Reversible signal regulation system of 19F NMR by redox reactions using a metal complex as a switching module

Kazuo Tanaka, Narufumi Kitamura, Yuichi Takahashi, Yoshiki Chujo

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

We present here the reversible signal regulation of 19F NMR using the transition metal complex as a switching module. Water-soluble fluorinated dendrimers containing ferrocene were synthesized as a probe, and the signal intensities of 19F NMR of the probes were monitored by changing the valence state of the ferrocene moiety. By oxidation of the ferrocene moiety, the relaxation of the nearby fluorine atoms was accelerated via the paramagnetic relaxation enhancement, as a result the 19F NMR signal from the probe was significantly decreased. The reduction of the ferrocenium cation of the probe recovered the signal intensity. Finally, in combination with the difference of the fluorescence quenching ability between ferrocene and ferrocenium cation, we constructed the multimodal 19F NMR/fluorescence probe based on the redox switching system.

Original languageEnglish
Pages (from-to)3818-3823
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume17
Issue number11
DOIs
Publication statusPublished - 2009 Jun 1
Externally publishedYes

Keywords

  • F MRI
  • Metal complex
  • Multimodality
  • Redox sensor
  • Reversible switch

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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