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Synthesis and Properties of Novel Fluorescence Probe Based on 1,8-Naphthalimide for Detection of Hydrogen Sulfide

  • Yunxia Ma
  • Jie Zhang
  • Hongmei QuEmail author
Article
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Abstract

Two fluorescence-enhanced probes, 4-(2,4-dinitrophenoxy)-N-(2-hydroxyethyl)-1,8-naphthalimide(NTE-1) and 4-(2,4-dinitrophenoxy)-N-(4-(2,4-dinitrophenoxy)phenyl)-1,8-naphthalimide(NTE-2), have been designed and synthesized for detection of H2S. 4-Hydroxy-1,8-naphthalimide as fluorophore in combination with 2,4-dinitrophenyl ether as H2S response site constructed the fluorescence probes. The consequences showed that both NTE-1 and NTE-2 displayed large red-shift(excess 100 nm) in absorption spectra and more than 30-fold fluorescence enhancement in response to H2S. Moreover, the dual site probe, NTE-2, displayed wider linear range between fluorescence intensity and concentration of H2S(0—40 μmol/L) compared with single site probe, which can be applied to quantitative detection of high concentration of H2S. The photoinduced electron transfer(PET) response mechanism of probe was further studied by analyzing the distributions of molecular orbital. Importantly, the probes have potential practical applications in detection of H2S.

Keywords

2,4-Dinitrophenyl ether Dual site Gaussian Photoinduced electron transfer 

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Synthesis and Properties of Novel Fluorescence Probe based on 1,8-Naphthalimide for Detection of Hydrogen Sulfide

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Copyright information

© Jilin University, The Editorial Department of Chemical Research in Chinese Universities and Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Key Laboratory of Systems Bioengineering, Ministry of Education, Department of Pharmaceutical Engineering, School of Chemical Engineering and TechnologyTianjin UniversityTianjinP. R. China

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