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Towards the Application of Supramolecular Self-Associating Amphiphiles as Next-Generation Delivery Vehicles

White, Lisa J., Boles, Jessica E., Hilton, Kira, Ellaby, Rebecca J., Hiscock, Jennifer R. (2020) Towards the Application of Supramolecular Self-Associating Amphiphiles as Next-Generation Delivery Vehicles. Molecules, 25 (18). Article Number 4126. ISSN 1420-3049. (doi:10.3390/molecules25184126) (KAR id:82828)

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Official URL:
https://doi.org/10.3390/molecules25184126

Abstract

Herein, we present a series of supramolecular self-associating amphiphilic (SSA) salts and establish the potential for these molecular constructs to act as next-generation solution-state molecular delivery vehicles. We characterise the self-association of these SSAs, both alone and when co-formulated with a variety of drug(like) competitive guest species. Single crystal X-ray diffraction studies enable the observation of hydrogen-bonded self-association events in the solid state, whilst high resolution mass spectrometry confirms the presence of anionic SSA dimers in the gas-phase. These same anionic SSA dimeric species are also identified within a competitive organic solvent environment (DMSO-d6/0.5% H2O). However, extended self-associated aggregates are observed to form under aqueous conditions (H2O/5.0% EtOH) in both the absence and presence of these competitive guest species. Finally, through the completion of these studies, we present a framework to support others in the characterisation of such systems.

Item Type: Article
DOI/Identification number: 10.3390/molecules25184126
Uncontrolled keywords: hydrogen bond; supramolecular chemistry; amphiphile; drug delivery
Subjects: Q Science
Q Science > QD Chemistry
Q Science > QD Chemistry > QD473 Physical properties in relation to structure
Divisions: Divisions > Division of Natural Sciences > Physics and Astronomy
Depositing User: Jennifer Hiscock
Date Deposited: 08 Sep 2020 19:52 UTC
Last Modified: 10 Jan 2024 20:40 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/82828 (The current URI for this page, for reference purposes)

University of Kent Author Information

Hiscock, Jennifer R..

Creator's ORCID: https://orcid.org/0000-0002-1406-8802
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