title: Improving the affinity of naphthalene diimide ligand to telomeric DNA by incorporating Zn²⁺ ions into its dipicolylamine groups.
abstract: N,N'-bis[3-[3-(2,2'-dipicolyl)methylaminopropyl]-methylaminopropyl]naphthalene-1,4,5,8-tetracarboxylic acid diimide, 1, and its complex with zinc ions, 2, were investigated against telomeric sequences, [TAGGG(TTAGGG)(3)] and [AGGG(TTAGGG)(3)], which reveal different G-quadruplex structures depending on the conditions. Spectrophotometric, SPR, and CD techniques revealed that both ligands showed large binding constants to hybrid-type G-quadruplexes formed in the presence of K(+) ions. Moreover, 2 revealed higher affinity to investigated oligonucleotides suggesting that complex of naphthalene diimide derivative with Zn(2+), comparing to 1, provided additional electrostatic or coordination interactions between positively charged zinc ions and condensed negative charged phosphate anions from G4 DNA.
authors.affiliation: Research Center for Bio-microsensing Technology, 1-1 Sensui-cho, Tobata-ku, Kitakyushu-shi, Fukuoka 804-8550, Japan.
authors.forename: Izabella
authors.initials: I
authors.lastname: Czerwinska
authors.forename: Shinobu
authors.initials: S
authors.lastname: Sato
authors.forename: Shigeori
authors.initials: S
authors.lastname: Takenaka
mesh_terms: D000588:Amines / Q000737:chemistry*; D004247:DNA / Q000187:drug effects*; D054856:G-Quadruplexes / Q000187:drug effects; D007094:Imides / Q000737:chemistry / Q000494:pharmacology*; D007477:Ions / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000494:pharmacology*; D010848:Picolinic Acids / Q000737:chemistry*; D016615:Telomere / Q000187:drug effects*; D015032:Zinc / Q000737:chemistry*
chemical_list: C501847:2,2'-dipicolylamine; D000588:Amines; D007094:Imides; D007477:Ions; D008024:Ligands; D009281:Naphthalenes; D010848:Picolinic Acids; C542131:naphthalenediimide; D004247:DNA; D015032:Zinc