title: Sequence-specific electron injection into DNA from an intermolecular electron donor.
abstract: Electron transfer in DNA has been intensively studied to elucidate its biological roles and for applications in bottom-up DNA nanotechnology. Recently, mechanisms of electron transfer to DNA have been investigated; however, most of the systems designed are intramolecular. Here, we synthesized pyrene-conjugated pyrrole-imidazole polyamides (PPIs) to achieve sequence-specific electron injection into DNA in an intermolecular fashion. Electron injection from PPIs into DNA was detected using 5-bromouracil as an electron acceptor. Twelve different 5-bromouracil-containing oligomers were synthesized to examine the electron-injection ability of PPI. Product analysis demonstrated that the electron transfer from PPIs was localized in a range of 8 bp from the binding site of the PPIs. These results demonstrate that PPIs can be a useful tool for sequence-specific electron injection.
authors: Department of Chemistry, Graduate School of Science Kyoto University, Sakyo, Kyoto 606-8502, Japan.
authors: Hironobu
authors: H
authors: Morinaga
authors: Tomohiro
authors: T
authors: Takenaka
authors: Fumitaka
authors: F
authors: Hashiya
authors: Seiichiro
authors: S
authors: Kizaki
authors: Kaori
authors: K
authors: Hashiya
authors: Toshikazu
authors: T
authors: Bando
authors: Hiroshi
authors: H
authors: Sugiyama
mesh_terms: D001483:Base Sequence; D001976:Bromouracil / Q000737:chemistry; D004247:DNA / Q000737:chemistry* / Q000528:radiation effects; D004583:Electrons; D007093:Imidazoles / Q000737:chemistry; D009757:Nylons / Q000138:chemical synthesis / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry
chemical_list: D007093:Imidazoles; D009757:Nylons; D011721:Pyrenes; D011758:Pyrroles; D001976:Bromouracil; D004247:DNA