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Fluorescent probe for detecting human serum albumin as well as synthetic method and application of fluorescent probe

A serum albumin and fluorescent probe technology, applied in the detection of human serum albumin, a method and strategy for the detection of human serum albumin, the synthesis field of the above-mentioned fluorescent probes can solve the problems of low sensitivity and the like, and achieve High sensitivity, the effect of avoiding the use of organic synthesis and organic solvents

Active Publication Date: 2019-08-30
JIERUI BIOENG SHANGHAI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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 as well as synthetic method and application of fluorescent probe
  • Fluorescent probe for detecting human serum albumin as well as synthetic method and application of fluorescent probe
  • Fluorescent probe for detecting human serum albumin as well as synthetic method and application of fluorescent probe

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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 (HAS) as well as a synthetic method and application of the fluorescent probe. Piperidine is added as a catalyst to promotea condensation reaction of 2-hydroxy-4-diethylaminobenzaldehyde and 1-ethyl-4-methylpyridine iodide to form a hydroxyl-containing chromophore DMHP as an indicator of detection of the HSA. According to the method provided by the invention, the fluorescent probe DMHP synthesized by a one-step reaction can specifically recognize the HSA, realizes quantitative detection of the HSA in an aqueous phase, and avoids cumbersome organic synthesis and use of organic solvents; and in addition, experimental studies in actual serum and live cell imaging show that the probe (E)-4-(4-(diethylamino)-2-hydroxystyryl)-1-ethylpyridin-1-iodide (DMHP) has good stability in sensitivity, anti-interference ability and imaging, and has wide application prospects.

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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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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