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Poly-brominated biphenyl homolog semi-antigen and preparation method thereof

A technology for polybrominated biphenyls and homologues is applied in the field of hapten and its preparation, and achieves the effects of simple and feasible preparation technology, low cost and good stability

Inactive Publication Date: 2015-12-09
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, there is no report on the detection of TBBPA by immuno-PCR biological barcode detection method

Method used

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  • Poly-brominated biphenyl homolog semi-antigen and preparation method thereof
  • Poly-brominated biphenyl homolog semi-antigen and preparation method thereof
  • Poly-brominated biphenyl homolog semi-antigen and preparation method thereof

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Effect test

Embodiment 1

[0044] The preparation of embodiment 1 polybrominated biphenyl hapten

[0045] Weigh 2g (3.677mmol) TBBPA and 0.294g (7.354mmol) sodium hydroxide and dissolve in 8mL N,N-dimethylformamide, and gradually raise the temperature to 80°C. Weigh 0.5109g (3.677mmol) of bromoacetic acid and dissolve it in 5mL N,N-dimethylformamide, add it dropwise to the hot reaction solution at 80°C, and then keep the constant temperature reflux reaction for 4 to 6 hours until thin plate chromatography (TLC) until the starting point disappears. After the reaction was completed, cool to room temperature, add 30 mL of distilled water to the reaction solution, and adjust the pH to 3.0 with concentrated hydrochloric acid. At this time, a large amount of white precipitate will form; then, add 60 mL of ethyl acetate to the turbid solution, separate and save the organic layer; At this time, the organic phase was repeatedly washed with water several times to remove the reaction by-products as much as poss...

Embodiment 2

[0046] The preparation of embodiment 2 polybrominated biphenyl hapten

[0047] Weigh 2g (3.677mmol) of TBBPA and 0.588g (14.708mmol) of sodium hydroxide and dissolve in 8mL of N,N-dimethylformamide, and gradually raise the temperature to 85°C. Weigh 1.0218g (7.354mmol) of bromoacetic acid and dissolve it in 5mL of dimethyl sulfoxide, add it dropwise to the hot reaction solution at 85°C, and then keep the constant temperature reflux reaction for 4 to 6 hours until thin plate chromatography (TLC) Check until the raw material point disappears. After the reaction was completed, cool to room temperature, add 30 mL of distilled water to the reaction liquid, adjust the pH to 4.0 with concentrated hydrochloric acid, at this time, a large amount of white precipitates will form; then, add 60 mL of ethyl acetate to the cloudy liquid, separate and save the organic layer; At this time, the organic phase was repeatedly washed with water several times to remove the reaction by-products as...

Embodiment 3

[0048] The preparation of embodiment 3 polybrominated biphenyl haptens

[0049] Weigh 2g (3.677mmol) TBBPA and 0.294g (7.354mmol) sodium hydroxide and dissolve in 8mL N,N-dimethylformamide, and gradually raise the temperature to 80°C. Weigh 1.0218g (7.354mmol) of bromoacetic acid and dissolve it in 5mL of N,N-dimethylformamide, add it dropwise to the hot reaction solution at 80°C, and then maintain constant temperature and reflux for 4 to 6 hours until thin plate chromatography method (TLC) until the raw material spots disappeared. After the reaction was completed, cool to room temperature, add 30 mL of distilled water to the reaction solution, and adjust the pH to 2.0 with concentrated hydrochloric acid. At this time, a large amount of white precipitate will form; then, add 60 mL of ethyl acetate to the cloudy solution, separate and save the organic layer; At this time, the organic phase was repeatedly washed with water several times to remove the reaction by-products as m...

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Abstract

The invention provides a poly-brominated biphenyl homolog semi-antigen and a preparation method thereof. The structural formula of the semi-antigen is represented in the description. The preparation method comprises a step of reacting TBBPA with bromo-acetic acid in an alkaline environment to introduce a carboxyl group into the terminal end of the phenolic hydroxyl group of TBBPA so as to obtain the semi-antigen. The provided semi-antigen preparation method has the advantages of simpleness, high stability, low cost, and easiness for industrial production. TBBPA semi-antigen can be coupled to carrier protein to prepare TBBPA artificial holoantigen through a carbodiimide method, a mixed acid anhydride method, or an activated ester method. The holoantigen can be used to prepare antibody having the advantages of high specificity and high titer and establish an immuno-PCR biological bar-code method.

Description

technical field [0001] The invention relates to a hapten and a preparation method thereof, in particular to a polybrominated biphenyl homologue hapten and a preparation method thereof. Background technique [0002] Brominated flame retardants are currently one of the largest organic flame retardants in the world, mainly polybrominated diphenyl ethers (PBDEs) and polybrominated biphenyls (PBBs). Among them, tetrabromobisphenol A (TBBPA for short) is obtained by bromination of bisphenol A. It is the main product of organic brominated flame retardants in my country at present, and belongs to the new type of brominated flame retardants that are less harmful to human body among polybrominated biphenyls. . TBBPA is often added to polymer synthetic materials such as resin, polystyrene and polyurethane foam as a flame retardant, and is widely used in various manufacturing products and materials such as plastic products, textiles, circuit boards and building decoration materials. Wi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/367C07C59/70C07K14/765C07K14/77G01N33/53G01N33/531
CPCC07C51/367C07C59/70C07K14/765C07K14/77C07K19/00G01N33/53G01N33/531
Inventor 庄惠生孙瑞艳卜聃
Owner SHANGHAI JIAO TONG UNIV
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