Study of the Wilcox torsion balance in solution for a Troger's base derivative with hexyl-and heptyl substituents using a combined molecular mechanics and quantum chemistry approach

Heßelmann A, Ferraro F (2019)


Publication Type: Journal article

Publication year: 2019

Journal

Book Volume: 25

Journal Issue: 3

DOI: 10.1007/s00894-019-3935-5

Abstract

The folding equilibrium of the Wilcox torsion balance in solution has been studied using a molecular mechanics method for sampling the conformational space and semi-empirical and density-functional quantum chemistry methods for characterizing the relative stabilities of various solute-solvent clusters extracted with the aid of the MD-quench technique from the different simulations that were performed. The role of the solvent environment has been analyzed by choosing four solvents of different polarities, namely water, acetone, tetrachloromethane, and n-hexane. In all cases, it is found that the attractive intramolecular interactions in folded conformations are strongly compensated by the increase of the solute-solvent interaction energies when the molecule unfolds. The latter can be well explained by the larger number of solvent molecules that can bind to the Wilcox molecule when in an unfolded conformation. The results of this work therefore support the experimental results of Yang et al. (Nature Chem 5:1006, 2013) that the folding free energy of the Wilcox balance is strongly reduced in solution as compared to the gas phase.

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How to cite

APA:

Heßelmann, A., & Ferraro, F. (2019). Study of the Wilcox torsion balance in solution for a Troger's base derivative with hexyl-and heptyl substituents using a combined molecular mechanics and quantum chemistry approach. Journal of Molecular Modeling, 25(3). https://doi.org/10.1007/s00894-019-3935-5

MLA:

Heßelmann, Andreas, and Federica Ferraro. "Study of the Wilcox torsion balance in solution for a Troger's base derivative with hexyl-and heptyl substituents using a combined molecular mechanics and quantum chemistry approach." Journal of Molecular Modeling 25.3 (2019).

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