JP5624476B2 - アパタイトクロマトグラフィーによるリン酸化生体分子および非リン酸化生体分子の向上した精製法 - Google Patents
アパタイトクロマトグラフィーによるリン酸化生体分子および非リン酸化生体分子の向上した精製法 Download PDFInfo
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- JP5624476B2 JP5624476B2 JP2010543281A JP2010543281A JP5624476B2 JP 5624476 B2 JP5624476 B2 JP 5624476B2 JP 2010543281 A JP2010543281 A JP 2010543281A JP 2010543281 A JP2010543281 A JP 2010543281A JP 5624476 B2 JP5624476 B2 JP 5624476B2
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- biomolecule
- borate
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- phosphate
- calcium
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- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 title claims description 73
- 229910052586 apatite Inorganic materials 0.000 title claims description 71
- 238000004587 chromatography analysis Methods 0.000 title claims description 57
- 238000000746 purification Methods 0.000 title claims description 35
- 238000000034 method Methods 0.000 claims description 90
- 229910052588 hydroxylapatite Inorganic materials 0.000 claims description 70
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical group [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 claims description 70
- 229910019142 PO4 Inorganic materials 0.000 claims description 63
- 239000010452 phosphate Substances 0.000 claims description 61
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 61
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 56
- 239000011575 calcium Substances 0.000 claims description 55
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 54
- 229910052791 calcium Inorganic materials 0.000 claims description 54
- 238000010828 elution Methods 0.000 claims description 51
- 238000002360 preparation method Methods 0.000 claims description 51
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 40
- 239000000872 buffer Substances 0.000 claims description 31
- 241000894007 species Species 0.000 claims description 30
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- 108010021625 Immunoglobulin Fragments Proteins 0.000 claims description 21
- 150000002500 ions Chemical class 0.000 claims description 20
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 17
- 229910052587 fluorapatite Inorganic materials 0.000 claims description 15
- 229910021538 borax Inorganic materials 0.000 claims description 11
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 11
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 claims description 11
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 10
- 239000004471 Glycine Substances 0.000 claims description 9
- 230000003139 buffering effect Effects 0.000 claims description 9
- 229920000620 organic polymer Polymers 0.000 claims description 9
- 239000004475 Arginine Substances 0.000 claims description 6
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 6
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 6
- 229940001447 lactate Drugs 0.000 claims description 6
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical compound [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 claims description 6
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 5
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 5
- 239000004472 Lysine Substances 0.000 claims description 5
- 239000004202 carbamide Substances 0.000 claims description 5
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims description 4
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 4
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims description 4
- 241000700605 Viruses Species 0.000 claims description 4
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 4
- 150000002632 lipids Chemical class 0.000 claims description 4
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- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical group C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 claims description 3
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims description 3
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 claims description 3
- 229940050410 gluconate Drugs 0.000 claims description 3
- 229940076788 pyruvate Drugs 0.000 claims description 3
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- PHZLMBHDXVLRIX-UHFFFAOYSA-M potassium lactate Chemical compound [K+].CC(O)C([O-])=O PHZLMBHDXVLRIX-UHFFFAOYSA-M 0.000 claims description 2
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- 229960005486 vaccine Drugs 0.000 claims description 2
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- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 34
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 32
- JKMHFZQWWAIEOD-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid Chemical compound OCC[NH+]1CCN(CCS([O-])(=O)=O)CC1 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0.000 description 28
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- 239000011780 sodium chloride Substances 0.000 description 16
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 15
- 239000000356 contaminant Substances 0.000 description 13
- 230000027455 binding Effects 0.000 description 12
- 238000005194 fractionation Methods 0.000 description 12
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 11
- 229910052938 sodium sulfate Inorganic materials 0.000 description 11
- 235000011152 sodium sulphate Nutrition 0.000 description 11
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 10
- 239000001110 calcium chloride Substances 0.000 description 10
- 229910001628 calcium chloride Inorganic materials 0.000 description 10
- 238000004113 cell culture Methods 0.000 description 10
- 239000012228 culture supernatant Substances 0.000 description 10
- 150000002763 monocarboxylic acids Chemical class 0.000 description 10
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- SXGZJKUKBWWHRA-UHFFFAOYSA-N 2-(N-morpholiniumyl)ethanesulfonate Chemical compound [O-]S(=O)(=O)CC[NH+]1CCOCC1 SXGZJKUKBWWHRA-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 5
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- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 4
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- AEMOLEFTQBMNLQ-AQKNRBDQSA-N D-glucopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-AQKNRBDQSA-N 0.000 description 3
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- KVEAILYLMGOETO-UHFFFAOYSA-H dicalcium magnesium diphosphate Chemical compound P(=O)([O-])([O-])[O-].[Mg+2].[Ca+2].[Ca+2].P(=O)([O-])([O-])[O-] KVEAILYLMGOETO-UHFFFAOYSA-H 0.000 description 3
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Classifications
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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
- C07K1/18—Ion-exchange chromatography
-
- 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
-
- 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
- C07K1/165—Extraction; Separation; Purification by chromatography mixed-mode chromatography
Landscapes
- 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)
- Peptides Or Proteins (AREA)
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| US1151308P | 2008-01-18 | 2008-01-18 | |
| US61/011,513 | 2008-01-18 | ||
| US6266308P | 2008-01-28 | 2008-01-28 | |
| US61/062,663 | 2008-01-28 | ||
| US6985908P | 2008-03-19 | 2008-03-19 | |
| US61/069,859 | 2008-03-19 | ||
| US7084108P | 2008-03-27 | 2008-03-27 | |
| US61/070,841 | 2008-03-27 | ||
| US13578708P | 2008-07-24 | 2008-07-24 | |
| US61/135,787 | 2008-07-24 | ||
| US18946708P | 2008-08-20 | 2008-08-20 | |
| US61/189,467 | 2008-08-20 | ||
| PCT/US2009/031293 WO2009092010A1 (en) | 2008-01-18 | 2009-01-16 | Enhanced purification of phosphorylated and non-phosphorylated biomolecules by apatite chromatography |
Publications (3)
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| JP2011510303A JP2011510303A (ja) | 2011-03-31 |
| JP2011510303A5 JP2011510303A5 (enExample) | 2012-03-01 |
| JP5624476B2 true JP5624476B2 (ja) | 2014-11-12 |
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| US (5) | US20090186396A1 (enExample) |
| EP (4) | EP2287174B8 (enExample) |
| JP (1) | JP5624476B2 (enExample) |
| WO (2) | WO2009092014A1 (enExample) |
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| US20100234577A1 (en) * | 2006-06-14 | 2010-09-16 | Smithkline Beecham Corporation | Methods for purifying antibodies using ceramic hydroxyapatite |
| US7691980B2 (en) | 2007-01-09 | 2010-04-06 | Bio-Rad Laboratories, Inc. | Enhanced capacity and purification of antibodies by mixed mode chromatography in the presence of aqueous-soluble nonionic organic polymers |
| US7999085B2 (en) | 2007-01-09 | 2011-08-16 | Bio-Rad Laboratories, Inc. | Enhanced capacity and purification of protein by mixed mode chromatography in the presence of aqueous-soluble nonionic organic polymers |
| EP2287174B8 (en) * | 2008-01-18 | 2016-12-07 | Bio-Rad Laboratories, Inc. | Enhanced purification of antibody fragments by apatite chromatography |
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2009
- 2009-01-16 EP EP10178856.0A patent/EP2287174B8/en not_active Not-in-force
- 2009-01-16 US US12/355,686 patent/US20090186396A1/en not_active Abandoned
- 2009-01-16 EP EP20100178843 patent/EP2275431A3/en not_active Withdrawn
- 2009-01-16 EP EP09702238.8A patent/EP2238154B1/en not_active Not-in-force
- 2009-01-16 WO PCT/US2009/031298 patent/WO2009092014A1/en not_active Ceased
- 2009-01-16 WO PCT/US2009/031293 patent/WO2009092010A1/en not_active Ceased
- 2009-01-16 US US12/355,665 patent/US8093364B2/en not_active Expired - Fee Related
- 2009-01-16 EP EP09701572.1A patent/EP2242762B1/en not_active Not-in-force
- 2009-01-16 JP JP2010543281A patent/JP5624476B2/ja active Active
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2011
- 2011-12-02 US US13/310,576 patent/US9127042B2/en active Active
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2015
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Also Published As
| Publication number | Publication date |
|---|---|
| EP2287174B1 (en) | 2016-07-27 |
| WO2009092014A1 (en) | 2009-07-23 |
| EP2238154B1 (en) | 2015-09-16 |
| EP2242762A1 (en) | 2010-10-27 |
| US8093364B2 (en) | 2012-01-10 |
| JP2011510303A (ja) | 2011-03-31 |
| EP2275431A3 (en) | 2011-05-25 |
| EP2287174B8 (en) | 2016-12-07 |
| US20120077961A1 (en) | 2012-03-29 |
| US20150353598A1 (en) | 2015-12-10 |
| US9127042B2 (en) | 2015-09-08 |
| US20090186396A1 (en) | 2009-07-23 |
| US10919930B2 (en) | 2021-02-16 |
| US20090187005A1 (en) | 2009-07-23 |
| US20180186831A1 (en) | 2018-07-05 |
| EP2287174A1 (en) | 2011-02-23 |
| EP2275431A2 (en) | 2011-01-19 |
| US9938317B2 (en) | 2018-04-10 |
| EP2238154A1 (en) | 2010-10-13 |
| EP2242762B1 (en) | 2015-12-16 |
| WO2009092010A1 (en) | 2009-07-23 |
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