CN103920476B - The synthetic method of the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified and application thereof - Google Patents
The synthetic method of the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified and application thereof Download PDFInfo
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Abstract
The invention belongs to nanometer technology and detection field, be specifically related to synthetic method and the application of the magnetic graphene that a kind of titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified.This material is substrate with Graphene, has bigger serface; There is superparamagnetism, be beneficial to later separation analysis; Titanium, tin two kinds of metals are carried out doping and form bimetallic oxide simultaneously, doping ratio is 1:1, makes to have excellent concentration effect to phosphated peptide section.This synthetic method is simple simultaneously, cost is low, has huge to apply potentiality.
Description
Technical field
The invention belongs to nano material and detection field, be specifically related to synthetic method and the application thereof of the magnetic graphene material that a kind of titanium for selective enrichment phosphated peptide section-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified.
Background technology
In recent years, proteomics has become one of biological research fields with fastest developing speed, becomes the part that life science is indispensable.In numerous posttranslational modifications, protein phosphorylation and glycosylation distribute the most in vivo, impact is maximum, the most closely related with vital movement.Protein phosphorylation to regulate in organism many important physiological activities and cellular activity as signal transmission, cell division, propagation, differentiation and metabolism.One of core technology that tree species for bio-energy source is studied as post-genomic science, be widely used in the research of protein post-translational modification, but for the living things system of numerous and complicated, with the protein phosphorylation research that mass spectrum is main research means, still problems are faced with, as low in: modified peptides section stoichiometric levels, there is strong ambient interferences, before Mass Spectrometer Method, sample process process is complicated and loss is serious simultaneously.Therefore special beneficiation technologies and the detection means of rapid sensitive become the key of protein phosphorylation.
Titanium dioxide and tin ash are all the metal oxide affinity probe of phosphated peptide section enrichment, but titanium-bimetallic ruthenium/tin atomic level hybrid oxide that titanium-tin dope is formed is had the concentration effect of leap.Magnetic ferroferric oxide microballoon has ripe easy synthesis technique, with low cost, has good magnetic.Can be easy under the effect of externally-applied magnetic field be separated with solution system by material, enormously simplify the laboratory operating procedures brought due to centrifugal other separation means such as grade.Graphene has large specific area, is combined can forms excellent carrier with tri-iron tetroxide.
Therefore, synthesis and the application thereof of the magnetic graphene material that a kind of titanium for selective enrichment phosphated peptide section-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified can be proposed.
Summary of the invention
The object of the invention is synthetic method and the application thereof of the magnetic graphene material providing a kind of titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify.
The synthetic method of the magnetic graphene material that a kind of titanium that the present invention proposes-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, concrete steps are as follows:
(1) be dissolved in the concentrated sulfuric acid by Graphene, stir 6-12 hour, wherein, the ratio of Graphene and the concentrated sulfuric acid is 0.40-0.50g:50-100mL;
(2) product of step (1) gained is carried out centrifugal, by washed with de-ionized water until cleaning fluid is in neutral;
(3) product of step (2) gained is dry under 50 DEG C of conditions, obtain acidifying graphite alkene;
(4) by the product of step (3) gained, be added in ethylene glycol, step (3) products therefrom and ethylene glycol ratio are 0.30-0.40g:40-50mL;
(5) under agitation, by FeCl
36H
2o, trisodium citrate, sodium acetate and polyethylene glycol are added in step (4) products therefrom, wherein FeCl
36H
2the ratio of O, trisodium citrate, sodium acetate and polyethylene glycol is 0.18-0.20mg:0.15-0.20g:2.5-2.6g:1.8-2.0g;
(6) step (5) products therefrom is added autoclave, under 200 DEG C of conditions, react 9.5-10.5 hour;
(7) step (6) mesohigh reactor is cooled to room temperature, utilizes magnetic separation technique to be separated and washing products therefrom, obtain magnetic graphene;
(8) step (7) products therefrom is modified upper titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify, obtain required product.
In the present invention, in step (8), the synthesis step of titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is specific as follows:
(8.1) by butyl titanate, SnCl
45H
2o is dispersed in ethanol, and ultrasonic 0.5-1 hour, obtains homogeneous phase solution, wherein butyl titanate, SnCl
45H
2the proportioning of O and ethanol is 0.5-1mL:0.3-0.6g:50-100mL;
(8.2) magnetic graphene be dispersed in step (8.1) gained solution, ultrasonic 0.5-1.0 hour, both ratios are 0.015-0.03g:50-100mL;
(8.3) by 50mL water and the mixing of 10mL ethanol, stir;
(8.4) by the solution of step (8.3) gained under mechanical agitation, be dropwise added in step (2) gained solution in 0.5 hour;
(8.5) solution of step (8.4) gained is continued stirring 8 hours under room temperature, react fully and carry out;
(8.6) utilize the product of magnet to step (8.5) gained to collect, repeatedly clean 3 times to remove the impurity of its surface with second alcohol and water;
(8.7) product of step (8.6) gained is dry under 50 DEG C of conditions;
(8.8) step (8.7) products therefrom is calcined 2 hours under 400 DEG C of conditions, obtain material requested.
In the present invention, the magnetic graphene material modified by the titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead obtained is as the application of phosphated peptide section enrichment, be specially: peptide section is fully mixed with the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, be uniformly dispersed, vibrate enzymolysis 25-30 minute at 37 DEG C-38 DEG C, magnet is utilized to be separated with solution by the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, after detergent 3 times, carry out wash-out again, obtain the phosphated peptide section of purifying.
To originally can not get the protein enzymatic hydrolyzate of Phosphorylated Peptide segment signal, this kind of material is utilized to carry out Mass Spectrometer Method after enrichment, can obtain the Phosphorylated Peptide segment signal that number is numerous, signal to noise ratio is high, this enrichment has been practiced in casein enzymolysis liquid, casein and the Multitest such as bovine serum albumin(BSA) mixed solution enzymolysis liquid and Mouse brain enzymolysis liquid and has succeeded.
Beneficial effect of the present invention is: what the introducing of magnetic ferroferric oxide microballoon can be easy is separated material with solution system, enormously simplify experimental implementation.By titanium-bimetallic ruthenium/tin in atomic level hydridization, make its to the concentration effect of phosphated peptide section well beyond simple titanium, tin-oxide bead add and, show the efficient specificity for phosphated peptide section and selective enrichment.Its synthetic method is simple, cost is low, and concentration effect is excellent, can one is novel, research means efficiently for the research of phosphorylation group provides.
Accompanying drawing explanation
Fig. 1 is the magnetic graphene scanning electron microscope diagram that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified;
Fig. 2 is the magnetic ball on (a) Graphene, the titanium on (b) Graphene-bimetallic ruthenium/tin atomic level hybrid oxide bead and magnetic ball contrast the transmission electron microscope photo with the titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead on (c) Graphene, d () is titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead high resolution transmission electron microscope, engineer's scale is respectively 200nm, 0.2 μm, 100nm and 5nm;
Fig. 3 is the elementary analysis spectrogram of the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified;
Fig. 4 is mass spectrogram after the magnetic graphene material enrichment utilizing titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify with (b) before phosphated peptide section (a) enrichment of 10ng/ μ L in embodiment 2;
Fig. 5 is mass spectrogram after the magnetic graphene material enrichment utilizing titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify with (b) before phosphated peptide section (a) enrichment of 1.0pg/ μ L in embodiment 3;
Fig. 6 be before the casein of mass ratio 1:10 in embodiment 4 and bovine serum albumin(BSA) mixed protein enzymolysis liquid (a) enrichment and (b) utilize titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify the enrichment of magnetic graphene material after mass spectrogram;
Fig. 7 be before the casein of mass ratio 1:1000 in embodiment 4 and bovine serum albumin(BSA) mixed protein enzymolysis liquid (a) enrichment and (b) utilize titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify the enrichment of magnetic graphene material after mass spectrogram;
Wherein, * is phosphated peptide section peak, and O is dephosphorylation peptide section fragment peak.
Detailed description of the invention
The following examples further illustrate of the present invention, instead of limit the scope of the invention.
Embodiment 1
The synthesis step of magnetic graphene material is as follows:
(1) 0.40g Graphene is dissolved in the 50mL concentrated sulfuric acid, stirs 6 hours;
(2) product of step (1) gained is carried out centrifugal, by washed with de-ionized water until cleaning fluid is in neutral;
(3) product of step (2) gained is dry under 50 DEG C of conditions, obtain acidifying graphite alkene;
(4) by the product of 0.30g step (3) gained, be added in 40mL ethylene glycol;
(5) under agitation, by 0.18gFeCl
36H
2o, 0.15g trisodium citrate, 2.5g sodium acetate and 1.8g polyethylene glycol are added in step (4) products therefrom;
(6) step (5) products therefrom is added autoclave, react 10 hours under 200 DEG C of conditions;
(7) step (6) mesohigh reactor is cooled to room temperature, utilizes magnetic separation technique to be separated and washing products therefrom, obtain magnetic graphene;
(8) by 0.5mL butyl titanate and 0.3gSnCl
45H
2o is dispersed in 50mL ethanol, ultrasonic 0.5 hour, obtains homogeneous phase solution;
(9) 0.015g step (7) products therefrom magnetic graphene is dispersed in step (8) gained solution, ultrasonic 0.5 hour;
(10) by 50mL water and the mixing of 10mL ethanol, stir;
(11) by the solution of step (9) gained under mechanical agitation, be dropwise added in step (10) gained solution in 0.5 hour;
(12) solution of step (11) gained is continued stirring 8 hours under room temperature, react fully and carry out;
(13) utilize the product of magnet to step (12) gained to collect, repeatedly clean 3 times to remove the impurity of its surface with second alcohol and water;
(14) product of step (13) gained is dry under 50 DEG C of conditions;
(15) step (14) products therefrom is calcined 2 hours under 400 DEG C of conditions, obtain material requested.
As Fig. 1-3, electron scanning micrograph (the 20KV of the magnetic graphene material of titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead modification of gained, Philip XL30 electron microscope, Holland) as shown in Figure 1, transmission electron microscope photo (200KV, Amada Co., Ltd. 2011 microscope, Japan) as shown in Figure 2, elementary analysis spectrogram (20KV, Philip XL30 electron microscope, Holland) as shown in Figure 3.
Embodiment 2:
The enrichment for phosphated peptide section in casein enzymolysis liquid of the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, concrete steps are as follows:
(1) the magnetic graphene dispersion of materials of being modified by 2mg titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is in 1mL50% acetonitrile solution, ultrasonic to being uniformly dispersed;
(2) get 200 μ L step (1) gained solution, with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, be finally dispersed in 200 these solution of μ L;
(3) add casein enzymolysis liquid (peptide section solution), make peptide section concentration reach aimed concn;
(4) enrichment 30 minutes under 37 DEG C of conditions;
(5) with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, then add the ammonia spirit of 5 μ L0.4M;
(6) wash-out 15 minutes under 37 DEG C of conditions;
(7) use magnet parting material, obtain eluent;
(8) by eluent point on mass spectrum target plate, send into mass spectrograph carry out Mass Spectrometric Identification.
As Fig. 4 can find out: as can be seen from the contrast of Fig. 4 a and Fig. 4 b, before enrichment, be difficult to identify phosphated peptide section in casein enzymolysis liquid, after the magnetic graphene material enrichment that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, casease solution phosphated peptide section peak-to-peak signal obtains remarkable enhancing.
Embodiment 3:
The enrichment for phosphated peptide section in hybrid peptide section of the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, concrete steps are as follows:
(1) the magnetic graphene dispersion of materials of being modified by 2mg titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is in 1mL50% acetonitrile solution, ultrasonic to being uniformly dispersed;
(2) get 200 μ L step (1) gained solution, with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, be finally dispersed in 200 these solution of μ L;
(3) add casein and bovine serum albumin(BSA) mixed enzymolysis liquid (peptide section solution), make peptide section concentration reach aimed concn;
(4) enrichment 30 minutes under 37 DEG C of conditions;
(5) with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, then add the ammonia spirit of 5 μ L0.4M;
(6) wash-out 15 minutes under 37 DEG C of conditions;
(7) use magnet parting material, obtain eluent;
(8) by eluent point on mass spectrum target plate, send into mass spectrograph carry out Mass Spectrometric Identification.
As Fig. 5 can find out: as can be seen from the contrast of Fig. 5 a and Fig. 5 b, before enrichment, be difficult to identify phosphated peptide section in casein and bovine serum albumin(BSA) mixed enzymolysis liquid, after the magnetic graphene material enrichment that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, casease solution phosphated peptide section peak-to-peak signal obtains remarkable enhancing.
Embodiment 4:
The enrichment for phosphated peptide section in hybrid peptide section of the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, concrete steps are as follows:
(1) the magnetic graphene dispersion of materials of being modified by 2mg titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is in 1mL50% acetonitrile solution, ultrasonic to being uniformly dispersed;
(2) get 200 μ L step (1) gained solution, with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, be finally dispersed in 200 these solution of μ L;
(3) add casein and bovine serum albumin(BSA) mixed enzymolysis liquid (peptide section solution), make peptide section concentration reach aimed concn;
(4) enrichment 30 minutes under 37 DEG C of conditions;
(5) with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, then add the ammonia spirit of 5 μ L0.4M;
(6) wash-out 15 minutes under 37 DEG C of conditions;
(7) use magnet parting material, obtain eluent;
(8) by eluent point on mass spectrum target plate, send into mass spectrograph carry out Mass Spectrometric Identification.
As Fig. 6-7, can find out: from the contrast of Fig. 6 a and Fig. 6 b, and can find out in the contrast of Fig. 7 a, 7b, before enrichment, be difficult to identify phosphated peptide section in casein and bovine serum albumin(BSA) mixed enzymolysis liquid, after the magnetic graphene material enrichment that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, casease solution phosphated peptide section peak-to-peak signal obtains remarkable enhancing.
Embodiment 5:
The enrichment for phosphated peptide section in mouse brain enzymolysis liquid of the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, concrete steps are as follows:
(1) the magnetic graphene dispersion of materials of being modified by 2mg titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is in 1mL50% acetonitrile solution, ultrasonic to being uniformly dispersed;
(2) with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, be finally dispersed in this solution of 1mL;
(3) 1mL Mouse brain enzymolysis liquid (peptide section solution) is added;
(4) enrichment 60 minutes under 37 DEG C of conditions;
(5) with 50% acetonitrile solution containing 0.1%TFA, material is cleaned, then add the ammonia spirit of 40 μ L0.4M;
(6) wash-out 30 minutes under 37 DEG C of conditions;
(7) use magnet parting material, obtain eluent;
(8) enzymolysis liquid of enzymolysis of the enzymolysis liquid of material immobilized enzyme enzymolysis mixed protein sample and conventional solution being spent the night carries out LC-MS/MS analysis and searches storehouse comparing.
LC-MS/MS analytical procedure is as follows:
(1) by the complete freeze-drying of peptide section after enzymolysis.After dry powder uses chromatogram flow phase A phased soln (0.5% acetic acid aqueous solution), more than 15000rpm rotating speed centrifugal 5 minutes, draw supernatant;
(2) get 20 μ L sample introductions, the chromatogram flow phase B (0.5% acetic acid+80% acetonitrile solution) of linear separation is set from 5% to 35%, then with the flow velocity of 75nl/min, carries out wash-out with the B phase of 90%.The duration of gradient is 140min;
(3) LC system is directly connected with LTQ linear ion hydrazine mass spectrum, and source operating voltage is 2.1kV, and ion transfer tube works at 200 degrees celsius.Mass spectrum is set as that data associative mode is analyzed.
As can be seen from Table 1, by the magnetic graphene material utilizing titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify, enrichment is carried out to Mouse brain enzymolysis liquid, discriminating obtains 349 phosphorylation sites, wherein 277 be serine (accounting for 79.37%), 60 be threonine (accounting for 17.19%), 12 for tyrosine (accounting for 3.44%), enumerate 170 kinds of different phosphated peptide sections.
Embodiment 6
The synthesis step of magnetic graphene material is as follows:
(1) 0.50g Graphene is dissolved in the 100mL concentrated sulfuric acid, stirs 12 hours;
(2) product of step (1) gained is carried out centrifugal, by washed with de-ionized water until cleaning fluid is in neutral;
(3) product of step (2) gained is dry under 50 DEG C of conditions, obtain acidifying graphite alkene;
(4) by the product of 0.40g step (3) gained, be added in 40mL ethylene glycol;
(5) under agitation, by 0.20gFeCl
36H
2o, 0.20g trisodium citrate, 2.6g sodium acetate and 2.1g polyethylene glycol are added in step (4) products therefrom;
(6) step (5) products therefrom is added autoclave, react 10 hours under 200 DEG C of conditions;
(7) step (6) mesohigh reactor is cooled to room temperature, utilizes magnetic separation technique to be separated and washing products therefrom, obtain magnetic graphene;
(8) by 0.5mL butyl titanate and 0.3gSnCl
45H
2o is dispersed in 50mL ethanol, ultrasonic 0.5 hour, obtains homogeneous phase solution;
(9) 0.03g step (7) products therefrom magnetic graphene is dispersed in step (8) gained solution, ultrasonic 1 hour;
(10) by 50mL water and the mixing of 10mL ethanol, stir;
(11) by the solution of step (9) gained under mechanical agitation, be dropwise added in step (10) gained solution in 0.5 hour;
(12) solution of step (11) gained is continued stirring 8 hours under room temperature, react fully and carry out;
(13) utilize the product of magnet to step (12) gained to collect, repeatedly clean 3 times to remove the impurity of its surface with second alcohol and water;
(14) product of step (13) gained is dry under 50 DEG C of conditions;
(15) step (14) products therefrom is calcined 2 hours under 400 DEG C of conditions, obtain material requested.
The enrichment result for phosphated peptide section in mouse brain enzymolysis liquid of the magnetic graphene material that table 1. utilizes titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead to modify
Claims (2)
1. a synthetic method for the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, is characterized in that concrete steps are as follows:
(1) be dissolved in the concentrated sulfuric acid by Graphene, stir 6-12 hour, wherein, the ratio of Graphene and the concentrated sulfuric acid is 0.40-0.50g:50-100mL;
(2) product of step (1) gained is carried out centrifugal, by washed with de-ionized water until cleaning fluid is in neutral;
(3) product of step (2) gained is dry under 50 DEG C of conditions, obtain acidifying graphite alkene;
(4) by the product of step (3) gained, be added in ethylene glycol, step (3) products therefrom and ethylene glycol ratio are 0.30-0.40g:40-50mL;
(5) under agitation, by FeCl
36H
2o, trisodium citrate, sodium acetate and polyethylene glycol are added in step (4) products therefrom, wherein FeCl
36H
2the ratio of O, trisodium citrate, sodium acetate and polyethylene glycol is 0.18-0.20mg:0.15-0.20g:2.5-2.6g:1.8-2.0g;
(6) step (5) products therefrom is added autoclave, under 200 DEG C of conditions, react 9.5-10.5 hour;
(7) step (6) mesohigh reactor is cooled to room temperature, utilizes magnetic separation technique to be separated and washing products therefrom, obtain magnetic graphene;
(8) step (7) products therefrom is modified upper titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead, obtain required product;
The synthesis step of titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is specific as follows:
(8.1) by butyl titanate, SnCl
45H
2o is dispersed in ethanol, and ultrasonic 0.5-1 hour, obtains homogeneous phase solution, wherein butyl titanate, SnCl
45H
2the proportioning of O and ethanol is 0.5-1mL:0.3-0.6g:50-100mL;
(8.2) magnetic graphene be dispersed in step (8.1) gained solution, ultrasonic 0.5-1.0 hour, both ratios are 0.015-0.03g:50-100mL;
(8.3) by 50mL water and the mixing of 10mL ethanol, stir;
(8.4) by the solution of step (8.3) gained under mechanical agitation, be dropwise added in step (8.2) gained solution in 0.5 hour;
(8.5) solution of step (8.4) gained is continued stirring 8 hours under room temperature, react fully and carry out;
(8.6) utilize the product of magnet to step (8.5) gained to collect, repeatedly clean 3 times to remove the impurity of its surface with second alcohol and water;
(8.7) product of step (8.6) gained is dry under 50 DEG C of conditions;
(8.8) step (8.7) products therefrom is calcined 2 hours under 400 DEG C of conditions, obtain material requested.
2. one kind as claimed in claim 1 titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead decorative material of obtaining of synthetic method as the application of phosphated peptide section enrichment, hybrid peptide section is it is characterized in that fully to mix with the magnetic graphene material that titanium-bimetallic ruthenium/tin atomic level hybrid oxide bead is modified, be uniformly dispersed, vibrate enzymolysis 25-30 minute at 37 DEG C-38 DEG C, utilizes magnet to be separated with solution by material.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012079549A2 (en) * | 2010-12-14 | 2012-06-21 | Institute Of Microbiology As Cr, V. V. I. | The method of surface modification for the purpose of enrichment of phosphorylated peptides for analysis by desorption/ionization mass spectrometry techniques |
| CN103007886A (en) * | 2012-12-25 | 2013-04-03 | 复旦大学 | Synthetic method of magnetic graphene mesoporous material used for separation and enrichment in peptideomics |
| CN103030139A (en) * | 2012-12-21 | 2013-04-10 | 复旦大学 | Synthetic method of magnetic graphene composite material and application of magnetic grapheme composite material |
| US8501486B2 (en) * | 2008-10-07 | 2013-08-06 | Purdue Research Foundation | Materials and methods for isolating phosphopeptides |
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2014
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8501486B2 (en) * | 2008-10-07 | 2013-08-06 | Purdue Research Foundation | Materials and methods for isolating phosphopeptides |
| WO2012079549A2 (en) * | 2010-12-14 | 2012-06-21 | Institute Of Microbiology As Cr, V. V. I. | The method of surface modification for the purpose of enrichment of phosphorylated peptides for analysis by desorption/ionization mass spectrometry techniques |
| CN103030139A (en) * | 2012-12-21 | 2013-04-10 | 复旦大学 | Synthetic method of magnetic graphene composite material and application of magnetic grapheme composite material |
| CN103007886A (en) * | 2012-12-25 | 2013-04-03 | 复旦大学 | Synthetic method of magnetic graphene mesoporous material used for separation and enrichment in peptideomics |
Non-Patent Citations (2)
| Title |
|---|
| Jin Lu et al."Sythesis of Fe3O4/Graphene/TiO2 Composites for the Highly Selective Enrichment of Phosphopeptides from Biological Samples.《ACS Applied Materials & Interfaces》.2013,第5卷7330-7334. * |
| 李丽萍等.ZnO-SnO2空心球在磷酸化肽选择性富集中的应用.《全国生物医药色谱及相关技术学术交流会（2012）会议手册》.2012,281. * |
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