Synthesis and photophysical properties of biothiols fluorescence probe based on boron dipyrromethene structure
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O345

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The National Natural Science Foundation of China

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    Abstract:

    Boron Dipyrromethene (BODIPY) was modified by introducing a 9-butyl-9H-carbazole component via a double bond, which shows a red emission band at 617 nm in CH2Cl2. Then 7-nitro-2,1,3-benzoxadiazole (NBD) moiety was conjugated to this fluorescent intermediate through a sulfhydryl-labile ether linkage in order to afford a nonfluorescent probe (BDP-NBD), which could be used for biothiols detection. Probe BDP-NBD shows very weak emission because of the Photoinduced Electron Transfer (PET). When the biothiols are added, the PET progress is stopped, thus BDP-NBD shows a significant signal response with 95-fold fluorescence enhancement. This “turn on” emission probe exhibits low detection limits for biothiols (6.51×10-8 mol/L for Hcy, 4.25×10-8 mol/L for Gsh, 4.28×10-8 mol/L for Cys). Furthermore, probe BDP-NBD also presents good anti-interference ability in the condition of other metal ions and amino acid.

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History
  • Received:December 23,2019
  • Revised:February 20,2020
  • Adopted:February 24,2020
  • Online: April 13,2020
  • Published:
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