Specific interactions of isoguanine with the neutral and deprotonated carboxylic group of amino acids: results of model quantum chemical calculations
Samiĭlenko, S.P.; Potiahaĭlo, A.L.; Stepaniuhin, A.V.; Bohdan, T.V.; Dzerzhyns'kyĭ, M.E.; Hovorun, D.M.
Ukrains'kyi Biokhimichnyi Zhurnal 73(3): 147-151
2001
ISSN/ISBN: 0372-3909 PMID: 12035547 Document Number: 536073
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.