[Specific interactions of isoguanine with the neutral and deprotonated carboxylic group of amino acids: results of model quantum chemical calculations].
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.
Samiĭlenko
S P
SP
Institute of Molecular Biology and Genetics, National Academy of Sciences of Ukraine, Kyiv.
Potiahaĭlo
A L
AL
Stepaniuhin
A V
AV
Bohdan
T V
TV
Dzerzhyns'kyĭ
M E
ME
Hovorun
D M
DM
D000596:Amino Acids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D006147:Guanine / Q000737:chemistry*; D011522:Protons; D011789:Quantum Theory
D000596:Amino Acids; D002264:Carboxylic Acids; D011522:Protons; D006147:Guanine; C008183:isoguanine