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Urethane hapten composition and artificial antigen composition, and preparation methods and application thereof

A technology of urethane and artificial antigen, which is applied in the field of artificial antigen combination and its preparation, and the field of urethane hapten combination, which can solve the problems of relying on large-scale instruments, high detection costs, and complicated steps, so as to improve detection efficiency, Effect of increasing molecular weight and aromaticity and reducing detection cost

Active Publication Date: 2017-02-01
SOUTH CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the commonly used methods for detecting ethyl carbamate at home and abroad mainly include gas chromatography, high performance liquid chromatography, gas chromatography and mass spectrometry, etc., but these methods mainly rely on large-scale instruments, high pretreatment requirements, complicated steps, and professional personnel The operation and detection costs are high, it is difficult to adapt to the needs of rapid detection in many occasions, and it cannot be widely used in applications
There are currently no reports of immunoassays for urethane haptens, antigens, and antibodies

Method used

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  • Urethane hapten composition and artificial antigen composition, and preparation methods and application thereof
  • Urethane hapten composition and artificial antigen composition, and preparation methods and application thereof
  • Urethane hapten composition and artificial antigen composition, and preparation methods and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0039] Example 1 Preparation method of urethane hapten AⅠ (m=0)

[0040] Dissolve 1.37g of 4-aminobenzoic acid in 30mL of 1mol / L sodium bicarbonate solution, add 2mL of diethyl pyrocarbonate dropwise to the solution, stir and react at room temperature overnight, after the reaction, adjust the acidity of the reaction mixture to pH 1 to 2, there is a white precipitate, filter the precipitate, wash and dry with distilled water to obtain 1.78g of white solid, which is hapten A Ⅰ (m=0). ESI-MS analysis(negative)m / z 190[M-H] – ; 1 H NMR (600MHz, MeOD) δ7.97–7.93(m, 2H), 7.55(d, J=8.8Hz, 2H), 4.21(q, J=7.1Hz, 2H), 1.32(t, J=7.1Hz ,3H).

Embodiment 2

[0041] Example 2 Preparation method of urethane hapten AⅠ (m=1)

[0042] Dissolve 1.51g of 4-aminomethylbenzoic acid in 30mL of 1mol / L sodium bicarbonate solution, add 2mL of diethyl pyrocarbonate dropwise to the solution, stir and react at room temperature overnight, after the reaction, adjust the acidity of the reaction mixture to When the pH is 1-2, there is a white precipitate, filter the precipitate, wash with distilled water and dry to obtain 2.04g of white solid which is hapten A Ⅰ (m=1). ESI-MS analysis(negative)m / z 222[M-H] – ; 1H NMR (600MHz, MeOD) δ7.99(d, J=8.2Hz, 2H), 7.39(d, J=8.1Hz, 2H), 4.35(s, 2H), 4.12(q, J=7.1Hz, 2H ),1.26(t,J=7.1Hz,3H).

Embodiment 3

[0043] Example 3 Preparation method of urethane hapten AⅠ (m=2)

[0044] Dissolve 1.65g of 4-(2-aminoethyl)benzoic acid in 30mL of 1mol / L sodium bicarbonate solution, add 2mL of diethyl pyrocarbonate dropwise to the solution, stir and react at room temperature overnight, after the reaction is completed, the reaction Adjust the acidity of the mixed solution to a pH of 1-2, and a white precipitate precipitates out, filter the precipitate, wash with distilled water and dry to obtain 2.13 g of a white solid, which is Hapten A Ⅰ (m=2). ESI-MS analysis (negative) m / z 236[M-H] – ;1H NMR (600MHz, MeOD) δ7.96(d, J=8.2Hz, 2H), 7.33(d, J=8.1Hz, 2H), 4.06(q, J=7.1Hz, 2H), 3.36(t, J=7.3Hz, 2H), 2.86(t, J=7.3Hz, 2H), 1.22(t, J=7.1Hz, 3H).

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Abstract

The invention discloses a urethane hapten composition and artificial antigen composition, and preparation methods and application thereof. The urethane artificial antigen composition has molecular structures as shown in a formula (III) and a formula (IV). Antiserum prepared from artificial antigen provided by the invention has titer of up to 1.25*10<5>, a lowest detection limit of 0.16 mg / L and IC50 of 1.19 mg / L; a prepared antibody has high specificity, high sensitivity and high accuracy; and an immunoassay method for detecting urethane can be established to realize high-flux screening of urethane in food, improve detection efficiency and reduce detection cost.

Description

technical field [0001] The invention relates to the technical field of food safety immunoassay, in particular to a urethane hapten combination, an artificial antigen combination and a preparation method and application thereof. Background technique [0002] Urethane (Ethyl Carbamate, referred to as EC) or urethane (Urethane), the molecular formula is C 3 h 7 NO 2 , is a chemical pollutant widely present in fermented foods, especially alcoholic beverages. In 1943, after Nettleship et al. discovered that urethane could lead to canceration of mouse cells and tumor formation, the carcinogenicity of urethane was proved in many model animal experiments (rats, mice, hamsters and monkeys, etc.). In 1974, the International Agency for Research on Cancer (IARC) listed ethyl carbamate as a carcinogenic compound of type 2B. In 1993, Cadraney et al. further confirmed that urethane can directly induce liver cancer in humans. Therefore, in 2007, the International Agency for Research on ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C269/04C07C271/22C07C271/28C07K14/77C07K14/795C07K16/44G01N33/577G01N33/543G01N33/531
CPCC07C269/04C07K14/77C07K14/795C07K16/44C07K19/00G01N33/531G01N33/543G01N33/577C07C271/22C07C271/28
Inventor 徐振林孙远明罗林杨金易雷红涛沈玉栋王弘
Owner SOUTH CHINA AGRI UNIV
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