Biopolym. Cell. 2001; 17(6):540-545.
Structure and Function of Biopolymers
Specific interaction of the amino acid model carboxylic group with purine transforms it into its N7H rare tautomeric form: results of vacuum ab initio calculations
1Samijlenko S. P., 2Bogdan T. V., 2Trygubenko S. A., 1, 2Hovorun D. M.
- Institute of Molecular Biology and Genetics, NAS of Ukraine
150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03680 - National University of Kyiv-Mohyla Academy
2, Skovorody Str., Kyiv, Ukraine, 04655
Abstract
According to ab initio calculations (MP2/6-31G**//HF/6-31G**) In vacuum (which is an acceptable imitation of the hydrophobic medium at the sites of protein-nucleic acid contacts), specific interaction of the acetate onion (model of deprotonated residues of aspartic and glutamic acids) with the purine transforms this base from the N9H ground-state tautomeric form into the N7H high-energy tautomer (hE-EN7H-EN9H is about 4 kcul/mol) with the energy advantage of 0.46 kcal/moL The effect is achieved due to the higher complexation energy of the N7H tautomer as compared to the N9H one, which overcompensates the energy excess (about 3.90 kcal/mol) of the rare tautomer. A possible biological significance of the data obtained for more profound understanding of elementary acts of protein-nucleic acid recognition, in particular, the enzyme catalysis, is discussed.
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