DNA-binding compounds--synthesis and intercalating properties of a peptide-diamino diacridine.
A novel diacridine has been prepared in which two acridines are linked by a flexible peptide chain composed of gamma-aminobutyric acid, tyrosine, lysine and glycine. Synthesis of N-[9-acridinyl)-4-aminobutanoyl-tyrosyl-lysyl-lysyl-glycyl)-N'-(9- acridinyl)-1, 3-diaminopropane (VII) was achieved in 8% overall yield by a solution phase stepwise procedure. This compound binds to DNA by intercalation of both chromophores with at least a 140-fold enhancement of affinity compared to 9-aminoacridine.
D000166:Acridines / Q000138:chemical synthesis* / Q000378:metabolism; D004247:DNA / Q000378:metabolism*; D007202:Indicators and Reagents; D007364:Intercalating Agents / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000378:metabolism; D009904:Optical Rotation; D011485:Protein Binding
D000166:Acridines; D007202:Indicators and Reagents; D007364:Intercalating Agents; D009842:Oligopeptides; C047617:N-((9-acridinyl)-4-aminobutanoyl-tyrosyl-lysyl-lysyl-glycyl)-N'-(9-acridinyl)-1,3-diaminopropane; D004247:DNA