Environment-Sensitive Fluorescent Probe: A Benzophosphole Oxide with an Electron-Donating Substituent

Eriko Yamaguchi, Chenguang Wang, Aiko Fukazawa, Masayasu Taki, Yoshikatsu Sato, Taeko Sasaki, Minako Ueda, Narie Sasaki, Tetsuya Higashiyama, Shigehiro Yamaguchi

Research output: Contribution to journalArticlepeer-review

143 Citations (Scopus)


Electron-donating aryl groups were attached to electron-accepting benzophosphole skeletons. Among several derivatives thus prepared, one benzophosphole oxide was particularly interesting, as it retained high fluorescence quantum yields even in polar and protic solvents. This phosphole-based compound exhibited a drastic color change of its fluorescence spectrum as a function of the solvent polarity, while the absorption spectra remained virtually unchanged. Capitalizing on these features, this phosphole-based compound was used to stain adipocytes, in which the polarity of subcellular compartments could then be discriminated on the basis of the color change of the fluorescence emission.

Original languageEnglish
Pages (from-to)4539-4543
Number of pages5
JournalAngewandte Chemie - International Edition
Issue number15
Publication statusPublished - 2015 Apr 7
Externally publishedYes


  • fluorescent probes
  • imaging agents
  • phosphole
  • phosphorus heterocycles
  • solvatochromism

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)


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