Artificial DNAs based on alkynyl C-nucleosides as a superior scaffold for homo- and heteroexcimer emissions

Junya Chiba, Sakiko Takeshima, Kikyo Mishima, Hajime Maeda, Yasuaki Nanai, Kazuhiko Mizuno, Masahiko Inouye*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

55 Scopus citations

Abstract

DNA-like fluorescent oligomers composed of alkynyl β-D-ribofuranosides bearing pyrene, perylene, and anthracene as a fluorophore were synthesized by solid-phase DNA synthesis. The fluorescent oligomers possess the defined number and order of the fluorophores. In these oligomers, the adjacent fluorophores efficiently interact with each other by hydrophobic interactions in their electronic ground states in a face-to-face fashion. The predominant excimer emissions were observed from not only the homooligomers (pyrene-pyrene and perylene-perylene systems) but also the heterooligomers (pyrene-perylene, pyrene-anthracene, and perylene-anthracene systems) in aqueous media.

Original languageEnglish
Pages (from-to)8124-8130
Number of pages7
JournalChemistry - A European Journal
Volume13
Issue number29
DOIs
StatePublished - 2007

Keywords

  • Artificial DNA
  • Excimers
  • Fluorescence
  • Nucleosides
  • Photochemistry

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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