Theoretical study of hydrophobicity and hydrophilicity of uracil and its dimers

被引：0
作者：
Ten G.N. [1 ]
Kadrov D.M. [1 ]
Baranov V.I. [2 ]
机构：
[1] Chernyshevskii Saratov State University, Saratov
[2] Vernadsky Institute for Geochemistry and Analytical Chemistry, Moscow
来源：
Biophysics | 2014年 / 59卷 / 4期
关键词：
complexes with water; hydrophilicity; hydrophobicity; solubility; stacking; tautomerism; uracil;
D O I：
10.1134/S0006350914040241
中图分类号：
学科分类号：
摘要：
The influence of hydrophilic and hydrophobic properties of the uracil elementary nucleic acid bases on its solubility and structure in aqueous solution was studied. Complexes of uracil with water molecules (from 1 to 14) were then calculated. The geometrical parameters of the hydrogen bridge of uracil and the changes in the frequency of valence vibrations of the bonds participating directly in hydrogen bond formation were calculated. It is shown that for the hydrogen bonds Ow⋯HN1 and Ow⋯HN3 the hydrogen atom can tear off, it may lead to tautomeric transformation of uracil. The results obtained having calculated the structure of uracil dimers, formed with the hydrogen bonds, in an isolated state and water solution, energy, dipole moments and the hydrogen bridge parameters made it possible to explain low solubility of uracil in water at room temperature. It is shown that water molecules with increase in their number are located mainly at one side of the plane of a pyrimidine uracil ring, that leads to the formation of stacking. Of two possible variants of stacking formation, the most profitable grouping is when a dipole moment of the formed dimer is equal to zero (anti-parallel stacking). © 2014, Pleiades Publishing, Inc.
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页码：537 / 545
页数：8
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