Combined ab initio/empirical approach for optimization of Lennard-Jones parameters for polar-neutral compounds

Journal of Computational Chemistry
I Jen ChenAlexander D Mackerell

Abstract

The study of small functionalized organic molecules in aqueous solution is a useful step toward gaining a basic understanding of the behavior of biomolecular systems in their native aqueous environment. Interest in studying amines and fluorine-substituted compounds has risen from their intrinsic physicochemical properties and their prevalence in biological and pharmaceutical compounds. In the present study, a previously developed approach which optimizes Lennard-Jones (LJ) parameters via the use of rare gas atoms combined with the reproduction of experimental condensed phase properties was extended to polar-neutral compounds. Compounds studied included four amines (ammonia, methylamine, dimethylamine, and trimethylamine) and three fluoroethanes (1-fluoroethane, 1,1-difluoroethane, and 1,1,1-trifluoroethane). The resulting force field yielded heats of vaporization and molecular volumes in excellent agreement with the experiment, with average differences less than 1%. The current amine CHARMM parameters successfully reproduced experimental aqueous solvation data where methylamine is more hydrophilic than ammonia, with hydrophobicity increasing with additional methylation on the nitrogen. For both the amines and fluoroethanes the ...Continue Reading

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Citations

Mar 29, 2007·The Journal of Physical Chemistry. B·Pedro E M LopesAlexander D Mackerell
May 23, 2012·The Journal of Physical Chemistry. B·Junmei WangYong Duan
Sep 11, 2012·The Journal of Chemical Physics·Sonja GablOthmar Steinhauser
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Jul 21, 2004·Journal of Computational Chemistry·Alexander D Mackerell
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