Synthesis and DNA photocleavage by a pyridine-linked bis-acridine chromophore in the presence of copper(II): Ionic strength effects

We report the synthesis of photonuclease 3 consisting of two acridine rings joined by a 2,6-bis(aminomethyl)pyridine copper-binding linker. In reactions containing micromolar concentrations of 3, irradiation at 419 nm produces efficient, copper(II)-dependent cleavage of plasmid DNA in the presence of the high concentrations of salt that exist in the cell nucleus (150 mM NaCl and 260 mM KCl). The DNA interactions of 3 are compared to an analogous bis-acridine (4) containing a more flexible 2,6-bis{[(methoxycarbonylamino)-ethyl]methylaminomethyl}pyridine unit.

Graphical abstractCopper(II) chloride enhances DNA photocleavage by bis-acridine 3 in the presence of physiological concentrations of salt.Figure optionsDownload full-size imageDownload as PowerPoint slide