‘Frustrated’ hydrogen-bonded self-associated systems as templates towards DNA incorporated nanostructure formation
‘Frustrated’ hydrogen-bonded self-associated systems as templates towards DNA incorporated nanostructure formation
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 and accepting 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.
1-10
Gumbs, Tamrin
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White, Lisa
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Wells, Neil J.
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Shepherd, Helena
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Hiscock, Jennifer
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Gumbs, Tamrin
a0c9f5d1-d4c5-4cbd-9783-55e0dff79953
White, Lisa
a5a08d78-ad6d-4034-9ecb-277f1e6f3fff
Wells, Neil J.
86312185-007b-495b-86da-4e2e5b9b8025
Shepherd, Helena
14e67245-32f6-484d-81dc-ad2a473a4927
Hiscock, Jennifer
abaeec63-a57f-42b8-a9a8-56c80da56081
Gumbs, Tamrin, White, Lisa, Wells, Neil J., Shepherd, Helena and Hiscock, Jennifer
(2017)
‘Frustrated’ hydrogen-bonded self-associated systems as templates towards DNA incorporated nanostructure formation.
Supramolecular Chemistry, .
(doi: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 and accepting 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.
Text
revised manuscript - final pictures
- Accepted Manuscript
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Accepted/In Press date: 3 July 2017
e-pub ahead of print date: 17 July 2017
Identifiers
Local EPrints ID: 412702
URI: http://eprints.soton.ac.uk/id/eprint/412702
ISSN: 1061-0278
PURE UUID: fa0e55ad-5402-4bf2-8df7-9c584feaa6bb
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Date deposited: 26 Jul 2017 16:31
Last modified: 16 Mar 2024 05:34
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Contributors
Author:
Tamrin Gumbs
Author:
Lisa White
Author:
Helena Shepherd
Author:
Jennifer Hiscock
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