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Preparation method of L-phenylalanine print hydrogel based on zwitter-ion monomer

A zwitterion, phenylalanine technology, applied in chemical instruments and methods, alkali metal oxides/hydroxides, inorganic chemistry, etc., to achieve the effect of overcoming the decrease in sensitivity

Active Publication Date: 2017-05-31
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the dissolution and stabilization of biomolecules generally needs to be completed in the water phase. Due to the strong interference of water molecules on hydrogen bonds, the traditional imprinting method based on hydrogen bond interactions is no longer suitable for biomolecular imprinting technology.

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  • Preparation method of L-phenylalanine print hydrogel based on zwitter-ion monomer

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preparation example Construction

[0026] The preparation method of the L-phenylalanine imprinted hydrogel based on the zwitterionic monomer of the present invention specifically comprises the following steps:

[0027] Step 1: Alkylation reaction of 1-vinylimidazole and 1,3-propane sultone to prepare zwitterionic monomer VSPIM (VSPIM is 1-vinyl-3-sulfonic acid propylimidazole);

[0028] The specific process of step 1 is:

[0029] Step 1.1, dissolve 1-vinylimidazole in acetonitrile, then add 1,3-propane sultone and react at 40-70°C for 6-24 hours to obtain a white precipitate, the mixture of 1-vinylimidazole and acetonitrile The molar ratio is 1:3~6, the molar ratio of 1-vinylimidazole to 1,3-propane sultone is 1~1:2;

[0030] Step 1.2, wash the white precipitate obtained in step 1.1 with acetone (acetone is analytically pure acetone), and then dry it in a vacuum drying oven for 12 to 48 hours. The temperature of the drying oven is 30 to 50°C to obtain the zwitterionic monomer VSPIM , see figure 1 ;

[0031]...

Embodiment 1

[0037]Dissolve 0.1 mol of 1-vinylimidazole in 0.3 mol of acetonitrile, then add 0.1 mol of 1,3-propane sultone, and react at 40°C for 6 hours to obtain a white precipitate, the white precipitate Washing with acetone, followed by drying in a vacuum oven at 30°C for 12 hours, yielded the zwitterionic monomer VSPIM with a yield of 71.3%;

[0038] Will 1×10 -3 mol template molecule L-phenylalanine with 1×10 -3 mol of functional monomer VSPIM was dissolved in 0.3mol of water to obtain solution A, and 0.5×10 -3 mol of N,N-methylenebisacrylamide and 1.5×10 -5 mol of ammonium persulfate, after fully dissolving, pass nitrogen into the solution to remove oxygen for 5 minutes, then quickly add 1.5×10 -5 mol of tetramethylethylenediamine, the solution was reacted at 15°C for 3 hours to obtain a hydrogel, the hydrogel was washed by 0.1mol / L NaCl solution at 15°C, and the elution was measured with a UV spectrophotometer The characteristic peak at 259nm of the eluent, the washing process...

Embodiment 2

[0044] Dissolve 0.1 mol of 1-vinylimidazole in 0.5 mol of acetonitrile, then add 0.15 mol of 1,3-propane sultone, and react at 50°C for 15 hours to obtain a white precipitate, the white precipitate Washing with acetone, followed by drying in a vacuum oven at 40°C for 30 hours, yielded the zwitterionic monomer VSPIM with a yield of 86.5%;

[0045] Will 1×10 -3 mol template molecule L-phenylalanine with 5×10 -3 mol of functional monomer VSPIM was dissolved in 0.5 mol of water to obtain solution A, and 1×10 -3 mol of N,N-methylenebisacrylamide and 1.2×10 -4 mol of ammonium persulfate, after fully dissolving, pass nitrogen to the solution to remove oxygen for 15 minutes, then quickly add 1.2×10 -4 mol of tetramethylethylenediamine, the solution was reacted at 25°C for 15 hours to obtain a hydrogel, and the hydrogel was washed with a 0.3mol / L NaCl solution at 25°C, and the elution was measured with a UV spectrophotometer The characteristic peak at 259nm of the eluent, the washi...

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Abstract

The invention discloses a preparation method of L-phenylalanine print hydrogel based on zwitter-ion monomer. The preparation method comprises the following specific steps: performing alkylation reaction between 1-vinyl imidazole and 1,3-propane sultone to prepare the zwitter-ion monomer VSPIM; using L-phenylalanine as a template molecule, the prepared VSPIM as a functional monomer, N,N-methylene bisacrylamide as a cross-linking agent and water as a solvent, triggering polymerization through redox reaction and obtaining hydrogel; washing the obtained hydrogel in NaCl solution, measuring a characteristic peak of eluant at 259nm position through an ultraviolet spectrophotometer, continuing an eluting process until the characteristic peak in an ultraviolet spectrum of the eluant at the 259nm position cannot be observed and then eluting NaCl on the surface of hydrogel with deionized water to obtain the print hydrogel. The preparation method disclosed by the invention utilizes zwitter-ion radicals to reduce a nonspecific adsorption effect of print hydrogel on protein.

Description

technical field [0001] The invention belongs to the technical field of functional materials and their preparation, and relates to a preparation method of L-phenylalanine imprinted hydrogel based on zwitterionic monomers. Background technique [0002] Molecular imprinting technology is the process of creating a recognition material that has matching functions for specific molecules in shape, size and functional groups. Imprinted polymers prepared by molecular imprinting technology have many advantages, such as high specific recognition, good mechanical and chemical stability, and relatively easy preparation process. Therefore, molecular imprinting technology has been widely used in the fields of biosensing, bioseparation, drug diagnosis and drug controlled release. Nowadays, molecular imprinting technology is developing rapidly, but it faces great challenges in the field of biomolecular imprinting. The main problem is that the prepared biomolecular imprinting polymers are su...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F228/02C08F222/38C08J3/075C08J9/26B01J20/26B01J20/28
CPCB01J20/268B01J20/28047C08F228/02C08J3/075C08J9/26C08J2201/0424C08F222/385
Inventor 钱立伟李永威张素风侯晨杨金帆雷丹孙洁轩
Owner SHAANXI UNIV OF SCI & TECH
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