CN109535223B - Method for separating and enriching phosphorylated peptide by using double-titanium functionalized magnetic nano material - Google Patents
Method for separating and enriching phosphorylated peptide by using double-titanium functionalized magnetic nano material Download PDFInfo
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- CN109535223B CN109535223B CN201811254427.9A CN201811254427A CN109535223B CN 109535223 B CN109535223 B CN 109535223B CN 201811254427 A CN201811254427 A CN 201811254427A CN 109535223 B CN109535223 B CN 109535223B
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- 239000002086 nanomaterial Substances 0.000 title claims abstract description 69
- 239000010936 titanium Substances 0.000 title claims abstract description 65
- 229910052719 titanium Inorganic materials 0.000 title claims abstract description 64
- 108090000765 processed proteins & peptides Proteins 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 26
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 28
- 238000005406 washing Methods 0.000 claims abstract description 27
- 238000004949 mass spectrometry Methods 0.000 claims abstract description 18
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims abstract description 14
- 235000011114 ammonium hydroxide Nutrition 0.000 claims abstract description 14
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 14
- 239000003480 eluent Substances 0.000 claims abstract description 11
- 239000012488 sample solution Substances 0.000 claims abstract description 8
- 230000009471 action Effects 0.000 claims abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 44
- 239000000243 solution Substances 0.000 claims description 37
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 33
- 238000003756 stirring Methods 0.000 claims description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 239000008367 deionised water Substances 0.000 claims description 26
- 229910021641 deionized water Inorganic materials 0.000 claims description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 14
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims description 13
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 11
- 235000019441 ethanol Nutrition 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 239000011259 mixed solution Substances 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- 239000002243 precursor Substances 0.000 claims description 8
- YVBGRQLITPHVOP-UHFFFAOYSA-L disodium;[hydroxy-[hydroxy(oxido)phosphoryl]oxyphosphoryl] hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])(=O)OP(O)(=O)OP(O)([O-])=O YVBGRQLITPHVOP-UHFFFAOYSA-L 0.000 claims description 7
- DCKVFVYPWDKYDN-UHFFFAOYSA-L oxygen(2-);titanium(4+);sulfate Chemical compound [O-2].[Ti+4].[O-]S([O-])(=O)=O DCKVFVYPWDKYDN-UHFFFAOYSA-L 0.000 claims description 7
- 229910000348 titanium sulfate Inorganic materials 0.000 claims description 7
- 239000002126 C01EB10 - Adenosine Substances 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 229960005305 adenosine Drugs 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 238000001027 hydrothermal synthesis Methods 0.000 claims description 6
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 6
- QDZRBIRIPNZRSG-UHFFFAOYSA-N titanium nitrate Chemical compound [O-][N+](=O)O[Ti](O[N+]([O-])=O)(O[N+]([O-])=O)O[N+]([O-])=O QDZRBIRIPNZRSG-UHFFFAOYSA-N 0.000 claims description 6
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 6
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 claims description 6
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims description 6
- 238000001291 vacuum drying Methods 0.000 claims description 6
- 108010001441 Phosphopeptides Proteins 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 150000003608 titanium Chemical class 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 2
- 229940040526 anhydrous sodium acetate Drugs 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 claims description 2
- 239000002777 nucleoside Substances 0.000 claims description 2
- 150000003833 nucleoside derivatives Chemical class 0.000 claims description 2
- 238000009210 therapy by ultrasound Methods 0.000 claims description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 12
- 230000015572 biosynthetic process Effects 0.000 abstract description 6
- 230000026731 phosphorylation Effects 0.000 abstract description 5
- 238000006366 phosphorylation reaction Methods 0.000 abstract description 5
- 238000003786 synthesis reaction Methods 0.000 abstract description 5
- 230000009822 protein phosphorylation Effects 0.000 abstract description 4
- -1 polyphosphoryl Polymers 0.000 abstract description 2
- 201000010099 disease Diseases 0.000 abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 2
- LCKIEQZJEYYRIY-UHFFFAOYSA-N Titanium ion Chemical compound [Ti+4] LCKIEQZJEYYRIY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000047 product Substances 0.000 description 34
- 102000011632 Caseins Human genes 0.000 description 16
- 108010076119 Caseins Proteins 0.000 description 16
- 235000021247 β-casein Nutrition 0.000 description 16
- 239000000523 sample Substances 0.000 description 13
- 108010033276 Peptide Fragments Proteins 0.000 description 12
- 102000007079 Peptide Fragments Human genes 0.000 description 12
- 108091005981 phosphorylated proteins Proteins 0.000 description 11
- 238000004458 analytical method Methods 0.000 description 9
- 238000011068 loading method Methods 0.000 description 7
- 235000013336 milk Nutrition 0.000 description 7
- 239000008267 milk Substances 0.000 description 7
- 210000004080 milk Anatomy 0.000 description 7
- 210000003296 saliva Anatomy 0.000 description 7
- 238000001042 affinity chromatography Methods 0.000 description 6
- 229910021645 metal ion Inorganic materials 0.000 description 6
- 239000003463 adsorbent Substances 0.000 description 5
- 230000002255 enzymatic effect Effects 0.000 description 5
- 238000001819 mass spectrum Methods 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- 239000007790 solid phase Substances 0.000 description 5
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 239000000413 hydrolysate Substances 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 238000004503 metal oxide affinity chromatography Methods 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 230000031018 biological processes and functions Effects 0.000 description 3
- 230000009977 dual effect Effects 0.000 description 3
- 235000018102 proteins Nutrition 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- MTEZSDOQASFMDI-UHFFFAOYSA-N 1-trimethoxysilylpropan-1-ol Chemical compound CCC(O)[Si](OC)(OC)OC MTEZSDOQASFMDI-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 238000002186 photoelectron spectrum Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000004043 responsiveness Effects 0.000 description 2
- 238000001132 ultrasonic dispersion Methods 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 102000004257 Potassium Channel Human genes 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 102000001742 Tumor Suppressor Proteins Human genes 0.000 description 1
- 108010040002 Tumor Suppressor Proteins Proteins 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 229960003001 adenosine triphosphate disodium Drugs 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- OIRDTQYFTABQOQ-UHFFFAOYSA-N ara-adenosine Natural products Nc1ncnc2n(cnc12)C1OC(CO)C(O)C1O OIRDTQYFTABQOQ-UHFFFAOYSA-N 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000005754 cellular signaling Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000002774 effect on peptide Effects 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 108091005601 modified peptides Proteins 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 230000004481 post-translational protein modification Effects 0.000 description 1
- 230000001323 posttranslational effect Effects 0.000 description 1
- 108020001213 potassium channel Proteins 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000022983 regulation of cell cycle Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000002512 suppressor factor Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
Images
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/14—Extraction; Separation; Purification
- C07K1/16—Extraction; Separation; Purification by chromatography
- C07K1/22—Affinity chromatography or related techniques based upon selective absorption processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/14—Extraction; Separation; Purification
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Compounds Of Iron (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
Abstract
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CN201811254427.9A CN109535223B (en) | 2018-10-26 | 2018-10-26 | Method for separating and enriching phosphorylated peptide by using double-titanium functionalized magnetic nano material |
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CN201811254427.9A CN109535223B (en) | 2018-10-26 | 2018-10-26 | Method for separating and enriching phosphorylated peptide by using double-titanium functionalized magnetic nano material |
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CN110156869A (en) * | 2019-04-11 | 2019-08-23 | 复旦大学 | A kind of method of specific isolation enrichment endogenous Phosphorylated Peptide |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101054406A (en) * | 2007-05-24 | 2007-10-17 | 复旦大学 | Method of separating and enriching phosphated peptide section by metal oxide magnetic micro-sphere |
WO2008148645A1 (en) * | 2007-06-07 | 2008-12-11 | Syddansk Universitet | Separation of mono- from multi-phoshorylated peptides |
CN103495376A (en) * | 2013-10-08 | 2014-01-08 | 江南大学 | Preparation and phosphoeptide enrichment methods of titanium dioxide/ferroferric oxide nanoparticles |
CN105561957A (en) * | 2015-12-10 | 2016-05-11 | 复旦大学 | Titanium-zirconium double-metal-atom horizontally-doped honeycomb-shaped mesoporous composite material as well as synthesis method and application of titanium-zirconium double-metal-atom horizontally-doped honeycomb-shaped mesoporous composite material |
CN108440641A (en) * | 2018-02-07 | 2018-08-24 | 复旦大学 | A kind of method of specific isolation enriching phosphated peptide and glycosylated peptide |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2010036520A1 (en) * | 2008-09-26 | 2010-04-01 | Wisconsin Alumni Research Foundation | Mesoporous metal oxide materials for phosphoproteomics |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101054406A (en) * | 2007-05-24 | 2007-10-17 | 复旦大学 | Method of separating and enriching phosphated peptide section by metal oxide magnetic micro-sphere |
WO2008148645A1 (en) * | 2007-06-07 | 2008-12-11 | Syddansk Universitet | Separation of mono- from multi-phoshorylated peptides |
CN103495376A (en) * | 2013-10-08 | 2014-01-08 | 江南大学 | Preparation and phosphoeptide enrichment methods of titanium dioxide/ferroferric oxide nanoparticles |
CN105561957A (en) * | 2015-12-10 | 2016-05-11 | 复旦大学 | Titanium-zirconium double-metal-atom horizontally-doped honeycomb-shaped mesoporous composite material as well as synthesis method and application of titanium-zirconium double-metal-atom horizontally-doped honeycomb-shaped mesoporous composite material |
CN108440641A (en) * | 2018-02-07 | 2018-08-24 | 复旦大学 | A kind of method of specific isolation enriching phosphated peptide and glycosylated peptide |
Non-Patent Citations (2)
Title |
---|
"Titanium dioxide as chemo-affinity chromatographic sorbent of biomolecular compounds-Applications in acidic modification-specific proteomics";Kasper Engholm-Keller et al.;《JOURNAL OF PROTEOMICS》;20110804;第75卷;第317-328页 * |
"磷酸化肽富集新方法研究进展";徐林楠 等;《分析化学》;20171231;第45卷(第12期);第1804-1812页 * |
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