JP2012502924A5 - - Google Patents
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- JP2012502924A5 JP2012502924A5 JP2011527158A JP2011527158A JP2012502924A5 JP 2012502924 A5 JP2012502924 A5 JP 2012502924A5 JP 2011527158 A JP2011527158 A JP 2011527158A JP 2011527158 A JP2011527158 A JP 2011527158A JP 2012502924 A5 JP2012502924 A5 JP 2012502924A5
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- JP
- Japan
- Prior art keywords
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- protein
- temperature
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000002245 particle Substances 0.000 claims 26
- 229920001577 copolymer Polymers 0.000 claims 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 17
- 229920000642 polymer Polymers 0.000 claims 17
- 235000018102 proteins Nutrition 0.000 claims 16
- 102000004169 proteins and genes Human genes 0.000 claims 16
- 108090000623 proteins and genes Proteins 0.000 claims 16
- 239000000243 solution Substances 0.000 claims 16
- 239000000178 monomer Substances 0.000 claims 15
- 238000000034 method Methods 0.000 claims 12
- 229920006037 cross link polymer Polymers 0.000 claims 6
- 125000003636 chemical group Chemical group 0.000 claims 5
- 238000010828 elution Methods 0.000 claims 5
- 230000004043 responsiveness Effects 0.000 claims 4
- 125000005395 methacrylic acid group Chemical group 0.000 claims 3
- 238000000164 protein isolation Methods 0.000 claims 3
- 238000005406 washing Methods 0.000 claims 3
- TVXNKQRAZONMHJ-UHFFFAOYSA-M (4-ethenylphenyl)methyl-trimethylazanium;chloride Chemical group [Cl-].C[N+](C)(C)CC1=CC=C(C=C)C=C1 TVXNKQRAZONMHJ-UHFFFAOYSA-M 0.000 claims 2
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical group C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims 2
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical group CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims 2
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical group CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 claims 2
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical group CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 claims 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical group C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 claims 2
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 claims 2
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical group C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims 2
- SAPGBCWOQLHKKZ-UHFFFAOYSA-N 6-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OCCCCCCOC(=O)C(C)=C SAPGBCWOQLHKKZ-UHFFFAOYSA-N 0.000 claims 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical group C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims 2
- 229920000936 Agarose Polymers 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical group CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical group CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical group COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical group CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims 2
- 229920002678 cellulose Polymers 0.000 claims 2
- 239000001913 cellulose Substances 0.000 claims 2
- 125000003700 epoxy group Chemical group 0.000 claims 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical group CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical group CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical group COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical group CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims 2
- BPCNEKWROYSOLT-UHFFFAOYSA-N n-phenylprop-2-enamide Chemical group C=CC(=O)NC1=CC=CC=C1 BPCNEKWROYSOLT-UHFFFAOYSA-N 0.000 claims 2
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical group CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims 2
- 238000006116 polymerization reaction Methods 0.000 claims 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical group CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims 2
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical group CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims 2
- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical group [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 claims 2
- UYQMMKJPYKVVIC-UHFFFAOYSA-M sodium;3-methyl-3-(prop-2-enoylamino)butanoate Chemical group [Na+].[O-]C(=O)CC(C)(C)NC(=O)C=C UYQMMKJPYKVVIC-UHFFFAOYSA-M 0.000 claims 2
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical group [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 claims 2
- 229920002554 vinyl polymer Polymers 0.000 claims 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 1
- 102000018832 Cytochromes Human genes 0.000 claims 1
- 108010052832 Cytochromes Proteins 0.000 claims 1
- 102000010445 Lactoferrin Human genes 0.000 claims 1
- 108010063045 Lactoferrin Proteins 0.000 claims 1
- 108010023244 Lactoperoxidase Proteins 0.000 claims 1
- 102000045576 Lactoperoxidases Human genes 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 1
- -1 N, N- methylene Chemical group 0.000 claims 1
- 108090000526 Papain Proteins 0.000 claims 1
- 239000004365 Protease Substances 0.000 claims 1
- 229910001508 alkali metal halide Inorganic materials 0.000 claims 1
- 150000008045 alkali metal halides Chemical class 0.000 claims 1
- 229910001615 alkaline earth metal halide Inorganic materials 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 230000001588 bifunctional effect Effects 0.000 claims 1
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- 238000004587 chromatography analysis Methods 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 230000000977 initiatory effect Effects 0.000 claims 1
- CSSYQJWUGATIHM-IKGCZBKSSA-N l-phenylalanyl-l-lysyl-l-cysteinyl-l-arginyl-l-arginyl-l-tryptophyl-l-glutaminyl-l-tryptophyl-l-arginyl-l-methionyl-l-lysyl-l-lysyl-l-leucylglycyl-l-alanyl-l-prolyl-l-seryl-l-isoleucyl-l-threonyl-l-cysteinyl-l-valyl-l-arginyl-l-arginyl-l-alanyl-l-phenylal Chemical compound C([C@H](N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CS)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 CSSYQJWUGATIHM-IKGCZBKSSA-N 0.000 claims 1
- 229940078795 lactoferrin Drugs 0.000 claims 1
- 235000021242 lactoferrin Nutrition 0.000 claims 1
- 229940057428 lactoperoxidase Drugs 0.000 claims 1
- 230000014759 maintenance of location Effects 0.000 claims 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical group C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims 1
- DFENKTCEEGOWLB-UHFFFAOYSA-N n,n-bis(methylamino)-2-methylidenepentanamide Chemical group CCCC(=C)C(=O)N(NC)NC DFENKTCEEGOWLB-UHFFFAOYSA-N 0.000 claims 1
- OVHHHVAVHBHXAK-UHFFFAOYSA-N n,n-diethylprop-2-enamide Chemical group CCN(CC)C(=O)C=C OVHHHVAVHBHXAK-UHFFFAOYSA-N 0.000 claims 1
- ADTJPOBHAXXXFS-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]prop-2-enamide Chemical group CN(C)CCCNC(=O)C=C ADTJPOBHAXXXFS-UHFFFAOYSA-N 0.000 claims 1
- 229940055729 papain Drugs 0.000 claims 1
- 235000019834 papain Nutrition 0.000 claims 1
- 229920000058 polyacrylate Polymers 0.000 claims 1
- 239000002952 polymeric resin Substances 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 claims 1
- 230000001737 promoting effect Effects 0.000 claims 1
- 239000012460 protein solution Substances 0.000 claims 1
- 229920003002 synthetic resin Polymers 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2008221604A AU2008221604B2 (en) | 2008-09-22 | 2008-09-22 | Temperature-responsive polymer particles in protein separation applications |
| AU2008221604 | 2008-09-22 | ||
| PCT/AU2009/001253 WO2010031144A1 (en) | 2008-09-22 | 2009-09-22 | Temperature-responsive polymer particles in protein separation applications |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012502924A JP2012502924A (ja) | 2012-02-02 |
| JP2012502924A5 true JP2012502924A5 (https=) | 2012-10-18 |
| JP5715953B2 JP5715953B2 (ja) | 2015-05-13 |
Family
ID=42039031
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011527158A Expired - Fee Related JP5715953B2 (ja) | 2008-09-22 | 2009-09-22 | タンパク質分離処理における温度応答性重合体粒子 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US8877477B2 (https=) |
| EP (1) | EP2344517B1 (https=) |
| JP (1) | JP5715953B2 (https=) |
| CN (1) | CN102164945B (https=) |
| AU (1) | AU2008221604B2 (https=) |
| CA (1) | CA2737404C (https=) |
| DK (1) | DK2344517T3 (https=) |
| ES (1) | ES2498822T3 (https=) |
| NZ (1) | NZ591656A (https=) |
| WO (1) | WO2010031144A1 (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2601157A1 (en) | 2005-03-16 | 2006-09-28 | Osi Pharmaceuticals, Inc. | Biological markers predictive of anti-cancer response to epidermal growth factor receptor kinase inhibitors |
| WO2008079280A1 (en) | 2006-12-21 | 2008-07-03 | Millipore Corporation | Purification of proteins |
| US8569464B2 (en) | 2006-12-21 | 2013-10-29 | Emd Millipore Corporation | Purification of proteins |
| CN102257122B (zh) | 2008-12-16 | 2015-07-29 | Emd密理博公司 | 搅拌槽反应器及方法 |
| CN107312062B (zh) | 2010-05-17 | 2021-03-16 | Emd密理博公司 | 用于纯化生物分子的刺激响应性聚合物 |
| CN103260744A (zh) | 2010-12-17 | 2013-08-21 | 旭化成医疗株式会社 | 具有强阳离子交换基的温度响应性吸附剂、及其制造方法 |
| EP3795242A1 (en) * | 2011-08-19 | 2021-03-24 | Kyushu University, National University Corporation | Membrane for recovering co2 |
| SG10201701224UA (en) * | 2012-03-12 | 2017-04-27 | Merck Patent Gmbh | Removal of protein aggregates from biopharmaceutical preparations in a flowthrough mode |
| ES2912930T3 (es) * | 2013-02-26 | 2022-05-30 | Merck Millipore Ltd | Membranas de cromatografía en modo mixto |
| JP2014161833A (ja) * | 2013-02-27 | 2014-09-08 | Mitsubishi Chemicals Corp | タンパク質用アフィニティ分離剤 |
| JP6163541B2 (ja) * | 2013-04-16 | 2017-07-12 | 旭化成メディカル株式会社 | 抗体タンパク質の精製方法 |
| WO2015088677A1 (en) | 2013-12-12 | 2015-06-18 | Emd Millipore Corporation | Protein separations using an acrylamide containing filter |
| US11092574B2 (en) * | 2013-12-24 | 2021-08-17 | Waters Technologies Corporation | Materials for hydrophilic interaction chromatography and processes for preparation and use thereof for analysis of glycoproteins and glycopeptides |
| US10119944B2 (en) | 2013-12-24 | 2018-11-06 | Waters Technologies Corporation | Materials for hydrophilic interaction chromatography and processes for preparation and use thereof for analysis of glycoproteins and glycopeptides |
| CN103965375A (zh) * | 2014-05-07 | 2014-08-06 | 集美大学 | 一种琼脂糖改性衍生产品的制备方法 |
| US10064244B2 (en) | 2015-09-10 | 2018-08-28 | Brava Home, Inc. | Variable peak wavelength cooking instrument with support tray |
| JP6836260B2 (ja) * | 2016-08-23 | 2021-02-24 | 国立大学法人信州大学 | 高分子粒子およびその製造方法 |
| US11944941B2 (en) | 2018-04-30 | 2024-04-02 | Trustees Of Tufts College | Chemoselective nanoporous membranes |
| US12534550B2 (en) * | 2018-12-03 | 2026-01-27 | Universite De Paris | Amphipols |
| JP7228236B2 (ja) * | 2019-03-25 | 2023-02-24 | 株式会社日立ハイテクサイエンス | 遠心分離カラム及び分析対象物質の分析方法 |
| JP2020157190A (ja) * | 2019-03-25 | 2020-10-01 | 株式会社日立ハイテクサイエンス | 生体成分分離用高分子ファイバー、生体成分分離用カラム、計測装置及び生体成分分離装置 |
| KR102245836B1 (ko) * | 2019-10-28 | 2021-04-28 | 광주과학기술원 | 온도 자극반응성 공중합체, 이를 포함하는 나노섬유 구조체 및 나노섬유 구조체 제조방법 |
| CN113648984A (zh) * | 2021-09-24 | 2021-11-16 | 长春工业大学 | 一种温度-pH响应分子印迹纤维膜及其制备方法 |
| WO2025177962A1 (ja) * | 2024-02-22 | 2025-08-28 | 三菱ケミカル株式会社 | イオン交換樹脂の製造方法、化合物の分離方法、及び陽イオン交換樹脂 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE437270B (sv) * | 1983-07-19 | 1985-02-18 | Pharmacia Ab | Separationsmaterial av tverbunden agaros och dess framstellning separationsmaterial av tverbunden agaros och dess framstellning |
| PT1308456E (pt) * | 1998-05-06 | 2007-12-03 | Genentech Inc | Purificação de anticorpos por cromatografia de permuta iónica |
| US6641735B1 (en) * | 2000-03-23 | 2003-11-04 | Japan Chemical Innovation Institute | Separatory material with the use of stimulus-responsive polymer and separation method by using the separatory material |
| US20040134846A1 (en) * | 2000-04-05 | 2004-07-15 | Yoshikatsu Akiyama | Novel material for use in separation and separating method using the same |
| DE10224352A1 (de) * | 2002-06-01 | 2003-12-11 | Mueller Schulte Detlef | Thermosensitive Polymerträger mit veränderbarer physikalischer Struktur für die biochemische Analytik, Diagnostik und Therapie |
-
2008
- 2008-09-22 AU AU2008221604A patent/AU2008221604B2/en not_active Ceased
-
2009
- 2009-09-22 US US13/062,960 patent/US8877477B2/en not_active Expired - Fee Related
- 2009-09-22 ES ES09813911.6T patent/ES2498822T3/es active Active
- 2009-09-22 CA CA2737404A patent/CA2737404C/en not_active Expired - Fee Related
- 2009-09-22 WO PCT/AU2009/001253 patent/WO2010031144A1/en not_active Ceased
- 2009-09-22 NZ NZ591656A patent/NZ591656A/xx not_active IP Right Cessation
- 2009-09-22 EP EP09813911.6A patent/EP2344517B1/en not_active Not-in-force
- 2009-09-22 DK DK09813911.6T patent/DK2344517T3/da active
- 2009-09-22 JP JP2011527158A patent/JP5715953B2/ja not_active Expired - Fee Related
- 2009-09-22 CN CN200980136852.0A patent/CN102164945B/zh not_active Expired - Fee Related
-
2014
- 2014-09-29 US US14/499,653 patent/US9944784B2/en not_active Expired - Fee Related
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