Hydrogen bonding in monohydrates of saturated triglycerides: MD and DFT modeling
K. V. Berezina 1, E. Yu. Stepanovich 2, K. N. Dvoretsky 3, E. M. Antonova 4, A. M. Likhter 2, I. Yu. Yanina 1.5
1 Saratov State National Research University named after N.G. Chernyshevsky,Russia, 410012, Saratov, Astrakhanskaya St., 83
2 Astrakhan State University named after V.N. Tatishchev,Russia, 414056, Astrakhan, Tatishcheva St., 20a
3 Saratov State Medical University named after V.I. Razumovsky,Russia, 410012, Saratov, Bolshaya Kazachya St., 112
4 Astrakhan State Medical University,Russia, 414000, Astrakhan, Bakinskaya St., 121
5 National Research Tomsk State University,Russia, 634050, Tomsk, Lenin Ave., 36
Abstract
This work presents a comprehensive study of hydrogen bonds in two types of monohydrates of saturated fatty acid triglycerides using classical molecular dynamics (GROMACS) and density functional theory (B3LYP/6-31+G(d) and wB97XD/6-311+(d,p)). The analysis included triglycerides with chain lengths ranging from triacetin to tristearin, containing 0 to 16 methylene groups in each chain. It was found that the ester carbonyl groups of the central hydrocarbon chain serve as the primary center for hydrogen bond formation. Monohydrates involving the central chain exhibit greater stability than those involving the side chains. The association energy for the first type of monohydrate reaches saturation with increasing chain length, starting from tricaprylin. A linear dependence was observed between the thermodynamic parameter TΔS and the equilibrium constant Ka on the chain length for the first type of monohydrates, which is associated with the loss of conformational entropy upon hydration.
Speaker
Kirill V. Berezin
Saratov National Research State University named after N. G. Chernyshevsky
Russia
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