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Synthesis method of eugenol artificial antigen

A technology of artificial antigen and synthesis method, which is applied in chemical instruments and methods, hybrid peptides, animal/human proteins, etc., can solve the problems of high pretreatment requirements, influence on anesthetic residues, consume large manpower and material resources, etc., and achieve the synthesis steps simple effect

Inactive Publication Date: 2019-08-27
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The research on the detection of anesthetic residues in aquatic products in my country is very weak, and there is no standard for the detection of anesthetic residues in aquatic products, which directly affects the effective monitoring of anesthetic residues in aquatic products
The detection of eugenol residues in my country is mainly based on instrumental detection; however, these methods not only consume a lot of manpower and material resources, but also cannot be quickly detected in large quantities, and the requirements for pre-treatment are also very high

Method used

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  • Synthesis method of eugenol artificial antigen
  • Synthesis method of eugenol artificial antigen
  • Synthesis method of eugenol artificial antigen

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1 Synthesis of Hapten Euy

[0028]

[0029] MGD_4_1: K 2 CO 3 (378.75 mg, 2.74 mmol) was added to a stirred solution of 4-allyl-2-methoxyphenol (300 mg, 1.83 mmol) in DMF (5 mL). After stirring at room temperature for 15 min, tert-butyl 4-bromobutyrate (428 mg, 1.92 mmol) was slowly added to the mixture. The reaction mixture was then stirred at room temperature for 16 h. Water (50 mL) was added to the reaction mixture, and the mixture was extracted with EtOAc (3 x 25 mL). The combined organic layers were washed with brine (25 mL), and washed with Na 2 SO 4 Drying and concentration in vacuo gave a colorless oil which was purified by flash column chromatography to give tert-butyl 4-(4-allyl-2-methoxyphenoxy)butyrate (462 mg, 1.51 mmol, Yield 82.53%), as a colorless oil, namely the compound MGD_4_1.

[0030] MGD_4: tert-butyl 4-(4-allyl-2-methoxyphenoxy)butyrate (924mg, 3.02mmol) DCM (5mL) solution was cooled and stirred in an ice bath, and TFA was slowly...

Embodiment 2

[0032] Example 2 The preparation method of complete antigen Euy-EDC-BSA is as follows:

[0033] a. Weigh 2.2 mg of the hapten Euy obtained in step (1), 6.7 mg of 1-ethylcarbodiimide hydrochloride, 4.0 mg of N-hydroxysuccinimide, and dissolve in 400 μL N,N-dimethyl Base formamide DMF solution (referred to as liquid A), stirred at room temperature for 4-6h. Take 10mg bovine serum albumin BSA (the molar ratio of Euy to bovine serum albumin BSA is 60︰1), add 2mL pH8.6, 0.01M carbonate buffer solution CB (referred to as B solution), drop A at room temperature solution was slowly added to solution B, and reacted overnight at room temperature; the conjugate Euy-BSA mixture was obtained;

[0034] b. Dialysis: Take a 10cm dialysis bag, boil it in boiling water for 5 minutes, rinse it with 60°C deionized water for 3 minutes, and store it in 4°C deionized water for later use; put the conjugate Euy-EDC-BSA mixture into the dialysis bag, and dialyzed with pH = 7.2, 0.01M phosphate buffer s...

Embodiment 3

[0035] Example 3 Identification of eugenol artificial antigen

[0036] (1) The hapten was identified by nuclear magnetic resonance and liquid chromatography-mass spectrometry.

[0037] (2) The coupling result of the artificial antigen is identified by ultraviolet method, and the coupling ratio is calculated by using the concentration of small molecules and proteins in the conjugate.

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Abstract

The invention discloses a synthesis method of a eugenol artificial antigen, belonging to the technical field of biochemical industry. Eugenol reacts with tert-butyl 4-bromobutyrate to obtain a productwith a carboxyl group as a hapten, the hapten is coupled with carrier protein by a carbodiimide method, and characterized by an ultraviolet method, and a coupling ratio of a conjugate is determined.The eugenol artificial antigen is successfully synthesized with safe and effective synthesis steps, can be completely used for immunoassay, and provides the necessary artificial antigen for future research.

Description

technical field [0001] The invention relates to a synthesis method of eugenol artificial antigen, which belongs to the technical field of biochemical industry. Background technique [0002] Eugenol is a plant spice. It is a light yellow viscous oily liquid at room temperature, with a strong clove smell and a special spicy taste. It has a wide range of pharmacological effects and can be used as an analgesic, anesthetic, antiseptic and fragrance. Fresh aquatic products are generally loved by consumers in our country. Due to the diversity of aquatic product species distribution, trans-regional and long-term transportation of fresh aquatic products has become the norm, which prompts people to pay more and more attention to the transportation process of aquatic products and their impact on consumers. The impact on the quality of aquatic products. Reasonable use of fish anesthetics during transportation can reduce the metabolism of aquatic products and reduce damage. Eugenol ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K14/765C07C51/09C07C59/68
CPCC07C51/09C07C67/31C07K14/765C07K19/00C07C69/736C07C59/68
Inventor 胥传来沈心怡匡华徐丽广马伟刘丽强吴晓玲宋珊珊胡拥明
Owner JIANGNAN UNIV
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