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Derivatization reagent, synthesis method thereof and method for in-situ analysis of monoamine neurotransmitters based on MALDI-MS (matrix-assisted laser desorption ionization-mass spectrometry)

A technology for derivatizing reagents and neurotransmitters, which is applied in the field of bioanalytical chemistry to achieve the effects of high efficiency, simple operation, and low preparation cost

Active Publication Date: 2022-06-14
SHENZHEN INST OF ADVANCED TECH CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In drug development, it has the advantage of being able to detect compounds such as biomarkers without labeling the drug and its metabolites with radioisotopes or antibodies, the method has the disadvantage of relying on ionizable analytes

Method used

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  • Derivatization reagent, synthesis method thereof and method for in-situ analysis of monoamine neurotransmitters based on MALDI-MS (matrix-assisted laser desorption ionization-mass spectrometry)
  • Derivatization reagent, synthesis method thereof and method for in-situ analysis of monoamine neurotransmitters based on MALDI-MS (matrix-assisted laser desorption ionization-mass spectrometry)
  • Derivatization reagent, synthesis method thereof and method for in-situ analysis of monoamine neurotransmitters based on MALDI-MS (matrix-assisted laser desorption ionization-mass spectrometry)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The synthetic route diagram of the derivatizing agent of the monoamine neurotransmitter compound of the present invention is as follows: figure 1 As shown, the specific synthesis method comprises the following steps:

[0036] Step 1) Polyphosphoric acid (PPA, 22 g), 3-bromothiophenol (2 g, 10.6 mmol) and ethyl 3-(4-methoxyphenyl)-3-oxopropionate were combined at 95°C (2.6 g, 11.66 mmol) of the mixture was stirred in a beaker for 2 h.

[0037] Step 2) After the mixture of step 1) was cooled to room temperature, ice water was added to quench the reaction.

[0038] Step 3) Extract three times with 100 mL of dichloromethane, and combine the extracts.

[0039] Step 4) use the organic extract in step 3) with Na 2 SO 4 It was dried, filtered and the crude product was further purified by flash column.

[0040]Step 5) The purified product (347 mg, 1 mmol) in step 4) was put into a test tube, and tridibenzylideneacetone dipalladium, (22.3 mg, 0.025 mmol), 2-dicyclohexylphosp...

Embodiment 2

[0044] In this example, the brain tissue obtained from mice is used to detect amine neurotransmitters. The mass spectrometer is ultrafleXtreme and the MALDI-TOF / MS is from BRUKER. The concentration of the derivatization reagent prepared in Example 1 is 20mg / mL derivatization reagent solution, the detection includes the following steps:

[0045] Step 1. Add 300 mL of methanol to the mouse brain and homogenize it with a magnetic bead beater for 30 seconds.

[0046] Step 2. Centrifuge the homogenate at 10,000 rpm at 4° C. for 30 minutes, collect the supernatant and pass it through a 0.20 mm filter.

[0047] Step 3. Add derivatization reagent solution to the filtered supernatant, the reaction temperature is room temperature, and triethylamine is used to adjust the pH to 8-10, and then directly used for matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF- MS) analysis.

[0048] Among them, the analysis conditions of matrix-assisted laser desorption ionization ti...

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Abstract

The invention belongs to the field of biological analytical chemistry, and discloses a derivatization reagent, a synthesis method thereof and a method for in-situ analysis of monoamine neurotransmitters based on MALDI-MS. According to the detection method, the monoamine neurotransmitter compound and the prepared derivatization reagent are subjected to a derivatization reaction, and an obtained derivatization product is detected and analyzed through an MALDI-MS system. The novel derivatization reagent of the monoamine neurotransmitter compound synthesized by the invention can be used for effectively derivatizing the monoamine neurotransmitter compound and improving the ionization efficiency of the monoamine neurotransmitter compound in a mass spectrum. The derivatization reaction of the monoamine neurotransmitter compound and the prepared derivatization reagent has the advantages of stability, high efficiency, simplicity in operation, low preparation cost and the like. Derivation conditions of the derivation reaction are carried out at room temperature, and other substrates do not need to be added for assistance. Various neurotransmitters in the tissue can be analyzed at the same time, and high accuracy is achieved.

Description

technical field [0001] The invention belongs to the field of bioanalytical chemistry, and relates to a derivatization technology for amine neurotransmitter compounds, in particular to a derivatization reagent for monoamine neurotransmitter compounds, a synthesis method thereof, and in-situ analysis based on MALDI-MS The method of monoamine neurotransmitter uses the group of derivatization reagent to improve the ionization efficiency of monoamine compound, and combines mass spectrometry technology to analyze and detect the method of monoamine compound in biological sample. Background technique [0002] Small-molecule neurotransmitters, such as the catecholamines dopamine (DA), serotonin (5-HT), and tyrosine (Tyr), are key chemicals that transmit signals between neurons. Many normal neuronal processes are associated with them, such as sleep and aging, as well as many diseases, including Alzheimer's disease, Parkinson's disease (PD), depression, drug use and ADHD. By looking a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D335/08G01N27/64G01N1/38G01N1/34
CPCC07D335/08G01N27/64G01N1/38G01N1/34
Inventor 罗茜李文波李芳孙钦超陈志宇
Owner SHENZHEN INST OF ADVANCED TECH CHINESE ACAD OF SCI
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