Preparation and application of near-infrared compound with strong two-photon absorption

Abstract

The invention discloses design and synthesis of a near-infrared aggregation-induced emission material with strong two-photon absorption as well as organelle imaging and photodynamic therapy application of the near-infrared aggregation-induced emission material. Through reasonable molecular structure design, four near-infrared aggregation-induced emission materials with large two-photon absorptionsections and high brightness are obtained. The materials have relatively large Stokes shift, good biocompatibility and excellent light stability. Three neutral materials can specifically image lipid droplets, and the other cationic material can specifically image mitochondria. In view of their excellent two-photon properties, the four materials can be used for two-photon fluorescence imaging of cells and living tissues. The four materials can effectively generate singlet oxygen under illumination, so that the singlet oxygen can be used for two-photon excited organelle targeted photodynamic therapy. The material synthesized by the method shows the property of aggregation-induced emission, and effectively overcomes the defects of the traditional fluorescent dye.

Description

technical field [0001] The invention relates to the fields of biological imaging and organelle-targeted photodynamic therapy, in particular to a variety of near-infrared compounds with strong two-photon absorption and their preparation methods and biological applications. Background technique [0002] Fluorescence imaging has the advantages of simple operation, intuitive results, and high sensitivity. Compared with visible light, near-infrared light (wavelength > 700nm) has the advantages of large penetration depth, less interference with biological autofluorescence, and less photodamage to organisms. Therefore, the development of fluorescent dyes with near-infrared excitation and emission has become a fluorescent dye. Research hotspots in the field of imaging. Traditional near-infrared fluorescent dyes usually have a large rigid planar structure, and are prone to π-π stacking at high concentrations or aggregation states, resulting in fluorescence quenching (aggregation-...

AI Technical Summary

Problems solved by technology

Traditional near-infrared fluorescent dyes usually have a large rigid planar structure, and are prone to π-π stacking at high concentrations or aggregation states, resulting in fluorescence quenching (aggregation-caused quenching, ACQ). In addition, traditional dyes often It has the disadvantages of small Stokes shift, low fluorescence efficiency, poor photostability, etc.

[0003] In recent years, the development of aggregation-induced emission (AIE) materials can effectively solve many of the above-mentioned difficult problems. However, the types of near-infrared AIE materials that have been developed are still limited, which can be used for two-photon organelle fluorescence imaging and There are only a handful of reports on the treatment of NIR AIE materials

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