High-stability short-wave infrared fluorescent dye J aggregate and application thereof in biological imaging

By designing the compound A-I and its dye J aggregate based on ESi5, the problem of poor stability of existing SWIR organic fluorescent materials is solved, and the effects of high-light/chemical/thermal stability and dual-channel imaging are achieved.

CN119462723APending Publication Date: 2025-02-18EAST CHINA UNIV OF SCI & TECH
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Patent Information

Application Number
CN202411596171.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-11-08
Publication Date
2025-02-18

AI Technical Summary

Technical Problem

The existing short-wave infrared interval (SWIR) organic fluorescent materials have poor stability and are susceptible to endogenous/light-induced reactive oxygen failure, and the hydrophobicity of the conjugated skeleton causes electron delocalization in water, affecting its photophysical properties.

Method used

By designing a compound A-I and its dye J aggregate based on a near-infrared high brightness long wavelength fluorescent dye dibenzosilodamine (ESi5), the hydrophobicity of the near-infrared dye is used to introduce hydrophilic groups, and through hydrophilic mutualism, the hydrophobicity of the near-infrared dye is used to introduce hydrophilic groups. The action regulates the dye aggregation form and achieves precise regulation of H aggregation, monomer and J aggregation form.

Benefits of technology

High light/chemical/thermal stability in aqueous solution, with two red shifted absorption peaks and one blue shifted absorption peak, suitable for dual-channel fluorescence imaging and photoacoustic imaging, showing good biocompatibility and stability .

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Abstract

The invention belongs to the field of dye chemistry and self-assembly, and particularly relates to a high-stability short-wave infrared fluorescent dye J aggregate and application thereof in biological imaging. The present invention provides compounds A-I comprising a structure of Formula A and a counterpart ion I. In Formula A, X, R1, R2, R3, R4, R5, Ra, Rb, R6, R7, n, and m are as defined in any embodiment herein. The invention also provides the dye J aggregate, a fluorescent dye, a dye composition, a contrast agent, a kit and application of the dye J aggregate in imaging. The short-wave infrared dye J aggregate disclosed by the invention shows high light / chemical / thermal stability. The dye J aggregate shows good stability in blood, can be used for indicating the metabolism condition of a mouse through dual-channel fluorescence imaging, can also be used for dual-channel photoacoustic imaging, and clearly shows 3D photoacoustic imaging of bones. # imgabs0 #
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