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http://hdl.handle.net/2445/128320
Title: | Predicting the Limit of Intramolecular Hydrogen Bonding with Classical Molecular Dynamics |
Author: | Colizzi, Francesco Hospital Gasch, Adam Zivanovic, Sanja Orozco López, Modesto |
Keywords: | Dinàmica molecular Hidrogen Molecular dynamics Hydrogen |
Issue Date: | 25-Jan-2019 |
Publisher: | Wiley |
Abstract: | The energetics of intramolecular recognition processes are governed by the balance of pre‐organization and flexibility, which is often difficult to measure and hard to predict. Using classical MD simulations, we predict and quantify the effective strength of intramolecular hydrogen bonds between donor and acceptor sites separated by a variable alkyl linker in several solvents and crowded solutions. The balance of entropic and enthalpic contributions poses a solvent‐dependent limit to the occurrence of intramolecular H‐bonding. Still, free energies show a constant offset among different solvents with, for example, a 13 kJ mol−1 difference between water and chloroform. Molecular crowding shows little effect on the thermodynamic equilibrium, but induces variations on the H‐bond kinetics. The results are in quantitative agreement with experiments in chloroform and showcase a general strategy to investigate molecular interactions in different environments, extending the limits of current experiments towards the prospective prediction of H‐bond interactions in a variety of contexts. |
Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1002/anie.201810922 |
It is part of: | Angewandte Chemie International Edition, 2019 |
URI: | http://hdl.handle.net/2445/128320 |
Related resource: | http://dx.doi.org/10.1002/anie.201810922 |
Appears in Collections: | Articles publicats en revistes (Institut de Recerca Biomèdica (IRB Barcelona)) Articles publicats en revistes (Bioquímica i Biomedicina Molecular) |
Files in This Item:
File | Description | Size | Format | |
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manuscript_201810922R1.pdf | 2.06 MB | Adobe PDF | View/Open |
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