Fluorescent probe with dynamically changed polarity of lipid droplet, preparation method and application of fluorescent probe

By designing a fluorescent probe WT-X based on the BODIPY skeleton, the problem of detection of LDs polarity changes in cardiovascular diseases is solved, and high sensitivity and selective LDs polarity monitoring is achieved, providing an early diagnostic tool for cardiomyocytes and animal models.

CN120574252APending Publication Date: 2025-09-02WEIFANG MEDICAL UNIV
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Patent Information

Application Number
CN202510719084.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-05-30
Publication Date
2025-09-02

AI Technical Summary

Technical Problem

Currently, there is a lack of effective fluorescence probe technology to detect changes in the polarity of lipid droplets (LDs) in cardiovascular diseases, which has affected the early diagnosis and research of heart failure (HF).

Method used

A fluorescent probe WT-X based on the BODIPY skeleton was designed. Through the D-π-A molecular configuration, the intramolecular charge transfer ability is used to detect the polarity changes of LDs, with high sensitivity and selectivity, and is suitable for HF cells and animal models.

Benefits of technology

Highly sensitive detection of LDs polarity changes is achieved, and a monitoring tool is provided for the biological characteristics and physiological conditions of LDs in cardiomyocytes and animal models. The chromogenic reaction only occurs in a low-polar environment, avoiding interference from other species, and has good photostability and biocompatibility.

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Abstract

The invention belongs to the technical field of organic molecules and fluorescence detection, and discloses a fluorescent probe for dynamically changing the polarity of a lipid droplet, a preparation method and application of the fluorescent probe. The fluorescent probe has intramolecular charge transfer (ICT) capacity based on a fluorophore of a D-pi-A molecular configuration, is formed by taking fluorodipyrrole (BODIPY) as an electron acceptor and 6-methoxy-2-naphthaldehyde as a donor and connecting the donor and the acceptor through a pi bridge, and is used for targeted LDs polarity detection in a low-polarity environment. Under the condition of low polarity, weak interaction with solvent molecules causes small charge separation, so that the solution is pink and emits strong fluorescence, the sensitivity to polarity change is high, the chromogenic reaction is only carried out under the condition of low polarity, and the color development effect is good. Other common cations, anions, active oxygen, amino acids and enzyme species do not generate interference.
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