Synthesis and Application of Fluorescent Probes for Multi-Type Organelles Containing Heteroatom Polycyclic Aromatic Hydrocarbons

A polycyclic aromatic hydrocarbon and heteroatom technology, applied in the field of synthesis of heteroatom-doped polycyclic aromatic hydrocarbon fluorescent probes, can solve the problems of cumbersome synthetic routes, low atom/step economy, low yield, etc., and achieve photostability Good, good biocompatibility, simple synthetic route
CN112062771BActive Publication Date: 2022-06-07SICHUAN UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SICHUAN UNIV
Publication Date
2022-06-07

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Abstract

The invention relates to the synthesis and application of a multi-type organelle fluorescent probe containing heteroatom polycyclic aromatic hydrocarbons. The fluorescent probe of the present invention can specifically target lysosomes, endoplasmic reticulum, mitochondria, and mitochondria-nucleus, and is applied to fluorescence imaging, labeling, tracing and biological treatment. The synthesis method of the invention is to activate C=X (X=N, O, S, N-R) and alkynes to undergo [4+2] oxidative cyclization reaction through rhodium-catalyzed activation. In this method, heteroatom-doped polycyclic aromatic hydrocarbons (PAHs) derivatives with diverse structures are efficiently and rapidly synthesized from cheap and readily available acridones and their analogs. Compared with the traditional reaction system, this method not only achieves high-throughput and rapid synthesis of various heteroatom-doped polycyclic aromatic hydrocarbons (PAHs) derivatives, but also has the advantages of simple operation, mild conditions, and low cost; at the same time, through this The method can quickly establish a library of powerful fluorescent functional molecules, which has great potential commercial value.
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Description

technical field

[0001] The invention relates to the synthesis and application of four types of heteroatom-doped polycyclic aromatic hydrocarbon fluorescent probes with specific targeting to multiple types of organelles. Background technique

[0002] With the vigorous development of life sciences, people's research on subcellular organelles continues to deepen. As the main organelles of eukaryotic cells, lysosomes, endoplasmic reticulum, mitochondria and nucleus undertake necessary and important life activities. As the "digestive organ" of organelles, lysosomes contain a variety of acidic hydrolase enzymes to maintain the pH value of the internal environment within the range of 4.5-5.0. As an important acidic organelle in eukaryotic cells, lysosomes have important functions of intracellular digestion and regulation of secretion. At the same time, its abnormal quantity and distribution may cause various diseases such as lung diseases, lysosomal storage diseases and tumors. [...

Claims

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