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Modulating fluorescent sensing of the pyrene-based ion pair receptor by docking on graphene quantum dots

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dc.abstract.enWe successfully synthesized squaramide-based ion pair receptor 3, possessing a cation binding domain linked to the receptor scaffold so as act as an electron-withdrawing group and enhance anion binding. This compound was able to efficiently and cooperatively bind anions in the presence of sodium cations. Using reference compounds 1 and 2, we demonstrated that the presence of a carbonyl group on the aromatic ring significantly enhances the efficiency of anion binding. The incorporation of this group in the structure of receptor 3, combined with other strongly electron-withdrawing groups located on another aryl subunit, enabled the receptor to bind salts even in the presence of water. Furthermore, the capacity for modular synthesis of diarylsquaramides allowed to obtain sensor 4, which features a pyrene moiety directly attached to the anion-binding domain, selectively sensing dihydrogen phosphate anions. Besides the signaling feature, the presence of pyrene rings facilitated the docking of sensor 4 onto the surface of graphene quantum dots, resulting in a conjugate with improved fluorescent properties.
dc.affiliationUniwersytet Warszawski
dc.affiliation.departmentWydział Chemii
dc.affiliation.departmentWydział Fizyki
dc.affiliation.otherZakład Chemii Organicznej i Technologii Chemicznej
dc.affiliation.otherZakład Chemii Teoretycznej i Strukturalnej
dc.contributor.authorRomański, Jan
dc.contributor.authorDobrzycki, Łukasz
dc.contributor.authorJagleniec, Damian
dc.date.accessioned2024-04-04T10:14:52Z
dc.date.available2024-04-04T10:14:52Z
dc.date.copyright2024-03
dc.date.issued2024-03-09
dc.description.grantnumber2018/30/E/ST5/00841
dc.description.granttitleNCN, Rozpoznanie, transport i ekstrakcja soli z wykorzystaniem modułowych receptorów molekularnych
dc.description.number399
dc.description.versionfinal_published
dc.identifier.doi10.1016/j.molliq.2024.124410
dc.identifier.issn0167-7322
dc.identifier.orcid0000-0002-7675-885X
dc.identifier.orcid0000-0002-6289-7242
dc.identifier.orcid0000-0002-6114-8733
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/160299
dc.languageen
dc.pbn.affiliationchemical sciences
dc.relation.ispartofJournal of Molecular Liquids
dc.relation.pages1-6
dc.rightsCC-BY-NC-ND
dc.rights.weblinkhttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.sciencecloudsend
dc.share.typePUBLISHER_WEBSITE
dc.subject.enIon recognition
dc.subject.enSquaramide
dc.subject.enPyrene
dc.subject.enGraphene quantum dots
dc.subject.enSensing
dc.titleModulating fluorescent sensing of the pyrene-based ion pair receptor by docking on graphene quantum dots
dc.typeJournalArticle
dspace.entity.typePublication