Construction of a Dicyanomethylene-4 H -pyran− N , N ′-Diphenyl-dihydrodibenzo[ a , c ]phenazine Conjugate for the Ratiometric Imaging of Lipid Droplets

Abstract The aberrant accumulation of lipid droplets (LDs) is a hallmark of a variety of human diseases including the metabolic dysfunction-associated steatotic liver disease. Here, we constructed a new fluorescent probe (DCM-DPAC-OMe) based on the conjugation between dicyanomethylene-4H-pyran (DCM) and an N,N′-diphenyl-dihydrodibenzo[a,c]phenazine (DPAC) derivative as a single-molecule ratiometric imaging agent for LDs. Interestingly, the introduction of the electron-withdrawing DCM group completely reverses the dual-emission pattern of DPAC. This mechanistic reversal was studied by theoretical and fluorescence-based analyses. The probe was used for the imaging of LDs in live cells exhibiting a ratiometric red-to-blue fluorescence emission shift when dissolved by in situ generated intracellular LDs.

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Publication Details

Journal
Analytical Chemistry
Published
2026-10-27
DOI
https://doi.org/10.1021/acs.analchem.6c05269
Primary Topic
Molecular Sensors and Ion Detection
Type
article
Field-Weighted Citation Impact
0.00

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article

Construction of a Dicyanomethylene-4 H -pyran− N , N ′-Diphenyl-dihydrodibenzo[ a , c ]phenazine Conjugate for the Ratiometric Imaging of Lipid Droplets

Hai‐Hao Han, Cheng Lian, Xiao‐Peng He, Hui-Qi Gan et al.
2 links
Analytical Chemistry
Molecular Sensors and Ion Detection
article

Construction of a Dicyanomethylene-4 H -pyran− N , N ′-Diphenyl-dihydrodibenzo[ a , c ]phenazine Conjugate for the Ratiometric Imaging of Lipid Droplets

Hai‐Hao Han, Cheng Lian, Xiao‐Peng He, Hui-Qi Gan, Tony D. James, Xi‐Le Hu, Cheng-Jun Zhao, Jin-Kai Qiu, Jia Li
article en

Abstract

Abstract The aberrant accumulation of lipid droplets (LDs) is a hallmark of a variety of human diseases including the metabolic dysfunction-associated steatotic liver disease. Here, we constructed a new fluorescent probe (DCM-DPAC-OMe) based on the conjugation between dicyanomethylene-4H-pyran (DCM) and an N,N′-diphenyl-dihydrodibenzo[a,c]phenazine (DPAC) derivative as a single-molecule ratiometric imaging agent for LDs. Interestingly, the introduction of the electron-withdrawing DCM group completely reverses the dual-emission pattern of DPAC. This mechanistic reversal was studied by theoretical and fluorescence-based analyses. The probe was used for the imaging of LDs in live cells exhibiting a ratiometric red-to-blue fluorescence emission shift when dissolved by in situ generated intracellular LDs.

Analytical Chemistry
East China University of Science and Technology (CN), Chinese Academy of Sciences (CN), Eastern Hepatobiliary Surgery Hospital (CN), University of Bath (GB), Henan Normal University (CN)
Natural Science Foundation of Shanghai, Henan Normal University, University of Bath, National Natural Science Foundation of China, Ministry of Education of the People's Republic of China, Dalian University of Technology, Science and Technology Commission of Shanghai Municipality, Taishan Scholar Project of Shandong Province, State Key Laboratory of Chemo/Biosensing and Chemometrics, Higher Education Discipline Innovation Project, Chinese Chemical Society, Key Technology Research and Development Program of Shandong, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 27%
Molecular Sensors and Ion Detection
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