title: [Specific interactions of isoguanine with the neutral and deprotonated carboxylic group of amino acids: results of model quantum chemical calculations].
abstract: The MNDO/H quantum chemical calculations performed in order to estimate energetic features of the isoguanine (isoGua) prototropic tautomers complexes with acetic acid and its carboxylate-ion (models of neutral and deprotonated forms of amino acid carboxylic group) demonstrate ability of the latter to induce the N9H-->N7H tautomeric transition in the base, being characteristic to other purine bases as well. By contrast, the neutral carboxylic group forms the most stable complex with the ground-state isoGua tautomer N3HN9H.
authors.affiliation: Institute of Molecular Biology and Genetics, National Academy of Sciences of Ukraine, Kyiv.
authors.forename: S P
authors.initials: SP
authors.lastname: Samiĭlenko
authors.forename: A L
authors.initials: AL
authors.lastname: Potiahaĭlo
authors.forename: A V
authors.initials: AV
authors.lastname: Stepaniuhin
authors.forename: T V
authors.initials: TV
authors.lastname: Bohdan
authors.forename: M E
authors.initials: ME
authors.lastname: Dzerzhyns'kyĭ
authors.forename: D M
authors.initials: DM
authors.lastname: Hovorun
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D006147:Guanine / Q000737:chemistry*; D011522:Protons; D011789:Quantum Theory
chemical_list: D000596:Amino Acids; D002264:Carboxylic Acids; D011522:Protons; D006147:Guanine; C008183:isoguanine