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Environment‐Sensitive Fluorescent Probe: A Benzophosphole Oxide with an Electron‐Donating Substituent
Author(s) -
Yamaguchi Eriko,
Wang Chenguang,
Fukazawa Aiko,
Taki Masayasu,
Sato Yoshikatsu,
Sasaki Taeko,
Ueda Minako,
Sasaki Narie,
Higashiyama Tetsuya,
Yamaguchi Shigehiro
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201500229
Subject(s) - phosphole , fluorescence , chemistry , photochemistry , substituent , polarity (international relations) , solvent , absorption (acoustics) , aryl , oxide , organic chemistry , materials science , biochemistry , physics , alkyl , quantum mechanics , composite material , cell
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.