Journal of Radiopharmaceuticals and Molecular Probes (대한방사성의약품학회지)

Korean Society of Radiopharmaceuticals and Molecular Probes (대한방사성의약품학회)
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Synthesis of Fluorophores with Aggregation-induced Emission Characteristics using Fluorescein Derivatives

  • Chae Yun Jeong (Department of Applied Chemistry, College of Engineering, Kyungpook National University) ;
  • Jongho Jeon (Department of Applied Chemistry, College of Engineering, Kyungpook National University)
  • Received : 2023.12.12
  • Accepted : 2023.12.18
  • Published : 2023.12.30
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Abstract

In this research, novel AIE (Aggregation-Induced Emission) fluorophores were synthesized by ingeniously attaching a variety of substituents, including allyl, benzyl, and propargyl groups, to the hydroxy and carboxylate groups of fluorescein. The findings revealed a fascinating trend: the fluorescence intensity of these compounds varied progressively with the solvent ratio. This intriguing behavior is attributed to the superior aggregation of the synthesized materials in aqueous environments compared to organic solvents, resulting in markedly enhanced fluorescence. Moreover, the optical characteristics of these materials were found to be significantly influenced by the specific type of substituent grafted onto the fluorescein backbone. Notably, the fluorescence intensity was observed to escalate in the sequence of methoxy triethylene glycol, azidoethyl, allyl, propargyl, and benzyl group in the solution of H2O:DMSO (=99:1). The implications of this study can be vast, particularly in the realm of fundamental research areas like molecular imaging and sensor technology. These innovative AIE fluorophores offer a promising platform for advanced applications, leveraging their unique fluorescence behavior dictated by the nature of the substituent and the solvent environment.

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Acknowledgement

This work was supported by the National Research Foundation of Korea (RS-2022-00164733).

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