Novel fluorescent probe for detecting hydroperoxides with strong emission in the visible range.
A novel fluorescent probe, a swallow-tailed perylene derivative for detecting hydroperoxides (Spy-HP), containing perylene 3,4,9,10-tetracarboxyl bisimide as the main skeleton in the structure, was developed. Spy-HP reacted rapidly with hydroperoxides such as m-chloroperbenzoic acid (MCPBA) and cumene hydroperoxide to form its oxidized derivative, Spy-HPOx, and emitted an extremely strong fluorescence (phi approximately 1) in the visible range (lambda(ex) = 524 nm and lambda(em) = 535 nm), as the result of canceling the photoinduced electron transfer (PET) effect. The reaction between Spy-HP and hydroperoxides proceeded quantitatively in strict stoichiometry, without being affected by autoxidation or photobleaching. Because of these prominent properties, Spy-HP is expected to be a novel and useful fluorescent probe to 'spy' on hydroperoxides in biosamples.
Soh
Nobuaki
N
Department of Applied Chemistry, Graduate School of Engineering, Kyushu University, 744, Moto-oka, Nishi-ku, Fukuoka 819-0395, Japan. soh@cstf.kyushu-u.ac.jp
Ariyoshi
Tomoyuki
T
Fukaminato
Tuyoshi
T
Nakano
Koji
K
Irie
Masahiro
M
Imato
Toshihiko
T
D005456:Fluorescent Dyes / Q000032:analysis* / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000032:analysis* / Q000737:chemistry*; D015394:Molecular Structure; D013050:Spectrometry, Fluorescence
D005456:Fluorescent Dyes; D006861:Hydrogen Peroxide