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Towards the use of (pseudo) nucleobase substituted amphiphiles as DNA nucleotide mimics and antimicrobial agents

Ng, Kendrick K. L., Dimitrovski, Milan, Boles, Jessica E., Ellaby, Rebecca J., White, Lisa J., Hiscock, Jennifer R. (2020) Towards the use of (pseudo) nucleobase substituted amphiphiles as DNA nucleotide mimics and antimicrobial agents. Supramolecular Chemistry, . ISSN 1061-0278. (doi:10.1080/10610278.2020.1755038) (KAR id:80785)

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Official URL
https://doi.org/10.1080/10610278.2020.1755038

Abstract

Here we present the synthesis of complementary (pseudo) nucleobase appended Supramolecular Self-associating Amphiphilic (SSA) salts and, establish the potential for this molecular construct to produce a new class of DNA inspired synthetic structures/materials. The anionic component of this class of amphiphile contains multiple hydrogen bond donating and accepting functionalities, meaning that these systems can access multiple self-associative hydrogen bonding modes simultaneously. Herein, we characterise the self-associative properties of these DNA inspired amphiphiles in the solid state, solution state and gas phase. Finally, we investigate the potential of these amphiphilic salts to act as antimicrobial agents against model Gram-positive (methicillin resistant Staphylococcus aureus – MRSA) and Gram-negative (Escherichia coli – E. coli) bacteria.

Item Type: Article
DOI/Identification number: 10.1080/10610278.2020.1755038
Uncontrolled keywords: Self-association, hydrogen bonding, host-guest chemistry, amphiphile, antimicrobial
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > School of Physical Sciences
Depositing User: Jennifer Hiscock
Date Deposited: 08 Apr 2020 10:48 UTC
Last Modified: 25 Apr 2021 23:00 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/80785 (The current URI for this page, for reference purposes)
Hiscock, Jennifer R.: https://orcid.org/0000-0002-1406-8802
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