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Vanillylmandelic acid derivative, synthesis method therefor, vanillylmandelic acid immunogen, preparation method therefor and application of vanillylmandelic acid immunogen

A technology of vanillylmandelic acid and its derivatives, which is applied in the fields of vanillylmandelic acid immunogen, its preparation, and vanillylmandelic acid derivatives. The effect of detection cost, high sensitivity and high titer

Inactive Publication Date: 2017-11-17
苏州博源医疗科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The classic VMA detection methods mainly include: visible light spectrophotometry, which is cumbersome to operate and has poor accuracy; gas chromatography, which has relatively high requirements for instruments and complicated operation; high-phase liquid phase-electrochemical method, which is easy to detect. Due to the interference of the quality of the instrument and the working environment, the sensitivity and specificity of the determination need to be further improved; the diazo method, this method is cumbersome to operate, has low reliability, and the recovery rate, repeatability, and stability need to be improved
None of the above determination methods can meet the needs of clinical testing of VMA. At present, there is a lack of VMA detection reagents with good stability, high sensitivity and strong specificity in the market, especially good quality automated testing reagents.

Method used

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  • Vanillylmandelic acid derivative, synthesis method therefor, vanillylmandelic acid immunogen, preparation method therefor and application of vanillylmandelic acid immunogen
  • Vanillylmandelic acid derivative, synthesis method therefor, vanillylmandelic acid immunogen, preparation method therefor and application of vanillylmandelic acid immunogen
  • Vanillylmandelic acid derivative, synthesis method therefor, vanillylmandelic acid immunogen, preparation method therefor and application of vanillylmandelic acid immunogen

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preparation example Construction

[0064] Two, the preparation method of vanillylmandelic acid immunogen:

[0065] The step of dissolving the carrier protein: dissolving 100-300 g of the carrier protein in 25-75 mL of 0.2 M, pH=8.5 phosphate buffer to obtain a carrier protein solution;

[0066] Mixed solution preparation steps: Mix the following solutions and stir and dissolve for 30-60 minutes to obtain a mixed solution;

[0067] 100-300mg vanillylmandelic acid derivative;

[0068] 1.75-5.25mL dimethylformamide;

[0069] 1.75-5.25mL ethanol;

[0070] 3.5-10.5mL 10mM, pH=5 potassium phosphate buffer;

[0071] 100-300mg 1-ethyl-3-(-3-dimethylaminopropyl) carbodiimide,

[0072] 25-75mg N-hydroxysulfosuccinimide;

[0073] Immunogen preparation steps: add the mixed solution dropwise to the carrier protein solution, and stir at 2-8°C for at least 8 hours to obtain the antigen; purify the antigen by dialysis to obtain the vanillylmandelic acid immunogen;

[0074] The obtained vanillylmandelic acid immunogen has...

Embodiment 1

[0099] Synthesis, Analysis and Identification of Vanillylmandelic Acid Derivatives

[0100] Vanillylmandelic acid derivatives were synthesized via the following synthetic route:

[0101]

[0102] Concrete synthetic steps are as follows:

[0103] 1) Synthesis of Compound IV:

[0104]

[0105] Weigh 20g (131.6mmol) of compound II and 33.2g (170mmol) of compound III, dissolve them in 300mL N,N-dimethylformamide (DMF), and then add 36.4g (263mmol) of K 2 CO 3, to make a reaction mixture; the reaction mixture was stirred at room temperature for 12 hours; after the reaction, 200mL of purified water was added to the reaction mixture, and then 300mL of dichloromethane (DCM) was used for extraction, and the extraction step was repeated 3 times; The combined organic phase obtained by the extraction was passed through Na 2 SO 4 Perform drying treatment and then concentrate; the residue obtained after concentration is purified by silica gel drying column (PE:EA=5:1) to obtain 2...

Embodiment 2

[0112] Synthesis of vanillylmandelic acid immunogen:

[0113] The structural formula of vanillylmandelic acid immunogen is shown in formula V:

[0114]

[0115] Vanillylmandelic acid immunogen is composed of carrier and vanillylmandelic acid derivative-(CH 2 ) 3 The -CO- group is connected; R is bovine serum albumin (Bovine Serum Albumin, BSA).

[0116] The specific steps of the preparation method of the immunogen are as follows:

[0117] The step of dissolving the carrier protein: dissolving 200 g of bovine serum albumin in 50 mL of 0.2 M, pH=8.5 phosphate buffer to obtain a carrier protein solution;

[0118] Mixed solution preparation steps: Mix the following solutions and stir to dissolve for 30 minutes to obtain a mixed solution;

[0119] 200mg vanillylmandelic acid derivative;

[0120] 3.5mL dimethylformamide;

[0121] 3.5mL ethanol;

[0122] 7mL 10mM, pH=5 potassium phosphate buffer;

[0123] 200mg 1-ethyl-3-(-3-dimethylaminopropyl) carbodiimide,

[0124] 50m...

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Abstract

The invention discloses a vanillylmandelic acid derivative, a synthesis method therefor, a vanillylmandelic acid immunogen, a preparation method therefor and an application of the vanillylmandelic acid immunogen. A specific vanillylmandelic acid antibody prepared from the vanillylmandelic acid derivative is high in specificity and high in potency and is free of any cross reaction with 92 kinds of common interferents, so that relatively high accuracy, precision, sensitivity and specificity can be embodied; and the application of the vanillylmandelic acid immunogen means applying the vanillylmandelic acid immunogen to the preparation of the specific vanillylmandelic acid antibody and applying the specific vanillylmandelic acid antibody to the preparation of a vanillylmandelic acid detection reagent, and the detection reagent can be used for achieving high-throughput and rapid detection of vanillylmandelic acid on a fully-automatic biochemical analyzer.

Description

technical field [0001] The invention relates to a vanillylmandelic acid derivative, a synthesis method thereof, a vanillylmandelic acid immunogen, a preparation method and an application thereof, and belongs to the field of biotechnology. Background technique [0002] Vanillylmandelic acid (Vanillymandelic Acid, VMA), its structural formula is shown in formula VI: [0003] [0004] Vanillylmandelic acid, also known as 3-methoxy-4-hydroxymandelic acid (DL-3-Methoxy-4-hydroxymandelic acid, MHMA) or vanillyl mandelic acid, is the adrenal medullary hormone catecholamine (CA) substances As the terminal metabolite, almost all CA is metabolized in the body, a small part of CA undergoes the action of monoamine oxidase to generate p-dihydroxymandelic acid, and most of CA is converted into 3-methoxyepinephrine under the action of CA-O-methyltransferase Or norepinephrine, which is eventually metabolized to 3-methoxy-4-hydroxymandelic acid. The metabolism of CA in the body is very ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C59/66C07C51/09C07C51/093G01N33/531C07K14/765C07K1/107C07K16/44C07K16/06
CPCC07C59/66C07C51/09C07C51/093C07C67/31C07K14/765C07K16/06C07K16/44C07K19/00G01N33/531C07C69/736
Inventor 虞留明王晓波
Owner 苏州博源医疗科技有限公司
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