Creatinine derivative, creatinine immunogen and specific antibody as well as creatinine detection kit
A derivative and immunogen technology, applied in the field of creatinine immunogen and its specific antibody and creatinine detection kit, creatinine derivatives, can solve the problems of inability to perform automated analysis, poor creatinine stability, and low sensitivity, etc.
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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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