Abstract
Cooperative effects cause extra stabilization of hydrogen-bonded supramolecular systems. In this work we have designed hydrogen-bonded rosettes derived from a guanine-cytosine Janus-type motif with the aim of finding a monomer that enhances the synergy of supramolecular systems. For this, relativistic dispersion-corrected density functional theory computations have been performed. Our proposal involves a monomer with three hydrogen-bonds pointing in the same direction, which translates into shorter bonds, stronger donor-acceptor interactions, and more attractive electrostatic interactions, thus giving rise to rosettes with strengthened cooperativity. This newly designed rosette has triple the cooperativity found for the naturally occurring guanine quadruplex.
| Original language | English |
|---|---|
| Pages (from-to) | 8403-8412 |
| Number of pages | 10 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 21 |
| Issue number | 41 |
| Early online date | 5 Oct 2023 |
| DOIs | |
| Publication status | Published - 7 Nov 2023 |
Bibliographical note
Funding Information:We thank the Netherlands Organization for Scientific Research (NWO), the Spanish MINECO (PID-2019-106830GB-I00, PID2022-138861NB-I00 and CEX2021-001202-M) and the Catalan Government (2021SGR442) for financial support.
Publisher Copyright:
© 2023 The Royal Society of Chemistry
Funding
We thank the Netherlands Organization for Scientific Research (NWO), the Spanish MINECO (PID-2019-106830GB-I00, PID2022-138861NB-I00 and CEX2021-001202-M) and the Catalan Government (2021SGR442) for financial support.
| Funders | Funder number |
|---|---|
| Generalitat de Catalunya | 2021SGR442 |
| Generalitat de Catalunya | |
| Nederlandse Organisatie voor Wetenschappelijk Onderzoek | |
| Ministerio de Economía y Competitividad | CEX2021-001202-M, PID-2019-106830GB-I00, PID2022-138861NB-I00 |
| Ministerio de Economía y Competitividad |