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'Frustrated' hydrogen bonded self-associated systems as templates towards DNA incorporated nanostructure formation

Gumbs, Tamrin L., White, Lisa J., Wells, Neil J., Shepherd, Helena J., Hiscock, Jennifer R. (2018) 'Frustrated' hydrogen bonded self-associated systems as templates towards DNA incorporated nanostructure formation. Supramolecular Chemistry, 30 . pp. 42-51. ISSN 1061-0278. E-ISSN 1029-0478. (doi:10.1080/10610278.2017.1351613) (KAR id:62248)

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http://dx.doi.org/10.1080/10610278.2017.1351613

Abstract

Herein, we present the synthesis of a thymine nucleobase appended ‘frustrated’ monomer, which exhibits self-association in DMSO solutions through the formation of hydrogen bonds. This self-association process has been explored in both competitive DMSO solutions and the solid state, using a combination of NMR and single crystal X-ray diffraction techniques. The self-associative equilibria within the solution state are balanced in such a way that the hydrogen bond donating (HBD) and accepting (HBA) thymine residue present within the monomeric structure is free to coordinate further guest species such as the complimentary DNA base adenine. The adenine simulants, 2-aminopyridine and 2,6-diaminopyridine have been used to explore the potential of these self-associated structures towards the coordination of complimentary DNA base pairs.

Item Type: Article
DOI/Identification number: 10.1080/10610278.2017.1351613
Uncontrolled keywords: self-association; hydrogen bonding; host-guest chemistry
Divisions: Faculties > Sciences > School of Physical Sciences
Depositing User: Jennifer Hiscock
Date Deposited: 11 Jul 2017 09:57 UTC
Last Modified: 23 Jan 2020 04:13 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/62248 (The current URI for this page, for reference purposes)
Shepherd, Helena J.: https://orcid.org/0000-0003-0832-4475
Hiscock, Jennifer R.: https://orcid.org/0000-0002-1406-8802
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