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Nifurofol hydrazide hapten and artificial antigen and its preparation method and application

A technology of nifuryl hydrazide and hapten, which is applied in the fields of hydrazide preparation, chemical instruments and methods, animal/human peptides, etc. problem, to achieve the effect of good application prospect, high practical value and simple preparation process

Active Publication Date: 2021-01-01
CHINA AGRI UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the detection methods of nifurofen hydrazide metabolites are mainly liquid chromatography (LC) and liquid chromatography-mass spectrometry (LC-MS / MS) methods, but large-scale instruments are expensive, complicated to operate, and poor in portability, making it difficult to implement in the first-line production detection, which seriously restricts the effective supervision of the use of nifurofen hydrazide

Method used

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  • Nifurofol hydrazide hapten and artificial antigen and its preparation method and application
  • Nifurofol hydrazide hapten and artificial antigen and its preparation method and application
  • Nifurofol hydrazide hapten and artificial antigen and its preparation method and application

Examples

Experimental program
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Embodiment 1

[0071] NHS is an abbreviation for N-hydroxysuccinimide. EDC is an abbreviation for 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride. DMF is an abbreviation for N,N-dimethylformamide. NHS, EDC, bovine serum albumin (Albumin frombovine serum, BSA), keyhole limpet hemocyanin (Keyhole Limpet Hemocyanin, KLH), complete Freund's adjuvant, and Freund's incomplete adjuvant were purchased from Sigma. The stationary phases used in column chromatography are all 200-300 mesh silica gel. Preparation and characterization of embodiment 1 nifurofen hydrazide hapten

[0072] 1. Preparation of nifurofen hydrazide hapten

[0073] 1, the preparation of nifurofen hydrazide hapten shown in formula (I)

[0074] Step 1: Acetonitrile is used as solvent, 1eq 5-hydroxy-2 nitrobenzaldehyde, 1eq 2-bromoacetate ethyl ester and 2eq potassium carbonate are added sequentially, reflux reaction for 3h, post-treatment is concentrated to remove most of the acetonitrile, then poured into water, acet...

Embodiment 2

[0084] Preparation and Characterization of Example 2 Nifurofen Hydrazine Artificial Antigen

[0085] In the preparation method of the immunogen and the coating original, the difference lies in the use type of the carrier protein, the immunogen carrier protein mainly adopts KLH, the coating original carrier protein mainly adopts BSA, and the coupling method used is active ester Law.

[0086] 1. Synthesis and identification of nifurofen hydrazide coating agent

[0087] 1. Preparation of nifurofen hydrazide coating agent

[0088] (1) Dissolve 20 mg of the compound represented by formula (II) prepared in Example 1 in 2 mL of DMF, add 10 mg of NHS and 10 mg of DCC, and stir overnight at room temperature to obtain solution I.

[0089] (2) Add 7mg of BSA into 7mL of PBS buffer solution and fully dissolve to form solution II.

[0090] (3) Slowly add solution I dropwise to solution II, slowly stir at 4°C for 24h, put it into a dialysis bag, and dialyze in normal saline at 4°C for 72...

Embodiment 3

[0099] The preparation of embodiment 3 nifurofen hydrazide antiserum

[0100] The HBD①-KLH solution prepared in Example 2 was used to immunize female New Zealand white rabbits aged 3-4 months and weighing 1.5-2.0 kg in Group 2, 2 rabbits in each group. Dilute each immunogen to 1 mg / mL with physiological saline, and emulsify with an equal amount of Freund's adjuvant. Freund's complete adjuvant was used for the first immunization, intradermal injection at multiple points on the back of the neck, and the immunization dose was 1 mg / mouse. Booster immunization was carried out after 4 weeks, once every 4 weeks, for a total of 3 times, the adjuvant was changed to Freund's incomplete adjuvant, and the immune dose was changed to multi-point subcutaneous injection on the back of the neck. One week after the fourth immunization, a large amount of blood was collected by heart blood collection. After blood collection, the blood was allowed to stand at 37°C for 2 hours, then at 4°C overni...

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Abstract

The invention relates to a nifuroxazide hapten, a nifuroxazide artificial antigen, a preparation method of the artificial antigen and application of the nifuroxazide hapten and nifuroxazide artificialantigen. The structure of the nifuroxazide hapten is shown in a formula (I) or formula (II), and the nifuroxazide artificial antigen is prepared through coupling of the hapten in the formula (I) or formula (II) and carrier protein. When the nifuroxazide artificial antigen is applied to immunity of animals, specific antibodies with high cost performance and high sensitivity can be obtained. A newway is provided for establishment of a fast, simple, inexpensive, sensitive and specific detection method of nifuroxazide through the nifuroxazide hapten and the antibodies which are prepared from thenifuroxazide hapten.

Description

technical field [0001] The invention belongs to the technical field of biochemistry, and in particular relates to a nifurofen hydrazide hapten and an artificial antigen as well as a preparation method and application thereof. Background technique [0002] Nifuroxazide (Nifuroxazide, NFX) is a kind of nitrofuran drugs, and the above-mentioned drugs are usually used as broad-spectrum antibiotics to prevent and treat pigs, cattle, poultry and other diseases caused by Salmonella and Escherichia. Gastrointestinal diseases of bees. In recent years, studies have shown that nitrofuran drugs and their metabolites are highly toxic, have teratogenic side effects, and can induce cancer, which has attracted people's attention. Since 1995, the European Union has comprehensively banned the use of furan antibacterial substances, and the detection limit of furan residues in food of animal origin is not to be detected. [0003] However, because nitrofuran drugs are cheap and effective, they...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C243/32C07C241/04C07K14/765C07K14/77C07K14/795C07K14/47C07K16/44G01N33/68G01N33/577G01N33/531
CPCC07C243/32C07K14/47C07K14/765C07K14/77C07K14/795C07K16/44G01N33/531G01N33/577G01N33/6854G01N2430/00
Inventor 王战辉温凯于雪芝江海洋沈建忠史为民朱建宇
Owner CHINA AGRI UNIV
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