CN104857933A - Preparation and application of core-shell type magnetic metal organic framework nano-particles - Google Patents
Preparation and application of core-shell type magnetic metal organic framework nano-particles Download PDFInfo
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Abstract
The invention relates to preparation and an application of core-shell type magnetic metal organic framework nano-particles. The preparation comprises specific steps as follows: (1), a nano substrate with superparamagnetism is prepared; (2), carboxyl modified magnetic nano-particles are prepared; (3), 100-200 mg of carboxyl modified magnetic nano-particles prepared in the step (2) are dispersed in 5-10 mL ethanol solution containing 10 mmol L<-1> FeCl3.6H2O and are left to stand for 15-20 min at the room temperature, the obtained nano-particles are washed by ethanol for 2-3 times, and FeCl3*6H2O which is not adsorbed is removed; the magnetic nano-particles are dispersed in 5-10 mL ethanol solution containing 10 mmol L<-1> 1,3,5-trimesic acid and left to stand for 30-60 min at the temperature of 70 DEG C; the operation is performed circularly for 10-40 times, the obtained magnetic nano-particles are subjected to vacuum drying for 12-24 h at the temperature of 150 DEG C, and accordingly, the core-shell type magnetic metal organic framework nano-particles are obtained. By means of a pore structure and a large quantity of Fe<3+> ions, acting sites of a material and phosphoeptide are greatly increased, and selectivity, limit of detection and enrichment capacity of the material are improved.
Description
[technical field]
The present invention relates to chemical technology field, specifically, is a kind of preparation and application thereof of core-shell type magnetic metallic organic framework nano particle.
[background technology]
It is one of most important a kind of protein post-translational modification mode that the reversible phosphorylation of protein is modified, and regulates and controls numerous physiology course, as cell division, cell proliferation, intracellular signaling and metabolism etc.According to estimates, the protein of 30% is had to be in phosphorylation modification state at synchronization, so very important for protein science to the research of the phosphorylation mechanism of protein.Quantitative and the qualitative detection of phosphorylated protein understands the prerequisite of these processes.Nowadays, mass spectrum has been proved to be the effective tool of analysis and identification protein phosphorylation site.But, directly still there is many problems with mass spectral analysis sample.Such as, phosphoeptide content in biological sample is low, and during mass spectral analysis, Ionization Efficiency is lower, there is a large amount of non-phosphopeptide interfering signal simultaneously.Therefore, before mass spectral analysis complex sample, it is very important for adopting Preconcentration to carry out sample pre-treatments.
In order to improve the mass signal of phosphoeptide in sample, current multiple isolation technics and the enrichment material of having developed is for enrichment acid peptide and phosphorylated protein, as metal oxide affinity chromatography (MOAC), fixing metal ions affinity chromatography (IMAC), strong cation exchange chromatography method (SCX) and strong anion exchange chromatographic method (SAX) etc.Wherein, fixing metal ions affinity chromatography has become a kind of most important technology, and its general principle is based on chelation strong between the metal ion of polymer substrate, porous matrix and nano grain surface and phosphoeptide group.The IMAC material of a series of different substrates (as silica gel, polymer, magnetic ball, mesoporous particulate) has been widely used in phosphoeptide enrichment.In recent years, micropore IMAC material due to its larger specific area, larger pore volume, regular pore structure and be widely used in phosphoeptide research.Deng etc. have synthesized a kind of mesoporous silicon material of dopamine parcel, and have a large amount of Ti in finishing
4+, the enrichment of phosphorylated protein is demonstrated higher selective, lower detectability, larger enrichment capacity.Although the achievement in research of existing forefathers, design and synthesis goes out the novel study hotspot remaining phosphorylated protein enrichment with a large amount of action site and the micropore IMAC material that is easy to be separated.
For traditional IMAC technology, the separation of sample needs high speed centrifugation, and process is loaded down with trivial details and target phosphoeptide is lost inevitable.As a kind of substitute technology, magnetic substrate, because being easy to preparation, being convenient to separation and being obtained and pay close attention to widely.The magnetic Nano material of functionalization is widely used in protein science in recent years.For the enrichment of phosphoeptide, researcher designs a series of magnetic Nano material, the selection mostly demonstrated and bioaccumulation efficiency.Micropore magnetic IMAC material has large specific area, can provide more action site thus improve bioaccumulation efficiency further.A kind of magnetic mesoporous titanium microballoon has been prepared in lands etc., has large specific area, meets the aperture of narrow ditribution, good magnetic response and have good specificity and larger enrichment capacity to phosphoeptide.Therefore, up to now, the study hotspot that novel mesoporous magnetic IMAC material remains protein science is designed.
Metal-organic framework materials is a class take metal ion as coordination center, the Porous coordination polymer formed by coordination with organic ligand.Metal-organic framework materials has in superhigh specific surface area, super big hole volume, good heat endurance, mesoporous pore size, hole and is easy to the advantages such as modification outside hole, the field such as be widely used in atmosphere storage, catalysis, pharmaceutical carrier, absorption and be separated.Because MOF material surface is easy to modify, and has hole characteristic, the application therefore in protein groups is day by day extensive.In addition, the albumen that the aperture due to nm level makes MOF material larger to some has volume exclusion effect, and catches albumen and the peptide section of molecular weight.But seldom have the MOF material with IMAC characteristic to be used to the enrichment of phosphoeptide up to now.Deng etc. have prepared a kind of hydrophilic MOF material based on zirconium ion, this material by magnetic ball be easy to be separated, the advantages such as the hydrophily of dopamine and the large specific area of MOF material, in the enrichment of phosphorylated protein, demonstrate higher selective and bioaccumulation efficiency, but synthetic method is comparatively complicated.Therefore, simple by one, the effective method MOF material of preparing a kind of magnetic remains hot technology for the enrichment of phosphoeptide.
[summary of the invention]
The object of the invention is to overcome the deficiencies in the prior art, a kind of preparation and application thereof of core-shell type magnetic metallic organic framework nano particle is provided.
The object of the invention is to be achieved through the following technical solutions:
A preparation method for core-shell type magnetic metallic organic framework nano particle, its concrete steps are:
The natrium citricum of the ferric trichloride of (1) 1 ~ 2g and the ethylene glycol of 70 ~ 80mL and 3 ~ 4g carries out Homogeneous phase mixing, carries out high-temperature hydrolysis at 150 ~ 250 DEG C, obtains paramagnetic magnetic Nano matrix;
(2) paramagnetic magnetic Nano matrix prepared by 300 ~ 400mg step (1) is dispersed in 80 ~ 100mL ethanolic solution, dropwise adds 0.3 ~ 0.6mmol L of 5 ~ 10 μ L
-1tGA mechanical agitation 20 ~ 26 hours, obtains the magnetic nanoparticle of carboxyl modified, ethanol purge 2 ~ 3 times;
(3) magnetic nanoparticle of the carboxyl modified of preparation in 100 ~ 200mg step (2) is dispersed in the 10mmol L of 5 ~ 10mL
-1feCl
36H
2the ethanolic solution of O, left at room temperature 15 ~ 20min, 2 ~ 3 removings of gained nano particle ethanol purge are not by the FeCl adsorbed
36H
2o; Subsequently, magnetic nanoparticle is scattered in 5 ~ 10mL containing 10mmol L
-1the ethanolic solution of 1,3,5-trimesic acid, leaves standstill 30 ~ 60min at 70 DEG C; Cycling like this 10 ~ 40 times, obtains magnetic nanoparticle vacuum drying 12 ~ 24 hours at 150 DEG C, obtains core-shell type magnetic metallic organic framework nano particle.
The application of core-shell type magnetic metallic organic framework nano particle in selective enrichment endogenous phosphoeptide, its concrete grammar is:
(1) obtained core-shell type magnetic metallic organic framework nano particle water and acetonitrile are cleaned 1 ~ 3 time respectively, remove residual reaction reagent;
(2) the core-shell type magnetic metallic organic framework nano particle after step (1) being cleaned to mix with 0.8 ~ 1.2mg/L phosphopeptide solution such as alpha-casein (α-Casin) enzymolysis liquid and beta-casein (β-Casin) enzymolysis liquid be dissolved in volume ratio be 1: 1 ~ 3: 7 water and acetonitrile mixed solution in, shake under 20 ~ 30 DEG C of conditions and hatch 30 ~ 50min; Utilize Magneto separate to carry out selective enrichment and quick separating to containing phosphorylated protein or polypeptide, realize the enrichment of removal and low-abundance phosphoeptide or the albumen that abundant polypeptide or albumen are carried out;
(3) the magnetic metal organic framework nano particle of absorption polypeptide or albumen in step (2) is carried out wash-out with 5% ~ 10% ammonia spirit, utilize the peptide section of Matrix Assisted Laser Desorption time-of-flight mass spectrometry instrument to institute's enrichment to carry out qualitative and quantitative analysis.
Compared with prior art, good effect of the present invention is:
Multilayer is adopted independently to fill legal system for core-shell structure magnetic metallic organic framework nano particle, Fe
3o
4@MIL-100 (Fe), and be applied to the Phosphorylated Peptide in selective enrichment sample.Perfect pore structure and a large amount of Fe
3+the action site of the material that ion increases greatly and phosphoeptide, improves the selective of material, detectability, and enrichment capacity.Bovine serum albumin(BSA) and beta-casein enzymolysis liquid is selected to investigate Fe
3o
4the absorption property of@MIL-100 (Fe) nano particle to peptide section and the exclusion effect to albumen, and be further used for endogenous peptide group Epidemiological Analysis in human serum and all achieve good effect.
[accompanying drawing explanation]
Fig. 1 is the Fourier IR Characterization figure of magnetic metal organic framework nano particle.(a, magnetic nanoparticle; B, is modified with the magnetic nanoparticle after organic backbone nano particle.)
Fig. 2 is the nitrogen adsorption phenogram of magnetic metal organic framework nano particle, graph of pore diameter distribution.
Fig. 3 to have with magnetic inorganic tri-iron tetroxide for core, is modified with the transmission electron microscope phenogram of the magnetic nanoparticle after organic backbone nano particle.(a, magnetic nanoparticle; B, is modified with the magnetic nanoparticle after organic backbone nano particle.)
Fig. 4 is that magnetic metal organic framework nano particle is for the phosphoeptide in selective enrichment beta-casein enzymolysis liquid.(a, beta-casein enzymolysis liquid; B, is modified with the beta-casein enzymolysis liquid after the magnetic nanoparticle enrichment after organic backbone nano particle.)
[detailed description of the invention]
The preparation of a kind of core-shell type magnetic metallic organic framework of the present invention nano particle and the detailed description of the invention of application thereof are below provided.
Embodiment 1
The Iron(III) chloride hexahydrate getting 1.35g is dissolved in the ethylene glycol solution of 75mL, and the natrium citricum simultaneously adding 3.6g is uniformly mixed, and is proceeded to by mixed solution in autoclave and carries out high-temperature water thermal response 16h in 200 DEG C, obtains paramagnetism magnetic nanoparticle.
By the paramagnetism magnetic nanoparticle ultrasonic disperse of 400mg in the absolute ethyl alcohol of 80mL, dropwise add 80mL and contain 0.58mmol L
-1the ethanolic solution of TGA, mechanical agitation 24h under room temperature.Gained nano particle uses water and ethanol purge 3 times successively, obtains the magnetic nanoparticle of carboxyl modified.
The magnetic Nano material ultrasonic disperse of above-mentioned for 100mg carboxyl modified is contained 10mmol L in 5mL
-1feCl
36H
2the ethanolic solution of O, left at room temperature 15min, 3 removings of gained nano particle ethanol purge are not by the FeCl adsorbed
36H
2o.Subsequently, nano particle ultrasonic disperse is contained 10mmolL in 5mL
-1the ethanolic solution of 1,3,5-benzenetricarboxylic acid, leaves standstill 30min at 70 DEG C.Cycling like this 30 times, obtains nano particle dried in vacuo overnight at 150 DEG C.Obtain core-shell type magnetic metallic organic framework nano particle.
Core-shell type magnetic metallic organic framework magnetic nanoparticle and 1mg/L alpha-casein (α-Casin) enzymolysis liquid and beta-casein (β-Casin) enzymolysis liquid are mixed in volume ratio is volume ratio be 1: 1 water and acetonitrile mixed solution in, under 25 DEG C of conditions, concussion hatches 30 minutes; Magneto separate is utilized to carry out selective enrichment and quick separating to the solution containing Phosphorylated Peptide.
Magnetic metal organic framework nano particle step being adsorbed with polypeptide phosphate or albumen carries out wash-out with 10% ammonia spirit, utilizes the peptide section of Matrix Assisted Laser Desorption time-of-flight mass spectrometry instrument to institute's enrichment to carry out qualitative and quantitative analysis.
The above is only the preferred embodiment of the present invention; it should be pointed out that for those skilled in the art, without departing from the inventive concept of the premise; can also make some improvements and modifications, these improvements and modifications also should be considered within the scope of protection of the present invention.
Claims (3)
1. a preparation method for core-shell type magnetic metallic organic framework nano particle, is characterized in that, its concrete steps are:
The ferric trichloride ultrasonic disperse of (1) 1 ~ 2g is in the ethylene glycol of 70 ~ 80mL, stir 20 ~ 30 minutes, the natrium citricum then adding 3 ~ 4g carries out Homogeneous phase mixing, carries out hydro-thermal reaction at 150 ~ 250 DEG C, obtain paramagnetism magnetic Nano matrix, ethanol purge 2 ~ 3 times;
(2) getting magnetic Nano matrix prepared by 300 ~ 400mg step (1) is dispersed in 80 ~ 100mL ethanolic solution, dropwise adds 0.3 ~ 0.6mmol L of 5 ~ 10 μ L
-1tGA mechanical agitation 20 ~ 26 hours, obtains the magnetic nanoparticle of stable carboxyl modified, ethanol purge 2 ~ 3;
(3) magnetic nanoparticle of the carboxyl modified of preparation in 100 ~ 200mg step (2) is dispersed in the 10mmol L of 5 ~ 10mL
-1feCl
36H
2the ethanolic solution of O, left at room temperature 15 ~ 20min, 2 ~ 3 removings of gained nano particle ethanol purge are not by the FeCl adsorbed
36H
20; Subsequently, magnetic nanoparticle is scattered in 5 ~ 10mL containing 10mmol L
-1the ethanolic solution of 1,3,5-benzenetricarboxylic acid, leaves standstill 30 ~ 60min at 70 DEG C; Cycling like this 10 ~ 40 times, obtains magnetic nanoparticle vacuum drying 12 ~ 24 hours at 150 DEG C, obtains core-shell type magnetic metallic organic framework nano particle.
2. the application of core-shell type magnetic metallic organic framework nano particle in selective enrichment endogenous phosphoeptide, it is characterized in that, its concrete grammar is:
(1) obtained core-shell type magnetic metallic organic framework nano particle water and acetonitrile are cleaned 1 ~ 3 time respectively, remove residual reaction reagent;
(2) the core-shell type magnetic metallic organic framework nano particle after step (1) being cleaned to mix with 0.8 ~ 1.2mg/L phosphopeptide solution that to be dissolved in volume ratio be, in the water of 1:1 ~ 3:7 and the mixed solution of acetonitrile, shake and hatch 30 ~ 50min under 20 ~ 30 DEG C of conditions; Utilize Magneto separate to carry out selective enrichment and quick separating to containing phosphorylated protein or polypeptide, realize the enrichment of removal and low-abundance phosphoeptide or the albumen that abundant polypeptide or albumen are carried out;
(3) the magnetic metal organic framework nano particle of absorption polypeptide or albumen in step (2) is carried out wash-out with 5% ~ 10% ammonia spirit, utilize the peptide section of Matrix Assisted Laser Desorption time-of-flight mass spectrometry instrument to institute's enrichment to carry out qualitative and quantitative analysis.
3. the application of a kind of core-shell type magnetic metallic organic framework nano particle as claimed in claim 1 in selective enrichment endogenous phosphoeptide, it is characterized in that, phosphopeptide solution is alpha-casein (α-Casin) enzymolysis liquid and beta-casein (β-Casin) enzymolysis liquid.
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Cited By (10)
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| CN106748731A (en) * | 2016-12-02 | 2017-05-31 | 济南大学 | The preparation method of complex nanometer rods of the one kind with MIL 88B (Fe) structure |
| CN106824090A (en) * | 2016-12-01 | 2017-06-13 | 中国科学院城市环境研究所 | A kind of preparation method and applications of novel magnetic metal organic framework composite |
| CN107042087A (en) * | 2017-01-19 | 2017-08-15 | 中国石油大学(华东) | A kind of method that Situ Hydrothermal prepares magnetic metal organic framework core-shell material |
| CN107817346A (en) * | 2016-09-13 | 2018-03-20 | 华中农业大学 | A kind of brood cell@Fe3+Microballoon is used for the method for high efficiency selected enriched phosphorus acidified protein |
| CN107876014A (en) * | 2016-09-29 | 2018-04-06 | 天津工业大学 | A kind of synthetic method of hollow nucleocapsid magnetic metal organic framework composite material |
| CN109663571A (en) * | 2018-11-22 | 2019-04-23 | 浙江农林大学 | A kind of preparation method of magnetism-metal organic frame MOF material |
| CN109971186A (en) * | 2019-03-26 | 2019-07-05 | 陕西科技大学 | Zeolite imidazole skeleton material ZIF-8/ casein composite material and preparation method |
| CN114011376A (en) * | 2021-11-01 | 2022-02-08 | 中国药科大学 | Metal oxidation affinity chromatography magnetic mesoporous nano material, preparation method and application |
| CN114288995A (en) * | 2021-12-24 | 2022-04-08 | 武汉承启医学检验实验室有限公司 | Enrichment material and method for glycosylated protein and glycopeptide in urine |
| CN115856297A (en) * | 2023-01-04 | 2023-03-28 | 吉林大学 | Preparation method of kit for detecting salmonella typhimurium and kit |
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Cited By (15)
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| CN107817346A (en) * | 2016-09-13 | 2018-03-20 | 华中农业大学 | A kind of brood cell@Fe3+Microballoon is used for the method for high efficiency selected enriched phosphorus acidified protein |
| CN107876014A (en) * | 2016-09-29 | 2018-04-06 | 天津工业大学 | A kind of synthetic method of hollow nucleocapsid magnetic metal organic framework composite material |
| CN106824090B (en) * | 2016-12-01 | 2020-07-17 | 中国科学院城市环境研究所 | Preparation method and application of novel magnetic metal organic framework composite material |
| CN106824090A (en) * | 2016-12-01 | 2017-06-13 | 中国科学院城市环境研究所 | A kind of preparation method and applications of novel magnetic metal organic framework composite |
| CN106748731A (en) * | 2016-12-02 | 2017-05-31 | 济南大学 | The preparation method of complex nanometer rods of the one kind with MIL 88B (Fe) structure |
| CN106748731B (en) * | 2016-12-02 | 2019-10-15 | 济南大学 | One kind having the preparation method of the complex nanometer rods of MIL-88B (Fe) structure |
| CN107042087A (en) * | 2017-01-19 | 2017-08-15 | 中国石油大学(华东) | A kind of method that Situ Hydrothermal prepares magnetic metal organic framework core-shell material |
| CN109663571A (en) * | 2018-11-22 | 2019-04-23 | 浙江农林大学 | A kind of preparation method of magnetism-metal organic frame MOF material |
| CN109971186A (en) * | 2019-03-26 | 2019-07-05 | 陕西科技大学 | Zeolite imidazole skeleton material ZIF-8/ casein composite material and preparation method |
| CN114011376A (en) * | 2021-11-01 | 2022-02-08 | 中国药科大学 | Metal oxidation affinity chromatography magnetic mesoporous nano material, preparation method and application |
| CN114011376B (en) * | 2021-11-01 | 2024-02-27 | 中国药科大学 | Metal oxidation affinity chromatography magnetic mesoporous nano material, preparation method and application |
| CN114288995A (en) * | 2021-12-24 | 2022-04-08 | 武汉承启医学检验实验室有限公司 | Enrichment material and method for glycosylated protein and glycopeptide in urine |
| CN114288995B (en) * | 2021-12-24 | 2024-05-17 | 武汉承启医学检验实验室有限公司 | Enrichment material and method for glycosylated proteins and glycopeptides in urine |
| CN115856297A (en) * | 2023-01-04 | 2023-03-28 | 吉林大学 | Preparation method of kit for detecting salmonella typhimurium and kit |
| CN115856297B (en) * | 2023-01-04 | 2024-05-28 | 吉林大学 | Preparation method of kit for detecting salmonella typhimurium and kit |
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Application publication date: 20150826 |