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A kind of bisphenol f hapten, its preparation method and application

A hapten and bisphenol technology, which is applied in the field of bisphenol F derivative detection, can solve the problems of difficulty and high detection limit of trace bisphenol F detection, and achieves improved detection sensitivity and accuracy, and high sensitivity and accuracy. Effect

Active Publication Date: 2022-07-26
BEIJING CENT FOR DISEASE PREVENTION & CONTROL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to solve the defects in the prior art that the detection of trace bisphenol F is difficult and the detection limit is high, the present invention provides a bisphenol F hapten and a preparation method thereof, and the use of bisphenol F hapten to detect trace bisphenol F method

Method used

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  • A kind of bisphenol f hapten, its preparation method and application
  • A kind of bisphenol f hapten, its preparation method and application
  • A kind of bisphenol f hapten, its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1B

[0037] Example 1 Preparation of BPF hapten

[0038]Add 100 mmol of BPF to a 50 mL round-bottomed flask, add 7 mL of DMF, and magnetically stir to dissolve it fully. Add 200 mmol of sodium hydride three times under an ice bath, and remove the ice bath when no more bubbles emerge. The reaction was carried out at room temperature for 40 minutes. 100 mmol of methyl 4-bromomethyl-2,6-dimethylbenzoate was slowly added and the progress of the reaction was monitored by thin layer chromatography. The reaction solution was slowly added to 20 ml of pure water, extracted with 25 ml of ethyl acetate, the organic phase was collected, and the extraction was repeated once. The organic phases were combined, the organic phase was evaporated to dryness, 12 mL of ethyl acetate was added to dissolve the spin-dried material, and silica gel 3 times the weight of the spin-dried material was added into it, and the spin-dried material was evaporated to dryness, ready to be loaded. Weigh 30 times th...

Embodiment 1

[0039] The BPF hapten synthesized in Example 1 was identified by LC-MS / MS (electrospray ionization negative ion mode) and hydrogen spectrum, respectively figure 1 and figure 2 shown, the BPF hapten formula is C 23 H 22 O 4 , [M-H] - It was 361.16, and the identification result was consistent with the compound of formula (I), indicating that the compound of formula (I) was successfully synthesized.

Embodiment 2

[0040] Example 2 Preparation of BPF artificial antigen represented by formula II

[0041] (II)

[0042] 2.1 Preparation of BPF artificial antigen

[0043] Get the BPF hapten 44.8 mmol of the formula I structural formula prepared in Example 1 and dissolve it in 1 mL of DMF, add 134.3 mmol of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride respectively salt and 134.3 mmol of N-hydroxysuccinimide, and stirred at room temperature for 2 h to prepare activation solution I; b) Take carrier protein BSA (50 mg) or KLH (50 mg) and dissolve it in 5 mL of pH 7.4 phosphate buffer. The reaction solution II was prepared in the solution, and the activation solution I was slowly added dropwise to the reaction solution II, and stirred at room temperature for 2 h; c) The final reaction product was put into a dialysis bag, and 0.01 mol / L phosphate buffer was used. Dialysis was performed for 3 days, and the dialysate was changed 3 times a day to remove unreacted small molecular su...

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Abstract

The present invention relates to a bisphenol F hapten, the structure of which is shown in the following formula (I). The bisphenol F hapten of the present invention is used to prepare artificial antigens and monoclonal antibodies, and the finally prepared immunoaffinity column is used for the detection of bisphenol F, with high sensitivity and accuracy, low LOD and LOQ, and can be used for complex matrices. For example, rapid and accurate detection of specific trace amounts of bisphenol F in food. Although the reason is not clear, it is proved that the two methyl groups on the benzene ring in the hapten structure of formula (I) of the present invention have a significant effect on improving the detection sensitivity and accuracy, and this is used as a monomethyl substitution on the benzene ring. The hapten and other substituted haptens are not found in the hapten. The preparation method of the bisphenol F hapten of the invention is simple, the raw materials are cheap and easy to obtain, and it is a hapten compound suitable for industrialized preparation of an immunoaffinity column. (I).

Description

technical field [0001] The present application relates to the field of detection of bisphenol F derivatives, in particular to a bisphenol F hapten, a preparation method and uses thereof. Background technique [0002] With the advancement of modern industrialization, a large number of chemical substances are discharged into the environment, some of which can simulate or interfere with the endocrine system and cause harm to the reproduction and development of humans and wild animals, so they are called "endocrine disruptors". . In 2012, the World Health Organization has listed more than 70 chemicals in the category of endocrine disruptors, among which bisphenol A [scientific name: 2,2-bis(4-hydroxyphenyl)propane; Bisphenol A, BPA] is a Proven typical endocrine disruptor. In industry, BPA is used to synthesize materials such as polycarbonate and epoxy resin. Widely used in food packaging materials, food storage containers, industrial detergents, plasticizers and stabilizers,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C59/68C07C51/09C07C67/31C07C69/736C07K14/765C07K14/795C07K16/44G01N33/53G01N33/577
CPCC07C51/09C07C59/68C07C67/31C07C69/736C07K14/765C07K14/795C07K16/44G01N33/577G01N33/5308
Inventor 邵兵姚凯张晶尹杰杨蕴嘉
Owner BEIJING CENT FOR DISEASE PREVENTION & CONTROL
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