions occurring in binary and ternary systems of 1,2-diaminopropane (tn-1) and 1,2diamino-2-methylopropane (tn-2) with nucleotides (AMP, CMP) and copper(II) ions

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