Hydrophobic but Water-Friendly: Favorable Water-Perfluoromethyl Interactions Promote Hydration Shell Defects

Robalo JR, Streacker LM, De Oliveira DM, Imhof P, Ben-Amotz D, Verde AV (2019)

Publication Type: Journal article

Publication year: 2019

Journal

Journal of the American Chemical Society American Chemical Society

Book Volume: 141

Journal Issue: 40

DOI: 10.1021/jacs.9b06862

Abstract

Although perfluorination is known to enhance hydrophobicity and change protein activity, its influence on hydration-shell structure and thermodynamics remains an open question. Here we address that question by combining experimental Raman multivariate curve resolution spectroscopy with theoretical classical simulations and quantum mechanical calculations. Perfluorination of the terminal methyl group of ethanol is found to enhance the disruption of its hydration-shell hydrogen bond network. Our results reveal that this disruption is not due to the associated volume change but rather to the electrostatic stabilization of the water dangling OH···F interaction. Thus, the hydration shell structure of fluorinated methyl groups results from a delicate balance of solute-water interactions that is intrinsically different from that associated with a methyl group.

Authors with CRIS profile

Petra Imhof

Involved external institutions

Max-Planck-Institut für Kolloid- und Grenzflächenforschung / Max Planck Institute of Colloids and Interfaces DE Germany (DE) Freie Universität Berlin DE Germany (DE) Purdue-University US United States (USA) (US)

How to cite

APA:

Robalo, J.R., Streacker, L.M., De Oliveira, D.M., Imhof, P., Ben-Amotz, D., & Verde, A.V. (2019). Hydrophobic but Water-Friendly: Favorable Water-Perfluoromethyl Interactions Promote Hydration Shell Defects. Journal of the American Chemical Society, 141(40). https://dx.doi.org/10.1021/jacs.9b06862

MLA:

Robalo, Joao R., et al. "Hydrophobic but Water-Friendly: Favorable Water-Perfluoromethyl Interactions Promote Hydration Shell Defects." Journal of the American Chemical Society 141.40 (2019).

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