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Fluorescent probe for detecting human serum albumin and its synthesis method and application

A technology of serum albumin and fluorescent probes, applied in the synthesis of the above-mentioned fluorescent probes, the application in the detection of human serum albumin, a method and strategy for detecting human serum albumin, which can solve the problems of low sensitivity and achieve The effect of high sensitivity

Active Publication Date: 2022-04-01
JIERUI BIOENG SHANGHAI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, most of the reported probes have low sensitivity, including the dye probe bromocresol green (BCG), which is commonly used in clinical diagnosis, is only suitable for detecting biological samples with high levels of HSA, and is not suitable for detecting traces. Quantitative HSA sample

Method used

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  • Fluorescent probe for detecting human serum albumin and its synthesis method and application
  • Fluorescent probe for detecting human serum albumin and its synthesis method and application
  • Fluorescent probe for detecting human serum albumin and its synthesis method and application

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preparation example Construction

[0054] The invention also discloses a method for synthesizing a fluorescent probe for detecting human serum albumin, which specifically includes the following steps:

[0055] With ethanol as the reaction medium, 2-hydroxy-4-diethylaminobenzaldehyde and 1-ethyl-4-methylpyridinium iodide were refluxed at 60°C to 80°C for 4 to 5 hours, then distilled under reduced pressure to remove Solvent ethanol to obtain the reaction crude product; add methylene chloride solvent to the reaction crude product, after the chromatographic column purification, the solvent is removed by vacuum distillation to obtain the target pure product, which is the fluorescent probe DMHP synthesized by the present invention.

[0056] In order to further optimize the above technical scheme, the molar ratio of 2-hydroxyl-4-diethylaminobenzaldehyde to 1-ethyl-4-methylpyridine iodide is 1:(0.8~1.2).

[0057] In order to further optimize the above technical scheme, the composition of the eluent during the purificat...

Embodiment 1

[0060] A method for synthesizing a fluorescent probe for detecting human serum albumin, specifically comprising the steps of:

[0061] With ethanol as the reaction medium, 2-hydroxy-4-diethylaminobenzaldehyde and 1-ethyl-4-methylpyridinium iodide were refluxed at 60°C for 4 hours at a molar ratio of 1:0.8, and then distilled under reduced pressure , remove the solvent ethanol to obtain the reaction crude product; add dichloromethane solvent to the reaction crude product, after chromatographic column purification, the solvent is removed by vacuum distillation to obtain the target pure product, which is the fluorescent probe DMHP synthesized by the present invention.

Embodiment 2

[0063] A method for synthesizing fluorescent probes for detecting human serum albumin:

[0064] The difference between this embodiment and Example 1 is that the 2-hydroxyl-4-diethylaminobenzaldehyde in Example 1 is replaced with 1-ethyl-4-methylpyridine iodide at a molar ratio of 1:0.8 The molar ratio of 2-hydroxy-4-diethylaminobenzaldehyde and 1-ethyl-4-methylpyridinium iodide is 1:1.0, and the remaining reactants and experimental parameters refer to Example 1.

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Abstract

The invention discloses a fluorescent probe for detecting human serum albumin and its synthesis method and application. The invention promotes the production of 2-hydroxy-4-diethylaminobenzaldehyde and 1-ethylaminobenzaldehyde by adding piperidine as a catalyst. The condensation reaction between 4-methyl pyridinium iodide generates a chromophore DMHP with a hydroxyl group as an indicator for the detection of human serum albumin (HSA). The fluorescent probe DMHP synthesized by one-step reaction in the invention can specifically recognize HSA, realizes the quantitative detection of HSA in the water phase, and avoids complicated organic synthesis and the use of organic solvents. In addition, in actual serum and live cell imaging experiments, the probe (E)‑4‑(4‑(diethylamino)‑2‑hydroxystyryl)‑1‑ethylpyridine‑1‑iodide ( DMHP) has good stability and broad application prospects in terms of sensitivity, anti-interference ability and imaging.

Description

technical field [0001] The invention belongs to the technical field of human serum albumin detection, and relates to a method strategy for detecting human serum albumin. More specifically, the present invention not only relates to a (E)-4-(4-(diethylamino)-2-hydroxystyryl)-1-ethylpyridine based on a twisted intramolecular charge transfer (TICT) process - 1-iodide fluorescent probe, also relates to the synthesis method of the above-mentioned fluorescent probe and its application in detecting human serum albumin. Background technique [0002] In the human body, the content of human serum albumin (HSA) accounts for 50-60% of the total plasma protein, and is the most abundant protein in human blood. HSA has a special heart-shaped three-dimensional structure and plays an important role in regulating the physiological activities of the human body. For example, HSA can maintain plasma osmotic pressure, regulate blood coagulation system and vascular permeability. In addition, HSA ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/38C09K11/06G01N21/64
CPCC07D213/38C09K11/06G01N21/6428G01N2021/6432C09K2211/1007C09K2211/1029
Inventor 丁彩凤郭心洁张鹏张倩
Owner JIERUI BIOENG SHANGHAI
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