A ratiometric fluorescent probe for sensing hydrogen peroxide based on a hemicyanine-naphthol fluorophore.
The synthesis, properties and applications of a water-soluble boronate-functioned hemicyanine-naphthol hybrid as a novel ratiometric fluorescent sensor for hydrogen peroxide are presented. The dye displayed remarkable a colour change from pale orange (λ(em)  = 590 nm) to pink (λ(em)  = 690 nm) in the presence of H2O2, which could be rationalized by the chemoselective H2O2-mediated transformation of arylboronate to phenolate with high selectivity and a fast response (within 2 min). A good linear relationship (R(2)  = 0.9951) was obtained with the H2O2 concentration ranging from 0 to 25 μM, with a limit of detection of 0.09 μM according to the signal-to-noise ratio (S/N = 3). The advantages of this fluorophore include easy modification, excellent aqueous solubility and superior photostability, and it has been applied to the detection of trace amounts of hydrogen peroxide in water samples.
Department of Chemistry, Beijing Key Laboratory of Microanalytical Methods and Instrumentation, Tsinghua University, Beijing, 100084, People's Republic of China.|Department of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin, 300384, People's Republic of China.
Yingjie
Y
Lei
Department of Chemistry, Beijing Key Laboratory of Microanalytical Methods and Instrumentation, Tsinghua University, Beijing, 100084, People's Republic of China.
Cong
C
Xue
Department of Chemistry, Beijing Key Laboratory of Microanalytical Methods and Instrumentation, Tsinghua University, Beijing, 100084, People's Republic of China.
Sichun
S
Zhang
Department of Chemistry, Beijing Key Laboratory of Microanalytical Methods and Instrumentation, Tsinghua University, Beijing, 100084, People's Republic of China.
Yaowu
Y
Sha
D002232:Carbocyanines / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000032:analysis*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
D002232:Carbocyanines; D005456:Fluorescent Dyes; D009284:Naphthols; C000601156:tetramethylene hemicyanine; D006861:Hydrogen Peroxide
hemicyanine-naphthol fluorophore; hydrogen peroxide; ratiometric; sensor