CN101816927B - Temperature-sensitive protein molecular engram monolithic column and preparation method and application thereof - Google Patents
Temperature-sensitive protein molecular engram monolithic column and preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a temperature-sensitive protein molecular engram monolithic column and a preparation method and application thereof, belonging to high molecular material preparation technology and application thereof in the field of protein separation and analysis, and particularly relating to a novel protein molecular engram monolithic column. A simple and moderate method is adopted to combine an inorganic silica gel monolithic column skeleton, protein serves as a template, and a temperature-sensitive functional monomer and cross-linking agent ingraft protein engram material on the surface of the inorganic silica gel so as to obtain the temperature-sensitive protein molecular engram monolithic column which has stronger template protein recognition capability. The temperature-sensitive protein molecular engram monolithic column prepared with the method of the invention combines the single identification characteristic of molecular engram with the characteristic of on-line separation of the monolithic column, has simple operation, moderate condition and low cost and provides a new method for removing high-abundance protein for the Journal of Proteome Research.
Description
[technical field]
The invention belongs to the macromolecular material technology of preparing and, relate in particular to a kind of novel protein molecular engram integral column in the application of protein separation analysis field.
[background technology]
Molecular imprinting (molecular imprinting technology) is meant that preparation has the technology of the object target molecule of specific recognition effect, is described to make manual work " lock " technology of identification " molecule key " usually.Ultimate principle is: proper reaction conditions is provided; Template molecule and function monomer are interacted form supramolecular complex; Mixture forms polymkeric substance under linking agent and action of evocating; Remove template molecule then under certain condition, obtain having with the molecularly imprinted polymer of template molecule space structure complementary recognition site (molecularly imprinted polymer, MIP).Because MIPs has: structure is imitated the advantage of precordainment (structurepredetermination), specific recognition property (specific recognition) and extensive practicality (extensive practicability), and its field such as the separating of enantiomorph and isomer, SPE, chemobionics transmitter, mimetic enzyme catalysis, clinical medicine analysis, membrane separation technique in chromatogram has represented good prospects for application.
In recent years, molecular imprinting progressively is extended to proteinic separation, enrichment, purifying, evaluation etc. and the relevant life science of proteomics (proteomics).Protein is the complex biological macromolecular alignment, have can be controlled with specifically with the site of target molecule effect and bonding, generation bonding during the complementary generation in the site between protein (or main body) and the part (or object) reactive force.Interaction between protein-object; Can enough notions simple " lock & key " suppose to describe, this hypothesis is the properest practical, also is the ultimate principle of molecular imprinting just; Be to assemble recognition site around the template albumen in advance, this process is the primary process of molecular imprinting.In proteomics in recent years, obtained increasing concern with molecular imprinting as research method, also obtained some progress, molecular imprinting is put forth effort on purifying, separation and rich protein.The method of present existing protein-imprinted polymer is limited to more: entrapping method Pang, surface imprinted method Mosbach and epitope method Rachkov.And the technology of preparing of traditional small molecules trace integral post and be not suitable for biomacromolecule rarely has report relevant for the method research of protein molecular engram monolithic column.Because the intrinsic characteristic of protein (bulky, conception flexibly, complex structure and water-soluble), the difficulty of western blotting concentrates on the integrity that how to keep the trace protein conformation, improves the selectivity of protein-imprinted polymer.
The intelligent macromolecule hydrogel is one type stimulates the macromolecule hydrogel that can produce responsive response to external world, has good bio-compatibility and intelligent response property.According to the response condition that stimulates to external world, the intelligent macromolecule hydrogel is divided into: temperature sensitive type water gel, pH value sensitive type hydrogel, photaesthesia type hydrogel, pressure-sensitive hydrogel, biomolecules sensitive hydrogel and electric field-sensitive type hydrogel etc.Wherein the temperature response mechanism of temperature sensitive type water gel is meant when on the macromolecular chain simultaneously when the group of possess hydrophilic property and hydrophobic group; The variation of molecular chain conformation can take place along with the variation of solution temperature in linear macromolecule in the aqueous solution; Changed into by random coil (coil) shape that stretches and to curl ball (globular) shape, the result that hydrophilic interaction and hydrophobic interaction are vied each other is commonly considered as in the variation of this conformation.Temperature sensitive type molecularly imprinted polymer temperature sensitive high molecular temperature volume transformation behavior capable of using; Promptly under differing temps, shrink respectively and swelling; Make have on the polymer side chain can and the distance that forms between the function monomer of many point of contact absorption of template molecule change with relative position, thereby the avidity of trace cavity combination template molecule is changed.The temperature sensitive type poly compound has prospect very much aspect western blotting, be a kind of gentleness preparation method of molecular engram material efficiently.Relevant paper or patent report are not seen in the research of the preparation method of temperature-sensitive protein molecular engram monolithic column and application facet so far at home and abroad as yet, all belong to innovative research in theory with on the method.
[summary of the invention]
The object of the present invention is to provide the preparation method of the good protein molecular engram monolithic column of a kind of highly selective and bio-compatibility.
To achieve these goals, the technical scheme of the present invention's employing is following:
A kind of preparation method of temperature-sensitive protein molecular engram monolithic column, this method comprises the steps:
(a) two kinds of silylating reagents are joined in the organic solvent, mix;
(b) in (a), add nitric acid as catalyzer, mix;
(c) (b) liquid is filled in capillary column or the performance liquid chromatographic column, the both mold ends sealing is 40 ℃-50 ℃ vertical placements 12-36 hour;
(d) after reaction finishes, capillary column or performance liquid chromatographic column are linked into syringe pump or performance liquid chromatography system respectively, use the washed with methanol cylinder, make kapillary monolithic silica column skeleton or performance liquid chromatography monolithic silica column skeleton;
(e) function monomer and linking agent are dissolved in Tutofusin tris-hydrochloric acid Tris-HCl buffered soln;
(f), (e) add template molecule after feeding the nitrogen deoxygenation;
(g) in (f), add initiator and accelerator subsequently, vortex mixed is even immediately;
(h) keep (g) at 0-5 ℃, buffered soln is utilized the silica gel skeleton that has prepared in the chromatogram pump drip washing (d), the integral post skeleton carries out polyreaction then;
(i) after polyreaction finishes,, with Tutofusin tris-hydrochloric acid Tris-HCl buffered soln flushing integral post to Chromatogram Baseline balance, just obtain temperature-sensitive protein molecular engram monolithic column then with the template albumen on the sodium chloride solution wash-out integral post skeleton.
Silylating reagent described in the step (a) is a methyltrimethoxy silane, gamma-methyl allyl acyloxypropyl trimethoxysilane, tetraethoxysilane, Union carbide A-162, or aminopropyl trimethoxysilane; Two kinds of silylating reagent sums and volume of organic solvent were than 2: 1 to 4: 1, and the volume ratio of two kinds of silylating reagents is 1: 1-9: 1; Described organic solvent is methyl alcohol or ethanol.
The concentration of the catalyzer nitric acid described in the step (b) is 0.8mol/L-1.2mol/L; Silylating reagent is 4: 1 with the ratio of the amount of substance of catalyzer.
The described function monomer of step (e) is N-NSC 11448 NIPAAm, acrylic amide AAm or methylacrylic acid MAA; Described linking agent is N,N methylene bis acrylamide MBAA; The weight concentration of function monomer is 8.00-10.57% in the buffered soln, the weight concentration 0.20-1.60% of linking agent.
The described template molecule of step (f) is N,O-Diacetylmuramidase lysozyme; The weight concentration of template molecule in buffered soln is 2.30-5.00%, and slowly vibrates 4 hours down at 0-5 ℃.
The described initiator of step (g) is ammonium persulphate APS, and accelerator is N,N,N TEMED; The weight concentration of initiator is 0.10-0.20% in the buffered soln, and the weight concentration of accelerator is 0.025-0.25%.
The described integral post skeleton of step (h) was put in the 25-38 ℃ of environment polymerization 5-12 hour.
The weight concentration of the described sodium chloride solution of step (i) is 0.012-0.029%; The pH of Tutofusin tris-hydrochloric acid Tris-HCl buffered soln is 7.00-8.00_.
A kind of temperature-sensitive protein molecular engram monolithic column of method for preparing.
The application of above-mentioned temperature-sensitive protein molecular engram monolithic column is used for the selective separation template protein.
Advantage of the present invention is:
(1) utilizes gentle single stage method to prepare the monolithic silica column skeleton, need pass through hydrolytie polycondensation, ageing, drying, the aging and surface preparation process of a series of complicacies such as modification again when having avoided traditional sol-gel (sol-gel) legal system to be equipped with the integral post material of silica matrix; (2) utilize temperature-sensitive hydrogel to be directed against the temperature-sensitive protein trace integral post that N,O-Diacetylmuramidase prepares specific recognition, on the integral post skeleton, leave hole with N,O-Diacetylmuramidase molecular volume size, structure, polar phase coupling; (3) this integral post has temperature sensitivity, and the temperature in the time of can separating through adjusting is selected best chromatographic separation condition; When (3) removing lysozyme from egg white, have only N,O-Diacetylmuramidase can get into the hole, and other impurity molecule can not get into the hole, makes material mainly adsorb N,O-Diacetylmuramidase, and for other protein adsorption seldom; (4) it is used for can improving in the removal of N,O-Diacetylmuramidase of egg white the selectivity of removal, reduces the loss of low-abundance protein; (5) with existing removal N,O-Diacetylmuramidase method relatively, material produce cost of the present invention is low, operating process is easy, accomplish scale production easily.
Description of drawings
The sem photograph of Fig. 1 synthetic silica gel skeleton.
Fig. 2 temperature sensitive type N,O-Diacetylmuramidase trace integral post is to the recognition effect of N,O-Diacetylmuramidase.With N,O-Diacetylmuramidase as the temperature-sensitive protein molecular engram monolithic column of template molecule preparation under best liquid chromatography pattern, to the selective separation of N,O-Diacetylmuramidase in N,O-Diacetylmuramidase (1) and Lrax (2) mixture.
[embodiment]
Embodiment 1
A kind of protein imprinted material can prepare as follows:
(a) the 1.2ml silylating reagent is joined in the methyl alcohol, mix, the volume ratio of silylating reagent and methyl alcohol is 3: 1, and the volume ratio of two kinds of silylating reagent methyltrimethoxy silanes and gamma-methyl allyl acyloxypropyl trimethoxysilane is 7: 1;
(b) in (a), adding concentration is the catalyzer of 1.2mol/L, mixes, and wherein, silylating reagent is 4: 1 with the catalyst consumption ratio;
(c) (b) liquid is filled in the performance liquid chromatography stainless-steel tubing pillar both mold ends sealing, the vertical placement 20 hours under 45 ℃ of temperature;
(d) after reaction finishes, stainless-steel tubing pillar is linked into the performance liquid chromatography system, uses the washed with methanol cylinder, make the monolithic silica column skeleton; Fig. 1 is the sem photograph of the silica gel skeleton xsect for preparing in the stainless-steel tubing pillar of embodiment 1.The integral post even structure that obtains, permeability is good,
(e) function monomer and linking agent are dissolved in Tutofusin tris-hydrochloric acid (Tris-HCl) buffered soln of pH 7.10 of 10mM; Function monomer is NIPAAm (1.0013g) in the buffered soln; AAm (25.0mg) and MAA (25.0 μ L), the add-on of linking agent MBAA is (21.0mg);
(f) after (e) feeds the nitrogen deoxygenation, add template molecule N,O-Diacetylmuramidase (500mg), and slowly vibrated 4 hours down at 0-5 ℃;
(g) in (f), add initiator A PS (20.0mg) and accelerator TEMED (170 μ L) subsequently, vortex mixed is even immediately;
(h) keep (g) at 0-5 ℃, buffered soln is utilized the silica gel skeleton that has prepared in the chromatogram pump drip washing (d), then the integral post skeleton was put in 30 ℃ of environment polymerization 10 hours;
The preparation of non-trace integral post, except not adding the template protein molecule, other steps are the same.
(i) after polyreaction finishes; With the template albumen on the sodium-chlor wash-out integral post skeleton of 0.5M; Use Tutofusin tris-hydrochloric acid (Tris-HCl) buffered soln flushing integral post to Chromatogram Baseline balance of pH 7.10 then, just obtain temperature-sensitive protein molecular engram monolithic column.
Fig. 2 be embodiment 1 with N,O-Diacetylmuramidase as the temperature-sensitive protein molecular engram monolithic column of template molecule preparation under best liquid chromatography pattern, to the selective separation of N,O-Diacetylmuramidase in N,O-Diacetylmuramidase and the Lrax mixture.As can be seen from the figure this trace integral post shows stronger reservation to template protein.The molecular engram integral column of this explanation the inventive method preparation has excellent protein trace effect.
Embodiment 2
A kind of protein imprinted material can prepare as follows:
(a) the 1.2ml silylating reagent is joined in the ethanol, mix, the volume ratio of silylating reagent and methyl alcohol is 2: 1, and the volume ratio of two kinds of silylating reagent Union carbide A-162s and gamma-methyl allyl acyloxypropyl trimethoxysilane is 9: 1;
(b) in (a), adding concentration is the catalyzer of 1.0mol/L, mixes, and wherein, silylating reagent is 4: 1 with the catalyst consumption ratio;
(c) (b) liquid is filled in the capillary column both mold ends sealing, the vertical placement 30 hours under 47 ℃ of temperature;
(d) after reaction finishes, use the washed with methanol cylinder, make the monolithic silica column skeleton;
(e) function monomer and linking agent are dissolved in Tutofusin tris-hydrochloric acid (Tris-HCl) buffered soln of pH 7.10 of 10mM; Function monomer is NIPAAm (1.0290g) in the buffered soln; AAm (15.0mg) and MAA (5.0 μ L), the add-on of linking agent MBAA is (15.7mg);
(f) after (e) feeds the nitrogen deoxygenation, add template molecule N,O-Diacetylmuramidase (370mg), and slowly vibrated 4 hours down at 0-5 ℃;
(g) in (f), add initiator A PS (15.0mg) and accelerator TEMED (75 μ L) subsequently, vortex mixed is even immediately;
(h) keep (g) at 0-5 ℃, buffered soln is utilized the silica gel purport frame that has prepared in the chromatogram pump drip washing (d), then the integral post skeleton was put in 27 ℃ of environment polymerization 12 hours;
The preparation of non-trace integral post, except not adding the template protein molecule, other steps are the same.
(i) after polyreaction finishes; With the template albumen on the sodium-chlor wash-out integral post skeleton of 0.5M; Use Tutofusin tris-hydrochloric acid (Tris-HCl) buffered soln flushing integral post to Chromatogram Baseline balance of pH 7.10 then, just obtain temperature-sensitive protein molecular engram monolithic column.
Embodiment 3
A kind of protein imprinted material can prepare as follows:
(a) the 1.2ml silylating reagent is joined in the ethanol, mix, the volume ratio of silylating reagent and methyl alcohol is 3: 1, and the volume ratio of two kinds of silylating reagent tetraethoxysilanes and aminopropyl trimethoxysilane is 5: 1;
(b) in (a), adding concentration is the catalyzer of 0.8mol/L, mixes, and wherein, silylating reagent is 4: 1 with the catalyst consumption ratio;
(c) (b) liquid is filled in the capillary column both mold ends sealing, the vertical placement 12 hours under 50 ℃ of temperature;
(d) after reaction finishes, use the washed with methanol cylinder, make the monolithic silica column skeleton;
(e) function monomer and linking agent are dissolved in Tutofusin tris-hydrochloric acid (Tris-HCl) buffered soln of pH 7.10 of 10mM; Function monomer is NIPAAm (1.0513g) in the buffered soln; AAm (20.0mg) and MAA (10.0 μ L), the add-on of linking agent MBAA is (18.9mg);
(f) after (e) feeds the nitrogen deoxygenation, add template molecule N,O-Diacetylmuramidase (400mg), and slowly vibrated 4 hours down at 0-5 ℃;
(g) in (f), add initiator A PS (10.0mg) and accelerator TEMED (200 μ L) subsequently, vortex mixed is even immediately;
(h) keep (g) at 0-5 ℃, buffered soln is utilized the silica gel skeleton that has prepared in the chromatogram pump drip washing (d), then the integral post skeleton was put in 32 ℃ of environment polymerization 8 hours;
The preparation of non-trace integral post, except not adding the template protein molecule, other steps are the same.
(i) after polyreaction finishes; With the template albumen on the sodium-chlor wash-out integral post skeleton of 0.5M; Use Tutofusin tris-hydrochloric acid (Tris-HCl) buffered soln flushing integral post to Chromatogram Baseline balance of pH 7.10 then, just obtain temperature-sensitive protein molecular engram monolithic column.
Claims (10)
1. the preparation method of a temperature-sensitive protein molecular engram monolithic column is characterized in that, this method comprises the steps:
(a) two kinds of silylating reagents are joined in the organic solvent, mix;
(b) in (a), add nitric acid as catalyzer, mix;
(c) (b) liquid is filled in capillary column or the performance liquid chromatographic column, the both mold ends sealing is 40 ℃-50 ℃ vertical placements 12-36 hour;
(d) after reaction finishes, capillary column or performance liquid chromatographic column are linked into syringe pump or performance liquid chromatography system respectively, use the washed with methanol cylinder, make kapillary monolithic silica column skeleton or performance liquid chromatography monolithic silica column skeleton;
(e) function monomer and linking agent are dissolved in Tutofusin tris-hydrochloric acid Tris-HCl buffered soln;
(f), (e) add template molecule after feeding the nitrogen deoxygenation;
(g) in (f), add initiator and accelerator subsequently, vortex mixed is even immediately;
(h) keep (g) at 0-5 ℃, buffered soln is utilized the integral post skeleton that has prepared in the chromatogram pump drip washing (d), the integral post skeleton carries out polyreaction then;
(i) after polyreaction finishes; With the template albumen on the sodium chloride solution wash-out integral post skeleton; Wash the integral post skeleton to the Chromatogram Baseline balance with Tutofusin tris-hydrochloric acid Tris-HCl buffered soln then, just obtain temperature-sensitive protein molecular engram monolithic column;
The described function monomer of step (e) is N-NSC 11448 NIPAAm, acrylic amide AAm or methylacrylic acid MAA; Described linking agent is N,N methylene bis acrylamide MBAA.
2. the preparation method of temperature-sensitive protein molecular engram monolithic column according to claim 1; It is characterized in that; Silylating reagent described in the step (a) is a methyltrimethoxy silane, gamma-methyl allyl acyloxypropyl trimethoxysilane, tetraethoxysilane; Union carbide A-162, or aminopropyl trimethoxysilane; Two kinds of silylating reagent sums and volume of organic solvent were than 2: 1 to 4: 1, and the volume ratio of two kinds of silylating reagents is 1: 1-9: 1; Described organic solvent is methyl alcohol or ethanol.
3. the preparation method of temperature-sensitive protein molecular engram monolithic column according to claim 1 is characterized in that, the concentration of the catalyzer nitric acid described in the step (b) is 0.8mol/L-1.2mol/L; Silylating reagent is 4: 1 with the ratio of the amount of substance of catalyzer.
4. the preparation method of temperature-sensitive protein molecular engram monolithic column according to claim 1 is characterized in that, the described function monomer of step (e) is N-NSC 11448 NIPAAm, acrylic amide AAm or methylacrylic acid MAA; Described linking agent is N,N methylene bis acrylamide MBAA; The weight concentration of function monomer is 8.00-10.57% in the buffered soln, the weight concentration 0.20-1.60% of linking agent.
5. the preparation method of temperature-sensitive protein molecular engram monolithic column according to claim 1 is characterized in that, the described template molecule of step (f) is N,O-Diacetylmuramidase lysozyme; The weight concentration of template molecule in buffered soln is 2.30-5.00%, and slowly vibrates 4 hours down at 0-5 ℃.
6. the preparation method of temperature-sensitive protein molecular engram monolithic column according to claim 1 is characterized in that, the described initiator of step (g) is ammonium persulphate APS, and accelerator is N,N,N TEMED; The weight concentration of initiator is 0.10-0.20% in the buffered soln, and the weight concentration of accelerator is 0.025-0.25%.
7. the preparation method of temperature-sensitive protein molecular engram monolithic column according to claim 1 is characterized in that, the described integral post skeleton of step (h) was put in the 25-38 ℃ of environment polymerization 5-12 hour.
8. the preparation method of temperature-sensitive protein molecular engram monolithic column according to claim 1 is characterized in that, the weight concentration of the described sodium chloride solution of step (i) is 0.012-0.029%; The pH of Tutofusin tris-hydrochloric acid Tris-HCl buffered soln is 7.00-8.00.
9. the temperature-sensitive protein molecular engram monolithic column of each method preparation among the claim 1-8.
10. the application of the described temperature-sensitive protein molecular engram monolithic column of claim 9 is used for the selective separation template protein.
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| CN102631796B (en) * | 2012-04-10 | 2014-04-23 | 南开大学 | Method for preparing liquid chromatography monolithic column based on metal-organic frameworks |
| CN102626609A (en) * | 2012-04-16 | 2012-08-08 | 福州大学 | Organic-inorganic hybrid protein molecular engram capillary tube monolithic column |
| CN103091385B (en) * | 2013-02-05 | 2015-07-08 | 中央民族大学 | Capillary enzyme array micro-reactor and its application |
| CN104634762A (en) * | 2013-11-14 | 2015-05-20 | 中国人民解放军军事医学科学院卫生学环境医学研究所 | Preparation of colloidal gold molecularly imprinted membrane for SPR detection of C23H25ClN2 |
| CN106153420B (en) * | 2016-07-29 | 2020-04-17 | 季伙燕 | Pretreatment process for quantitatively detecting serum low-abundance protein by isotope dilution mass spectrometry |
| CN106749922B (en) * | 2016-11-22 | 2019-05-28 | 湖北大学 | A kind of preparation method and applications of beta-cyclodextrin hybridized polymer Microcolumn |
| CN108837813A (en) * | 2018-06-27 | 2018-11-20 | 桂林理工大学 | A kind of preparation method and application of the ion surface imprinted material of mesoporous diatom As (V) |
| CN110343250B (en) * | 2018-06-28 | 2021-11-30 | 新加坡国立大学 | Preparation method of molecularly imprinted high molecular polymer material formed based on two or more times of polymerization |
| CN109900653B (en) * | 2019-01-25 | 2021-09-07 | 南阳师范学院 | Molecularly imprinted photonic crystal film for rapidly detecting lysozyme and preparation method and application thereof |
| CN113813935A (en) * | 2021-09-24 | 2021-12-21 | 长春工业大学 | Temperature response type protein imprinting magnetic nano-microsphere and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101246150A (en) * | 2008-03-28 | 2008-08-20 | 南开大学 | Tsiklomitsin molecular engram integral column preparation method |
| CN101464439A (en) * | 2007-12-21 | 2009-06-24 | 中国科学院大连化学物理研究所 | Production method for protein molecule imprinting integral column |
| WO2009083975A2 (en) * | 2007-12-27 | 2009-07-09 | Infigo Diagnostics Ltd. | Small molecules and protein analysis devices based on molecular imprinted polymers |
-
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101464439A (en) * | 2007-12-21 | 2009-06-24 | 中国科学院大连化学物理研究所 | Production method for protein molecule imprinting integral column |
| WO2009083975A2 (en) * | 2007-12-27 | 2009-07-09 | Infigo Diagnostics Ltd. | Small molecules and protein analysis devices based on molecular imprinted polymers |
| CN101246150A (en) * | 2008-03-28 | 2008-08-20 | 南开大学 | Tsiklomitsin molecular engram integral column preparation method |
Non-Patent Citations (1)
| Title |
|---|
| 刘秋叶等.复合分子印迹聚合物体系选择性富集蛋白质样品中的溶菌酶.《高等学校化学学报》.2008,第29卷(第3期),505-508. * |
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