Aza-Macrocyclic Triphenylamine Ligands for G-Quadruplex Recognition

作者：Pont Isabel; Gonzalez Garcia Jorge^*; Inclan Mario; Reynolds Matthew; Delgado Pinar Estefania; Teresa Albelda M; Vilar Ramon^*; Garcia Espana Enrique^*

来源：Chemistry - A European Journal, 2018, 24(42): 10850-10858.

DOI：10.1002/chem.201802077

• aggregation
• amines
• DNA
• fluorescent probes
• G-quadruplexes
• macrocyclic ligands

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 between the molecule and DNA. This light-up effect allows the application of the ligands as fluorescence probes to selectively detect G4s.

• 出版日期2018-7-25