Towards a Molecular Understanding of Cation‐Anion Interactions and Self‐aggregation of Adeninate Salts in DMSO by NMR and UV Spectroscopy and Crystallography
| Autor: | Emil Roduner, Lynne A. Pilcher, Dominique M. S. Buyens |
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| Rok vydání: | 2021 |
| Předmět: |
Anions
Models Molecular Magnetic Resonance Spectroscopy Potassium chemistry.chemical_element Crystallography X-Ray Article ion-pairing Ion Nucleobase Metal Ultraviolet visible spectroscopy Cations Dimethyl Sulfoxide Reactivity (chemistry) Physical and Theoretical Chemistry chemistry.chemical_classification Molecular Structure Chemistry Hydrogen bond Adenine Sodium aggregation Articles nucleobases hydrogen bonding stacking interactions Atomic and Molecular Physics and Optics Crystallography visual_art visual_art.visual_art_medium Salts Spectrophotometry Ultraviolet Counterion |
| Zdroj: | Chemphyschem |
| ISSN: | 1439-7641 1439-4235 |
| DOI: | 10.1002/cphc.202100098 |
| Popis: | Rare anionic forms of nucleic acids play a significant biological role and lead to spontaneous mutations and replication and translational errors. There is a lack of information surrounding the stability and reactivity of these forms. Ion pairs of mono‐sodium and ‐potassium salts of adenine exist in DMSO solution with possible cation coordination sites at the N1, N7 and N9 atoms of the purine ring. At increasing concentrations π‐π stacked dimers are the predominant species of aggregates followed by higher order aggregation governed by coordination to metal cations in which the type of counter ion present has a central role in the aggregate formation. Adeninate‐metal ion pairs exist in DMSO solution whereby the metal ion coordinates via the N3, N7 or N9 nitrogen atom or chelated between the N3–N9 atoms of the purine ring. The monovalent metal ion governs higher order aggregate formation in which the identity of the metal ion plays a role in structural arrangement. These results provide insight into the reactivity and stabilization of anionic adenine in the presence of important biological ions. |
| Databáze: | OpenAIRE |
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