Complex Biophysical and Computational Analyses of GQuadruplex Ligands: The Porphyrin Stacks Back

dc.contributor.authorSatta, Giuseppecs
dc.contributor.authorTrajkovski, Markocs
dc.contributor.authorCantara, Alessiocs
dc.contributor.authorMura, Monicacs
dc.contributor.authorMeloni, Claudiacs
dc.contributor.authorOlla, Giuliacs
dc.contributor.authorDobrovolná, Michaelacs
dc.contributor.authorPisano, Luisacs
dc.contributor.authorGaspa, Silviacs
dc.contributor.authorSalis, Andreacs
dc.contributor.authorDe Luca, Lidiacs
dc.contributor.authorMocci, Francescacs
dc.contributor.authorBrázda, Václavcs
dc.contributor.authorPlavec, Janezcs
dc.contributor.authorCarraro, Massimocs
dc.coverage.issue69cs
dc.coverage.volume30cs
dc.date.accessioned2025-04-04T11:56:20Z
dc.date.available2025-04-04T11:56:20Z
dc.date.issued2024-09-18cs
dc.description.abstractG-quadruplexes (G4 s), as non-canonical DNA structures, attracta great deal of research interest in the molecular biology as wellas in the material science fields. The use of small molecules asligands for G-quadruplexes has emerged as a tool to regulategene expression and telomeres maintenance. Meso-tetrakis-(N-methyl-4-pyridyl) porphyrin (TMPyP4) was shown as one of thefirst ligands for G-quadruplexes and it is still widely used. Wereport an investigation comprising molecular docking anddynamics, synthesis and multiple spectroscopic and spectro-metric determinations on simple cationic porphyrins and theirinteraction with different DNA sequences. This study enabledthe synthesis of tetracationic porphyrin derivatives that ex-hibited binding and stabilizing capacity against G-quadruplexstructures; the detailed characterization has shown that thepresence of amide groups at the periphery improves selectivityfor parallel G4 s binding over other structures. Taking intoaccount the ease of synthesis, 5,10,15,20-tetrakis-(1-acetamido-4-pyridyl) porphyrin bromide could be considered a betteralternative to TMPyP4 in studies involving G4 binding.en
dc.formattextcs
dc.format.extent1-13cs
dc.format.mimetypeapplication/pdfcs
dc.identifier.citationCHEMISTRY-A EUROPEAN JOURNAL. 2024, vol. 30, issue 69, p. 1-13.en
dc.identifier.doi10.1002/chem.202402600cs
dc.identifier.issn0947-6539cs
dc.identifier.orcid0000-0003-2837-4226cs
dc.identifier.other190100cs
dc.identifier.researcheridF-9582-2011cs
dc.identifier.urihttps://hdl.handle.net/11012/250725
dc.language.isoencs
dc.publisherWiley-VCHcs
dc.relation.ispartofCHEMISTRY-A EUROPEAN JOURNALcs
dc.relation.urihttps://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202402600cs
dc.rightsCreative Commons Attribution-NonCommercial-NoDerivatives 4.0 Internationalcs
dc.rights.accessopenAccesscs
dc.rights.sherpahttp://www.sherpa.ac.uk/romeo/issn/0947-6539/cs
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/cs
dc.subjectDNAen
dc.subjectG-quadruplexesen
dc.subjectMolecular dynamicsen
dc.subjectMolecular recognitionen
dc.subjectNMRen
dc.titleComplex Biophysical and Computational Analyses of GQuadruplex Ligands: The Porphyrin Stacks Backen
dc.type.driverarticleen
dc.type.statusPeer-revieweden
dc.type.versionpublishedVersionen
sync.item.dbidVAV-190100en
sync.item.dbtypeVAVen
sync.item.insts2025.04.04 13:56:20en
sync.item.modts2025.03.31 13:32:04en
thesis.grantorVysoké učení technické v Brně. Fakulta chemická. Ústav chemie potravin a biotechnologiícs
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