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

Autor:	Jennifer R. Hiscock, Neil J. Wells, Tamrin L. Gumbs, Lisa J. White, Helena J. Shepherd
Rok vydání:	2017
Předmět:	Nanostructure Hydrogen 010405 organic chemistry Stereochemistry Base pair Hydrogen bond chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Thymine chemistry.chemical_compound Crystallography Monomer chemistry Host–guest chemistry DNA
Zdroj:	Supramolecular Chemistry. 30:286-295
ISSN:	1029-0478 1061-0278
DOI:	10.1080/10610278.2017.1351613
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ad67ed326fa5d69531ec4d640f487dcf https://doi.org/10.1080/10610278.2017.1351613 Zobrazit plný text záznamu