一种近红外小分子荧光探针及其合成方法、在检测过氧亚硝酸根离子中的应用

By preparing a near-infrared small molecule fluorescent probe BOB-Cl-PN based on the BOBPY fluorescent matrix, the problems of long response time, low sensitivity and susceptibility to interference in the existing technology have been solved, realizing rapid and specific detection and near-infrared emission of ONOO-, which is suitable for bioimaging and clinical diagnosis.

CN118440101BActive Publication Date: 2026-07-17HUBEI UNIV

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
HUBEI UNIV
Filing Date
2024-04-16
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing fluorescent probes have long response times and insufficient sensitivity when detecting peroxynitrite ions (ONOO-), are easily interfered with by other active substances, and have short emission wavelengths, making it difficult to achieve real-time and specific detection.

Method used

The near-infrared small molecule fluorescent probe BOB-Cl-PN, based on the BOBPY fluorescent matrix, was prepared by a multi-step synthesis method, including the Vilsmeier-Haack reaction, Suzuki coupling reaction, and Knoevenagel reaction, to synthesize an N2O-type benzopyrrole boron complex. By combining the complex with a specific recognition site, rapid response and near-infrared emission were achieved.

Benefits of technology

It achieves high sensitivity, fast response and strong anti-interference ability for ONOO-, with a maximum emission wavelength of 708nm, and is suitable for specific detection in vitro and in vivo, with good potential for biological in vivo imaging.

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Abstract

本发明公开了一种检测过氧亚硝酸根离子的近红外小分子荧光探针,以BOBPY作为核心结构,由于其优越的稳定性,高吸光度、高荧光量子产率、窄发射带和近红外发射,具有作为新型荧光材料和细胞成像探针的巨大潜力。通过Knoevenagel反应,将轴向位置有甲基硼酸的BOBPY与3‑氯‑4‑羟基苯甲醛的醛基缩合,后与ONOO‑特异性识别位点结合,得到近红外小分子荧光探针BOB‑Cl‑PN。本发明所述的近红外小分子荧光探针具有响应速度快、检测灵敏度高、抗干扰能力强、生物相容性好等特点。
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