Selective stabilization of triplex DNA by anthraquinone sulfonamide derivatives.
A series of cationic anthraquinone derivatives was investigated for their ability to stabilize duplex and triplex DNA. Thermal denaturation experiments demonstrate that each of these compounds stabilizes the [poly(dT) x poly(dA) x poly(dT)] triplex without significantly affecting the [poly(dT) x poly(dA)] duplex. The amount of stabilization is determined by the number and placement of the cationic substituents on the anthraquinone skeleton. The stabilization arises primarily from higher affinity binding of the quinones to the triplex relative to the duplex structures. Phosphorescence quenching and viscometric titrations indicate that the quinones bind to the triplex by intercalation.
Kan
Y
Y
School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta 30332, USA.
Armitage
B
B
Schuster
G B
GB
D000880:Anthraquinones / Q000737:chemistry* / Q000378:metabolism; D004247:DNA / Q000378:metabolism*; D008163:Luminescent Measurements; D009690:Nucleic Acid Conformation; D013056:Spectrophotometry, Ultraviolet; D013449:Sulfonamides / Q000737:chemistry* / Q000378:metabolism; D014783:Viscosity
D000880:Anthraquinones; D013449:Sulfonamides; C051802:triplex DNA; D004247:DNA