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Aza-macrocyclic triphenylamine ligands for G-quadruplex recognition

2018

A new series of triphenylamine-based ligands with one (TPA1PY), two (TPA2PY) or three pendant aza-macrocycle(s) (TPA3PY) has been synthesised and studied by means of pH-metric titrations, UV/Vis spectroscopy and fluorescence experiments. The affinity of these ligands for G-quadruplex (G4) DNA and the selectivity they show for G4s over duplex DNA were investigated by Forster resonance energy transfer (FRET) melting assays, fluorimetric titrations and circular dichroism spectroscopy. Interestingly, the interactions of the bi- and especially the tri-branched ligands with G4s lead to a very intense redshifted fluorescence emission band that may be associated with intermolecular aggregation betw…

0301 basic medicineCircular dichroismaggregation-induced emissionChemistry Multidisciplinaryamines010402 general chemistryG-quadruplexTriphenylamine01 natural sciencesCatalysisCIRCULAR-DICHROISM03 medical and health scienceschemistry.chemical_compoundGeneral chemistryfluorescent probestriphenylamine polyaminesMoleculeSpectroscopyFLUORESCENT-PROBESScience & TechnologyG-quadruplexChemistryINTRAMOLECULAR CHARGE-TRANSFERANTICANCER DRUG DESIGNOrganic ChemistryaggregationFORMING REGIONDNAGeneral ChemistryFluorescenceG-quadruplexes0104 chemical sciencesCrystallographyChemistry030104 developmental biologyFörster resonance energy transfer2-PHOTON ABSORPTIONPROMOTER REGIONPhysical SciencesEQUILIBRIUM-CONSTANTSGRAPHENE OXIDE03 Chemical Sciencesmacrocyclic ligands
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