A benzisoselenazol derivative, its preparation method and application in preparing RNA fluorescent probe

By covalently linking the benzoselenazole core with the julonidine unit conjugated olefin, the constructed benzoselenazole derivative overcomes the shortcomings of existing RNA fluorescent probes, achieving highly selective recognition and binding of RNA, and is suitable for real-time, dynamic fluorescence imaging detection of RNA.

CN122127330APending Publication Date: 2026-06-02GUANGDONG UNIV OF TECH
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
GUANGDONG UNIV OF TECH
Filing Date
2026-05-06
Publication Date
2026-06-02

AI Technical Summary

Technical Problem

Existing RNA fluorescent probes suffer from low fluorescence quantum yield, significant photobleaching, weak cell membrane penetration, insufficient intracellular enrichment efficiency, poor biocompatibility, and insufficient specific binding ability to RNA, making it difficult to meet the needs of the biomedical field for precise RNA tracing and real-time detection.

Method used

A benzoselenazole derivative was designed, in which the benzoselenazole core and the julonidine unit were covalently linked through a conjugated olefin to form a fluorescently activated probe. This probe targets and binds to RNA using electrostatic and π-π intercalation interactions, thereby enhancing molecular binding affinity and fluorescence response. By rigidifying the molecular conformation to inhibit intramolecular rotation, the probe achieves specific activation of the fluorescence signal.

Benefits of technology

It achieves highly selective recognition and binding of RNA, with high signal-to-noise ratio and excellent fluorescence photostable stability. It is suitable for real-time, dynamic fluorescence imaging detection of RNA in live cells and fixed cell systems, and can realize in-situ visualization and tracing of RNA subcellular distribution and content changes.

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Abstract

This invention discloses a benzo[selenazole] derivative, its preparation method, and its application in the preparation of RNA fluorescent probes. The benzo[selenazole] derivative provided by this invention has the following structural formula: [structural formula would be inserted here]. This benzo[selenazole] derivative is a typical fluorescently activated probe, exhibiting excellent selective recognition and binding ability for RNA molecules. It demonstrates excellent resistance to biological background interference and exhibits high binding selectivity and recognition specificity for RNA in both live and fixed cell systems. It possesses advantages such as high signal-to-noise ratio and excellent fluorescence photostability, making it suitable for real-time, dynamic fluorescence imaging detection of intracellular RNA. It can achieve in-situ visualization and tracing of changes in subcellular RNA distribution and content. The synthesis method of the benzo[selenazole] derivative provided by this invention has a clear process flow, mild and stable reaction conditions, requires no demanding equipment or special reagents, and uses commercially available and readily available conventional chemicals as raw materials. The operation is simple and easy to perform, with strong overall process operability, making it suitable for large-scale production applications.
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