An ESIPT fluorescent dye based on HBI with high quantum yield and large Stokes shift for selective detection of Cys.

J Mater Chem B

Department of Chemistry, School of Life Science and Technology, Jinan University, Guangzhou 510632, China.

Published: July 2014

AI Article Synopsis

  • DPIN is a luminescent material that demonstrates an excited-state intramolecular proton transfer (ESIPT) phenomenon with a significant Stokes shift of about 180 nm, even in polar solvents.
  • The material forms stable nanoparticles through hydrogen bonding in water, leading to enhanced fluorescence and a high quantum yield of up to 0.45, with minimal impact from pH or ions.
  • A derivative probe, DPIN-A, was developed to specifically sense cysteine (Cys) with excellent selectivity and sensitivity.

Article Abstract

We report 3-(4,5-diphenyl-1H-imidazol-2-yl)naphthalen-2-ol (DPIN) as an interesting luminescent material displaying ESIPT with a large Stokes shift of ∼180 nm even in protic/polar solvents. Stable homo-dispersed nanoparticles formed by inter- and intramolecular H-bonds in aqueous media and the corresponding aggregation induced enhanced emission with a high quantum yield up to 0.45 were observed. Factors such as pH value and ions (cations and anions) showed a negligible effect on the fluorescence performance. A probe of 3-(4,5-diphenyl-1H-imidazol-2-yl)naphthalen-2-yl-acrylate (DPIN-A) based on this molecule was designed. The results revealed that it can be used for sensing of Cys with high selectivity and sensitivity.

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http://dx.doi.org/10.1039/c4tb00190gDOI Listing

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