Small-molecule fluorescent probe for detecting matrix metalloproteinase, and preparation method and application thereof

Abstract

The invention discloses a small-molecule fluorescent probe for detecting matrix metalloproteinase. The small-molecule fluorescent probe has a structural formula (I) shown in the description, and R inthe formula (I) is a sulfonic acid or a carboxylic acid. The fluorescent probe is sensitive to the matrix metalloproteinase, is complexed with zinc ions in matrix protease after binding to an activated matrix metalloproteinase in a hydrophilic environment of a buffer solution to multiply the fluorescence intensity, can develop the matrix metalloproteinase in situ in real time in living cells, hasgood facultativeness and a large absorption and emission wavelength difference, can effectively avoid the interference of excitation lights and emitted lights in a protein sample in the detection system of an extracellular buffer solution, can specifically quantitatively detect the matrix metalloproteinase in a complex biological sample, and has the advantages of high signal-to-noise ratio, high sensitivity, excellent selectivity and low lower detection limit, so the specific detection of the matrix metalloproteinase in living cells is realized.

Description

technical field [0001] The invention relates to the field of biological detection, in particular to the preparation and application of small molecule fluorescent probes for in-situ imaging of intracellular matrix metalloproteinases and the quantitative detection of matrix metalloproteinases through the principle of fluorescence multiplication after complexation. Background technique [0002] Matrix metalloproteinases (MMPs) are a family of endopeptidases whose biological activity depends on zinc ions, while calcium ions play a role in their activity and stability, and can degrade extracellular matrix (Extracellarmatrix, ECM). As the most important proteolytic enzymes in cells, matrix metalloproteinases mediate tissue homeostasis by acting on extracellular proteolysis, and directly participate in the physiology and pathological process. Taking cancer as an example, matrix metalloproteinases are closely related to tumor growth, tissue remodeling, tissue invasion and metastasi...

AI Technical Summary

Problems solved by technology

[0004] However, the main working principle of the existing fluorescent probes is based on the design of matrix metalloproteinases for the fusion or degradation of specific sequence peptides. One or two subtypes of matrix metalloproteinases are effective, and the corresponding peptides cannot be found for other subtypes, so the existing methods can only detect individual 1-2 subtypes of matrix metalloproteinases, and cannot detect cells Second, the scope of application is not wide enough. Even if it is used to detect matrix metalloproteinases in organisms, it is limited to matrix proteases in the intercellular matrix, and cannot realize in situ imaging of all matrix metalloproteinases in living cells.

Images