CN108226477A - A kind of preparation method of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody - Google Patents
A kind of preparation method of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody Download PDFInfo
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- CN108226477A CN108226477A CN201711272362.6A CN201711272362A CN108226477A CN 108226477 A CN108226477 A CN 108226477A CN 201711272362 A CN201711272362 A CN 201711272362A CN 108226477 A CN108226477 A CN 108226477A
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
- G01N33/54313—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals the carrier being characterised by its particulate form
- G01N33/54346—Nanoparticles
Abstract
The present invention relates to a kind of preparation methods of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody, in gold nano, silica nanometer, silver nanoparticle, magnetic Nano or its two kinds of more sulfhydryl compounds of composite nanoparticle surface modification, forming surface has the functional groups such as amino, carboxyl, hydroxyl, pass through coupling agent and antibody covalent bond again, stable nano-probe is formed, for the analyte detection to be measured of target in external diagnosis reagent or medical diagnosis on disease.The how mercapto-modified nanoparticle probes of covalent coupling antibody prepared by the present invention are stablized with performance, strong with protein binding capacity, very big many advantages, such as eliminating steric interference, and in immunodiagnosis, there is good application prospect in the fields such as molecule diagnosis.All there is extraordinary application prospect in biomedical each field.
Description
Technical field
The present invention relates to a kind of preparation methods of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody, belong to
In in-vitro diagnosis field.
Background technology
Magnetic nano-particle, noble metal nano particles are novel functional materials.MNPs has that grain size is small, specific surface
The features such as big, the easy surface modification of product, biocompatibility, hypotoxicity, also with distinctive magnetic responsiveness, it can gather under stationary magnetic field
Collection and positioning.Noble metal nano particles, it can be common that gold nanoparticle (gold nanoparticle) and Nano silver grain, tool
There is unique optical property, be easily surface modified, there is strong reproducibility, high chemical stability and good biofacies
The features such as capacitive.These nano-particles are widely used in the fields such as bioanalysis and biological medicine, but there is also some certainly
Body limits to, and the specific surface area of magnetic nano-particle is very big, and surface-active is high, easily occurs to reunite and oxidation, noble metal are received
The phenomenon that compound after rice corpuscles labelled protein is unstable during immunochromatography, might have separation occurs, from
And immunodiagnosis result is caused the result of the mistake such as false positive occur.
By in different identification molecule (such as functional group) modifications to these nano-particles, functional nanoparticle is obtained
(nano-probe) helps to widen its application range, develops analysis/detection method based on these nano-particles.Keep nanometer
The monodispersity and stability of particle are the key that in practical applications, by adding new stabilizer or by various modification sides
Method can improve the dispersibility and stability of nano-particle.Such as noble metal nano particles can form very strong chemistry with sulfydryl
Key (such as Au-S keys, Ag-S keys) can arrive nanoparticle surface by the method for covalent coupling by compound-modified, and stabilization is received
Rice corpuscles maintains the good dispersibility of nano-particle.
Gold nanoparticle, Nano silver grain, magnetic nano-particle are combined with antibody, protein for non-covalent bond, are applied to
It is easily separated from during immunochromatography, causes the mistake of result, when carrying out moditied processing to nano-particle, selection band is suitable
Functional group such as-NH2, the alkyl hydrosulfide object of-COOH ,-OH etc., can either stablize nano-particle can cause and antibody protein again
Become covalent bond with reference to from Non-covalent binding, with reference to more securely.Such as the small numerator modified nano-particle of lipoic acid passes through
Coupling cobalt compound and specifically connect the protein of histidine mark, this mode of action can reduce protein and Jenner
Non-specific adsorption between rice corpuscles improves the utilization ratio of nano-particle and protein.
For advantage and disadvantage existing for magnetic nano-particle and noble metal nano particles, consider through the surface to nano-particle
Mercapto-functionalized modification is carried out, by single sulfydryl modification mode into the more sulfydryl modification modes for turning to mixing, the amplitude of bigger
Raising nano-particle stability and dispersibility and enhance target protein Selective recognition effect.
Invention content
For existing nano-particle the immune labeled process the problem of, the present invention provides a kind of how mercapto-modified
The preparation method of the composite nanoparticle probe of covalent coupling antibody.
The purpose of the present invention is what is be achieved through the following technical solutions：
A kind of preparation method of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody includes the following steps：
(1) prepare gold nano, silica nanometer, silver nanoparticle, magnetic Nano, two or more arbitrary combinations formed it is compound
Nano-particle；
(2) it is more in gold nano, silica nanometer, silver nanoparticle, magnetic Nano or its two kinds of composite nanoparticle surface modifications
Sulfhydryl compound, surface form the functional groups such as amino, carboxyl, hydroxyl；
(3) functional group of functional nano is activated；
(4) by coupling agent and antibody covalent bond, stable nano-probe is formed；
Preferably, the preparation process of the composite nanoparticle probe of a kind of how mercapto-modified covalent coupling antibody
In, to Fe2O3/ Au/Ag composite nanoparticles surface carries out more sulfhydryl compound modifications.
Preferably, the preparation process of the composite nanoparticle probe of a kind of how mercapto-modified covalent coupling antibody
In, to Fe after mercaptooctadecanoic acid and sulfydryl-polyethylene glycol-carboxyl compound are mixed in proportion2O3/ Au/Ag composite nano-granules
The surface of son is modified.
Preferably, the preparation process of the composite nanoparticle probe of a kind of how mercapto-modified covalent coupling antibody
In, to Fe after cystine, sulfydryl-polyethylene glycol-carboxyl compound and mercaptooctadecanoic acid are mixed in proportion2O3/ Au/Ag is multiple
The surface for closing nano-particle is modified.
Compared with the conventional method, the present invention has following advantage：
(1) the nano-particle outer layer after modifying contains functional group (- NH2,-COOH ,-OH etc.), it can be with target protein
Covalent bond is carried out, is not easily disconnected from.
(2) modification mode is using more sulfydryl modification modes of mixing, and nano-particle is using different more sulfhydryl compounds
It is modified in varing proportions, the composite nanoparticle outer layer being prepared is dispersed with function base different in size, configuration differs
Group, is conducive to combining target albumen, and the binding site distance of target protein differs, and the compound of formation is more stablized, greatly
Steric interference is eliminated, is not easily disconnected from during immunochromatography.
Description of the drawings
Fig. 1 composite nanoparticle configurations.
Specific embodiment
Embodiment 1
The Fe of mercaptooctadecanoic acid and the covalent coupling antibody of sulfydryl-polyethylene glycol-carboxyl compound modification2O3/ Au is compound
The preparation of nanoparticle probes：
1) magnetic nanoparticle is prepared, by FeCl3·6H2O and FeSO4·7H2The hydrochloric acid that O is added in Jing Guo deoxidation treatment is molten
Uniform dissolution in liquid is passed through nitrogen protection in course of dissolution, prevents the generation of oxidation, ammonium hydroxide is added under conditions of 25 DEG C, soon
Speed stirring 20min, is then heated to 60 DEG C, and keep 1~2h by solution water-bath, and magnetic nanoparticle, washing are collected with magnet
After several times, Cord blood in water.
2) gold nano grain is prepared, 200mL water is taken to pour into 500mL beakers, then adds in the HAuCl of 2mL4·4H2O is molten
Liquid is positioned on magnetic force thermostatic mixer, heating, when liquid reaches sub- boiling state (temperature reaches about 98 DEG C), to solution
In be rapidly added 4mL sodium citrate solutions, continue to boil, when stable cerise occurs in solution, be cooled to 50 DEG C or so, protect
Hold to take out after 30min and be cooled to room temperature, 10 000r/min centrifugations, outwell supernatant lower floor's liquid is transferred to it is spare in brown bottle.
3) magnetic nanometer dispersion liquid prepared by 100mL with the golden nanometer particle dispersion liquid prepared is mixed, is placed in 250mL
Three-necked flask in, ultrasound while slowly mechanical agitation 2h, product Magneto separate are washed with water and are put into 60 DEG C of vacuum drying afterwards for several times
It is dried in case to constant weight.
4) by Fe2O3/ Au composite nanoparticles are suspended with absolute ethyl alcohol and ultrasound 30min, and setting blank group is not modified
Fe2O3/ Au composite nanoparticles, test group are repaiied for the mixed liquor of mercaptooctadecanoic acid and sulfydryl-polyethylene glycol-carboxyl compound
The Fe of decorations2O3/ Au composite nanoparticles mercaptooctadecanoic acid and sulfydryl-polyethylene glycol-carboxyl compound are in 3: 2 ratio in second
It is dissolved in alcoholic solvent, whole process is continually fed into nitrogen, reacts at room temperature 12h, by products therefrom Magneto separate, uses deionized water repeatedly
It cleans, is finally dissolved in absolute ethyl alcohol repeatedly, obtain the Fe that functional group is contained on surface2O3/ Au composite nanoparticles.With
15% glutaraldehyde activation functional group, then generates covalent with antibody in the 0.05M PBS of pH 7.4 with antibody coupling
The nano-probe of key connection.
Embodiment 2
The Fe of mercaptooctadecanoic acid and the covalent coupling antibody of sulfydryl-polyethylene glycol-carboxyl compound modification2O3/Au/Ag
The preparation of composite nanoparticle probe：
Using Fe same as Example 12O3The preparation method of/Au composite nanoparticles, by the Fe of preparation2O3/ Au is compound
Nano-particle is dispersed in water, is slowly added to the AgNO of 0.7mL while stirring3With the mixed solution of sodium citrate, and simultaneously plus
Enter HCHO solution and NH3·H2It is 10 that O, which adjusts pH value of solution, forms Fe2O3/ Au/Ag composite nanoparticles, product Magneto separate are used
Water washing is dried afterwards to constant weight for several times.
To Fe2O3/ Au/Ag composite nanoparticles carry out more sulfydryl modifications, and setting blank group is the Fe not modified2O3/Au/
Ag composite nanoparticles, test group are the modification of the mixed liquor of mercaptooctadecanoic acid and sulfydryl-polyethylene glycol-carboxyl compound
Fe2O3Mercaptooctadecanoic acid and sulfydryl-polyethylene glycol-carboxyl compound are pressed 3 by/Au composite nanoparticles∶2 ratio is in second
It is dissolved in alcoholic solvent, whole process is continually fed into nitrogen, reacts at room temperature 12h, by products therefrom Magneto separate, uses deionized water repeatedly
It cleans, is finally dissolved in absolute ethyl alcohol repeatedly, obtain the Fe that functional group is contained on surface2O3/ Au/Ag composite nanoparticles.With
15% glutaraldehyde activation functional group, then generates and antibody covalent bond in the 0.05M PBS of pH 7.4 with antibody coupling
The nano-probe of connection.
Embodiment 3
The Fe of cystine and the covalent coupling antibody of mercaptooctadecanoic acid modification2O3/ Au/Ag composite nanoparticle probes
It prepares：
Using Fe same as Example 22O3/ Au/Ag composite nanoparticles preparation method and identical modification coupling item
Part step, setting blank group is the Fe not modified2O3/ Au/Ag composite nanoparticles set test group cystine and sulfydryl 18
Alkanoic acid is with the Fe of 3: 2 mixing modifications2O3/ Au/Ag composite nanoparticles, after function group modification activates successfully, with antibody protein idol
Connection forms probe.
Embodiment 4
The Fe of cystine and the covalent coupling antibody of sulfydryl-polyethylene glycol-carboxyl compound modification2O3/ Au/Ag is compound to be received
The preparation of rice corpuscles probe：
Using Fe same as Example 22O3The preparation method of/Au/Ag composite nanoparticles and identical modification coupling item
Part step sets the Fe of test group cystine and sulfydryl-polyethylene glycol-carboxyl compound by 1: 1 mixing modification2O3/ Au/Ag is multiple
Nano-particle is closed, after function group modification activates successfully, is coupled to form probe with antibody protein.
Embodiment 5
The Fe of cystine and the covalent coupling antibody of lipoic acid modification2O3The preparation of/Au/Ag composite nanoparticle probes：
Using Fe same as Example 22O3The preparation method of/Au/Ag composite nanoparticles and identical modification coupling item
Part step sets the Fe of test group cystine and lipoic acid by 1: 1 mixing modification2O3/ Au/Ag composite nanoparticles, function group
After modification activates successfully, it is coupled to form probe with antibody protein.
Embodiment 6
The covalent coupling antibody of mercaptooctadecanoic acid, cystine and sulfydryl-polyethylene glycol-carboxyl compound modification
Fe2O3The preparation of/Au/Ag composite nanoparticle probes：
Using Fe same as Example 22O3The preparation method of/Au/Ag composite nanoparticles and identical modification coupling item
Part step, setting test group mercaptooctadecanoic acid, cystine and sulfydryl-polyethylene glycol-carboxyl compound are modified by 3: 2: 2 mixing
Fe2O3/ Au/Ag composite nanoparticles after function group modification activates successfully, are coupled to form probe with antibody protein.
Embodiment 7
The Fe of the covalent coupling antibody of mercaptooctadecanoic acid, cystine and lipoic acid modification2O3/ Au/Ag composite nanoparticles
The preparation of probe：
Using Fe same as Example 22O3The preparation method of/Au/Ag composite nanoparticles and identical modification coupling item
Part step, the Fe that setting test group mercaptooctadecanoic acid, cystine and lipoic acid are modified by 3: 2: 2 mixing2O3/ Au/Ag is compound to be received
Rice corpuscles after function group modification activates successfully, is coupled to form probe with antibody protein.
Embodiment 8
The Fe of the covalent coupling antibody of sulfydryl-polyethylene glycol-carboxyl compound, cystine and lipoic acid modification2O3/Au/Ag
The preparation of composite nanoparticle probe：
Using Fe same as Example 22O3The preparation method of/Au/Ag composite nanoparticles and identical modification coupling item
Part step, setting test group sulfydryl-polyethylene glycol-carboxyl compound, cystine and lipoic acid is by 1: 1: 1 mixing modification
Fe2O3/ Au/Ag composite nanoparticles after function group modification activates successfully, are coupled to form probe with antibody protein.
Embodiment 9
The covalent coupling antibody of sulfydryl-polyethylene glycol-carboxyl compound, mercaptooctadecanoic acid and lipoic acid modification
Fe2O3The preparation of/Au/Ag composite nanoparticle probes：
Using Fe same as Example 22O3The preparation method of/Au/Ag composite nanoparticles and identical modification coupling item
Part step, setting test group sulfydryl-polyethylene glycol-carboxyl compound, mercaptooctadecanoic acid and lipoic acid are modified by 2: 3: 2 mixing
Fe2O3/ Au/Ag composite nanoparticles after function group modification activates successfully, are coupled to form probe with antibody protein.
The above description is merely a specific embodiment, but protection scope of the present invention is not limited thereto, any
Those familiar with the art disclosed herein technical scope in, the change or replacement that can readily occur in, all
It is covered by the protection scope of the present invention.
Claims (4)
1. a kind of preparation method of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody, which is characterized in that right
Gold nanoparticle, Nano silver grain, silicon oxide nanoparticle, magnetic Fe2O3Nano-particle one of which, two or more are arbitrary
The composite nanoparticle surface that combination is formed carries out a variety of sulfhydryl compound modifications, forms the surface with functional group, then lead to
Coupling agent is crossed with antibody by being covalently keyed, forms stable nano-probe.
2. a kind of preparation of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody according to claim 1
Method, which is characterized in that the structure of composite nanoparticle is core/shell type composite construction or spherical shell particle, grain size for 5nm~
300nm。
3. a kind of preparation of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody according to claim 1
Method, which is characterized in that more sulfhydryl compounds refer to that Mercaptoundecanoic acid, mercaptohexadecanoic acid, mercaptooctadecanoic acid, sulphur are pungent
Acid, cystamine, cysteine, homocysteine, sulfydryl-polyethylene glycol-carboxyl compound wherein two or more press arbitrary ratio
Example mixing.
4. a kind of preparation of the composite nanoparticle probe of how mercapto-modified covalent coupling antibody according to claim 1
Method, which is characterized in that whole process is：
1) composite nanoparticle solvent suspension and ultrasound；
2) sulfhydryl compound is dissolved in alcohol solvent in proportion, is added in above-mentioned nanoparticle suspension, nitrogen protection, reaction
1h~for 24 hours；
3) reaction product is cleaned, is added to after antibody is diluted in the nano-particle of the modification after cleaning, adds in coupling agent, antibody
It is reacted with the functional group of nanoparticle surface, the nano-probe that generation is covalently keyed with antibody.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110211758A (en) * | 2019-06-14 | 2019-09-06 | 南宁师范大学 | Ferroso-ferric oxide/gold nano composite particles preparation method |
| CN110625132A (en) * | 2019-09-05 | 2019-12-31 | 浙江科曼奇生物科技股份有限公司 | Sulfhydrylation amphiphilic carbon residue/nano-silver compound, preparation method thereof and antibacterial leather |
| CN113899732A (en) * | 2021-09-30 | 2022-01-07 | 长沙新材料产业研究院有限公司 | PH value sensitive ligand modified nano-gold and preparation method thereof |
| CN114316054A (en) * | 2021-12-28 | 2022-04-12 | 上海大学 | Artificial antibody based on silver nanoparticles and preparation method thereof |
| CN115197412A (en) * | 2021-04-09 | 2022-10-18 | 本田技研工业株式会社 | Functionalized metals, their synthesis and their use |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110211758A (en) * | 2019-06-14 | 2019-09-06 | 南宁师范大学 | Ferroso-ferric oxide/gold nano composite particles preparation method |
| CN110625132A (en) * | 2019-09-05 | 2019-12-31 | 浙江科曼奇生物科技股份有限公司 | Sulfhydrylation amphiphilic carbon residue/nano-silver compound, preparation method thereof and antibacterial leather |
| CN115197412A (en) * | 2021-04-09 | 2022-10-18 | 本田技研工业株式会社 | Functionalized metals, their synthesis and their use |
| CN113899732A (en) * | 2021-09-30 | 2022-01-07 | 长沙新材料产业研究院有限公司 | PH value sensitive ligand modified nano-gold and preparation method thereof |
| CN113899732B (en) * | 2021-09-30 | 2023-09-22 | 航天科工(长沙)新材料研究院有限公司 | PH value sensitive ligand modified nano gold and preparation method thereof |
| CN114316054A (en) * | 2021-12-28 | 2022-04-12 | 上海大学 | Artificial antibody based on silver nanoparticles and preparation method thereof |
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Application publication date: 20180629 |