Biopolym. Cell. 2001; 17(6):540-545.
http://dx.doi.org/10.7124/bc.0005DD
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.
  1. Institute of Molecular Biology and Genetics, NAS of Ukraine
    150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03680
  2. 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.
Full text: (PDF, in Ukrainian)

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