Jump to main content
Jump to site search

Issue 7, 2017
Previous Article Next Article

Free-energy patterns in inclusion complexes: the relevance of non-included moieties in the stability constants

Author affiliations

Abstract

Inclusion complexes play a definite role in a variety of applications, ranging from drug solubilization to smart materials. This work presents a series of studies based on molecular dynamics, including potential of mean force calculations, and aiming at understanding the factors that govern inclusion. Naphthalene and its derivatives are used as guests for a common host, β-cyclodextrin. It is observed that the substitution of naphthalene promotes an increase in the complexation constant (up to 100-fold), irrespective of the nature of the substituent, the latter comprising small hydrophobic and hydrophilic (including charged) groups. It is also seen that entropy does not favor inclusion, the order of magnitude of the binding free energy being given by the enthalpic component, with a dominating guest–host interaction contribution. Desolvation penalizes the inclusion process, and is not observed in the vicinity of the hydrophilic and charged groups, which remain exposed to the solvent. Results suggest that substantial modulation of the inclusion complexes can be achieved imposing different substituents, with direct transposition for the modulation of properties in supramolecular structures based on these complexes.

Graphical abstract: Free-energy patterns in inclusion complexes: the relevance of non-included moieties in the stability constants

Back to tab navigation

Article information


Submitted
25 Nov 2016
Accepted
10 Jan 2017
First published
10 Jan 2017

Phys. Chem. Chem. Phys., 2017,19, 5209-5221
Article type
Paper

Free-energy patterns in inclusion complexes: the relevance of non-included moieties in the stability constants

T. F. G. G. Cova, S. C. C. Nunes and A. A. C. C. Pais, Phys. Chem. Chem. Phys., 2017, 19, 5209 DOI: 10.1039/C6CP08081B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.


Social activity

Search articles by author

Spotlight

Advertisements