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Ruthenium Complex “Light Switches” that are Selective for Different G‐Quadruplex Structures
Author(s) -
Wachter Erin,
Moyá Diego,
Parkin Sean,
Glazer Edith C.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201503203
Subject(s) - g quadruplex , ruthenium , chemistry , selectivity , substituent , covalent bond , rational design , adduct , intermolecular force , nucleic acid , dna , stereochemistry , photochemistry , combinatorial chemistry , molecule , catalysis , nanotechnology , organic chemistry , materials science , biochemistry
Recognition and regulation of G‐quadruplex nucleic acid structures is an important goal for the development of chemical tools and medicinal agents. The addition of a bromo‐substituent to the dipyridylphenazine (dppz) ligands in the photophysical “light switch”, [Ru(bpy) 2 dppz] 2+ , and the photochemical “light switch”, [Ru(bpy) 2 dmdppz] 2+ , creates compounds with increased selectivity for an intermolecular parallel G‐quadruplex and the mixed‐hybrid G‐quadruplex, respectively. When [Ru(bpy) 2 dppz‐Br] 2+ and [Ru(bpy) 2 dmdppz‐Br] 2+ are incubated with the G‐quadruplexes, they have a stabilizing effect on the DNA structures. Activation of [Ru(bpy) 2 dmdppz‐Br] 2+ with light results in covalent adduct formation with the DNA. These complexes demonstrate that subtle chemical modifications of Ru II complexes can alter G‐quadruplex selectivity, and could be useful for the rational design of in vivo G‐quadruplex probes.