Development of a fluorescent nanoprobe based on an amphiphilic single-benzene-based fluorophore for lipid droplet detection and its practical applications

Yuna Jung; Ji Hye Jin; Youngseo Kim; Ji Hyeon Oh; Heechang Moon; Huisu Jeong; Jaehoon Kim; Yoon Kyung Park; Yohan Oh; Sungnam Park; Dokyoung Kim

doi:10.1039/D2OB00830K

Development of a fluorescent nanoprobe based on an amphiphilic single-benzene-based fluorophore for lipid droplet detection and its practical applications†

Yuna Jung,‡^a Ji Hye Jin,‡^a Youngseo Kim,^b Ji Hyeon Oh,

^a Heechang Moon,

^c Huisu Jeong,^c Jaehoon Kim,

^a Yoon Kyung Park,^a Yohan Oh,^cd Sungnam Park

^b and Dokyoung Kim

*^aefgh

Author affiliations

* Corresponding authors

^a Department of Biomedical Science, Graduate School, Kyung Hee University, Seoul 02447, Republic of Korea
E-mail: dkim@khu.ac.kr

^b Department of Chemistry, Korea University, Seoul, Republic of Korea

^c Department of Biomedical Science, Graduate School of Biomedical Science and Engineering, Hanyang University, Seoul 04763, Korea

^d Department of Biochemistry and Molecular Biology, College of Medicine, Hanyang University, Seoul 04763, Korea

^e Medical Research Center for Bioreaction to Reactive Oxygen Species and Biomedical Science Institute, Kyung Hee University, Seoul 02447, Republic of Korea

^f Department of Anatomy and Neurobiology, College of Medicine, Kyung Hee University, Seoul 02447, Republic of Korea

^g Center for Converging Humanities, Kyung Hee University, Seoul 02447, Republic of Korea

^h KHU-KIST Department of Converging Science and Technology, Kyung Hee University, Seoul 02447, Republic of Korea

Abstract

Lipid droplets (LDs) are crucial biological organelles connected with metabolic pathways in biological systems and diseases. To monitor the locations and accumulation of LDs in lipid-related diseases, the development of a visualization tool for LDs has gained importance. In particular, LD visualization using fluorescent probes has gained attention. Herein, a new fluorescent nanoprobe, BMeS-Ali, is developed that can sense LDs based on an amphiphilic single benzene-based fluorophore (SBBF). BMeS-Ali consists of hydrophilic (–NH₂) and hydrophobic (–C₁₂H₂₅) moieties and exists as a micelle nanostructure in aqueous media. BMeS-Ali has a weak fluorescence, but its emission was dramatically enhanced upon exposure to the LD components such as oleic acids (OA) by reassembling its nano-formulation. BMeS-Ali showed a selective LD staining ability and great biocompatibility in cells (cancer cells and stem cells). It also showed a practical sensing ability towards biologically derived lipids and can be applied to the visualization of human fingerprints. We found that the nanoprobe BMeS-Ali has significant potential to serve as a practical dye and sensor for lipids, especially for LD imaging in the biomedical research area and broader industrial applications.

Organic & Biomolecular Chemistry

Development of a fluorescent nanoprobe based on an amphiphilic single-benzene-based fluorophore for lipid droplet detection and its practical applications†

Abstract

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Development of a fluorescent nanoprobe based on an amphiphilic single-benzene-based fluorophore for lipid droplet detection and its practical applications

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