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Sequence-specific electron injection into DNA from an intermolecular electron donor.

Nucleic acids research (2013-02-27)
Hironobu Morinaga, Tomohiro Takenaka, Fumitaka Hashiya, Seiichiro Kizaki, Kaori Hashiya, Toshikazu Bando, Hiroshi Sugiyama
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.

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Sigma-Aldrich
5-Bromouracil, 98%