Imaging Science and Photochemistry ›› 2017, Vol. 35 ›› Issue (4): 546-551.DOI: 10.7517/j.issn.1674-0475.2017.04.016

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A BODIPY-based Fluorescent Probe for Selective Detection of GSH

FEI Qiang, AN Jiancai, ZHAO Chunchang   

  1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, P. R. China
  • Received:2017-05-26 Revised:2017-06-05 Online:2017-07-15 Published:2017-07-15

Abstract:

Here, a BODIPY-based dye was constructed by appending malononitrile, an electron acceptor, to the BODIPY core via a vinylene bridge. The designed BODIPY proceeded aromatic nucleophilic substitution (SNAr) toward sulfhydryl-containing nucleophiles in buffer systems. Experimental data demonstrated that the reactions between CN-B-Cl and thiol-containing amino acids (GSH, Cys/Hcy) produced different BODIPYs with distinct fluorescent signals, thus allowing CN-B-Cl for discriminating GSH from Cys/Hcy.

Key words: BODIPY, aromatic nucleophilic substitution, fluorescent probe, GSH