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Creatinine derivatives, creatinine immunogens and their specific antibodies, and creatinine detection kits

An immunogen and derivative technology, applied in the field of immunodetection, can solve the problems of inability to perform automated analysis, low sensitivity, poor creatinine stability, etc.

Active Publication Date: 2017-02-22
苏州博源医疗科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The object of the present invention is to provide a kind of creatinine derivative, creatinine immunogen and its specific antibody and creatinine detection kit, to improve the creatinine determination method in the prior art with poor stability, low sensitivity, and the defects that automatic analysis cannot be carried out

Method used

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  • Creatinine derivatives, creatinine immunogens and their specific antibodies, and creatinine detection kits
  • Creatinine derivatives, creatinine immunogens and their specific antibodies, and creatinine detection kits
  • Creatinine derivatives, creatinine immunogens and their specific antibodies, and creatinine detection kits

Examples

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Effect test

Embodiment 1

[0038] Example 1: Synthesis and structure confirmation of creatinine derivatives

[0039] The chemical structure of the creatinine derivative used in the following examples is shown in formula (IV):

[0040]

[0041]

[0042] The synthetic route of the creatinine derivative shown in formula (IV) is as follows:

[0043]

[0044] The specific synthetic steps of the creatinine derivative shown in formula (IV) are as follows:

[0045] (1) Synthesis of compound 2

[0046]

[0047] 1) Weigh 10.0g (88.4mmol) of compound 1 and 17.3g (88.4mmol) of tert-butyl bromoacetate and dissolve them together in 100mL of dimethylformamide (DMF), then heat the solution to 85°C overnight. To this solution was added 350 mL of ethyl acrylate (EA), and the reaction mixture was stirred at 0° C. for 15 min. The solid precipitate in the solution was filtered out, washed with acetone and then vacuum-dried to finally obtain 5.00 g of compound 2 as a white solid with a yield of 25%.

[0048] ...

Embodiment 2

[0055] Embodiment 2: When n=2, the preparation steps of creatinine derivatives:

[0056] (1)2-(CH 2 ) 2 Synthesis of -COO-tert-Butyl Creatinine

[0057] 1) Weigh 12.0g (106.8mmol) of compound 1 and 18.5g (88.4mmol) of tert-butyl bromopropionate and dissolve them together in 100mL of dimethylformamide (DMF), then heat the solution to 80°C overnight. To this solution was added 350 mL of ethyl acrylate (EA), and the reaction mixture was stirred at 2° C. for 20 min. The solid precipitate in the solution was filtered out, washed with acetone and then vacuum-dried to finally obtain 5.10 g of a white solid intermediate product with a yield of 25.5%.

[0058] 2) Using Varian III plus 300MHz to scan the NMR spectrum of the above compound, using TMS as an internal standard. The results were characterized as 2-(CH 2 ) 2 -COO-tert-butyl creatinine.

[0059] (2) Synthesis of creatinine derivatives

[0060] 1) Weigh 2.00g (8.8mmol) of the above 2-(CH 2 ) 2 -COO-tert-butyl creatini...

Embodiment 3

[0064] Embodiment 3: When n=3, the preparation steps of creatinine derivatives:

[0065] (1)2-(CH 2 ) 3 Synthesis of -COO-tert-Butyl Creatinine

[0066]1) Weigh 12.0g (88.4mmol) of compound 1 and 19.7g (88.4mmol) of tert-butyl bromobutyrate and dissolve them together in 120mL of dimethylformamide (DMF), then heat the solution to 90°C overnight. To this solution was added 350 mL of ethyl acrylate (EA), and the reaction mixture was stirred at 4 °C for 25 min. The solid precipitate in the solution was filtered out, washed with acetone and then vacuum-dried to finally obtain 5.05 g of compound 2 as a white solid with a yield of 24%.

[0067] 2) Using Varian III plus 300MHz to scan the NMR spectrum of the above compound, using TMS as an internal standard. The results were characterized by the compound shown as 2-(CH2)3-COO-tert-butyl creatinine.

[0068] (2) Synthesis of creatinine derivatives

[0069] 1) Weigh 2.00 g (8.8 mmol) of compound 2, dissolve it in 20 mL of HCl (1 M...

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Abstract

The invention provides a creatinine derivative, a creatinine immunogen and a specific antibody as well as a creatinine detection kit. The creatinine derivative has a structure represented by the formula (I) as shown in the description, wherein R is -(CH2)n-COO- and n is an integer from 1 to 20. The creatinine immunogen, which is obtained by linking the creatinine derivative of which H on the specific site is substituted by R and which has the above formula and a specific carrier, has high immunogenicity, the antibody produced by immunizing and inducing animals is high in specificity and has strong specific binding capability with the creatinine; the high-throughput and rapid detection of creatinine can be achieved by virtue of a homogeneous enzyme immunoassay technology on a full-automatic biochemistry analyzer, the method has the advantages of high sensitivity, strong specificity and accurate results and is simple and convenient to operate, the creatinine detection cost can be effectively decreased and the method is conductive to clinical popularization and application.

Description

technical field [0001] The invention relates to the field of immune detection, in particular to a creatinine derivative, a creatinine immunogen, a specific antibody thereof, and a creatinine detection kit. Background technique [0002] Creatinine (Creatinine), its structural formula is shown in formula (Ⅲ): [0003] [0004] Creatinine is a low molecular weight nitrogenous compound that is the end product of creatine metabolism in the human body. Creatinine is one of the routine clinical indicators of renal function. It is mainly used clinically for the diagnosis and curative effect observation of renal insufficiency, nephritis, uremia and other renal diseases caused by severe glomerular lesions. Elevated serum creatinine means damage to renal function, and is an important indicator for understanding renal function, and has reliable diagnostic value for coronary artery disease, hypertension, diabetes, etc. Urinary creatinine excretion can be used as an indicator of muscl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D233/88C07K14/765C07K14/795C07K14/47C07K16/44G01N33/70
CPCC07D233/88C07K14/47C07K14/765C07K14/795C07K16/44C07K19/00G01N33/70
Inventor 虞留明张华伍勇封飒飒成志鹏
Owner 苏州博源医疗科技有限公司
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