CA2431012C - A method for mixed mode adsorption and mixed mode adsorbents - Google Patents
A method for mixed mode adsorption and mixed mode adsorbents Download PDFInfo
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- CA2431012C CA2431012C CA2431012A CA2431012A CA2431012C CA 2431012 C CA2431012 C CA 2431012C CA 2431012 A CA2431012 A CA 2431012A CA 2431012 A CA2431012 A CA 2431012A CA 2431012 C CA2431012 C CA 2431012C
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- 125000003275 alpha amino acid group Chemical group 0.000 description 1
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- XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical group N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 description 1
- 238000005571 anion exchange chromatography Methods 0.000 description 1
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- 238000003556 assay Methods 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 230000002902 bimodal effect Effects 0.000 description 1
- 239000013060 biological fluid Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
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- 238000005893 bromination reaction Methods 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 125000005392 carboxamide group Chemical group NC(=O)* 0.000 description 1
- 125000005518 carboxamido group Chemical group 0.000 description 1
- 238000005277 cation exchange chromatography Methods 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 229940080701 chymosin Drugs 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
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- 238000010667 large scale reaction Methods 0.000 description 1
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- 238000011068 loading method Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
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- GNOLWGAJQVLBSM-UHFFFAOYSA-N n,n,5,7-tetramethyl-1,2,3,4-tetrahydronaphthalen-1-amine Chemical compound C1=C(C)C=C2C(N(C)C)CCCC2=C1C GNOLWGAJQVLBSM-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000002773 nucleotide Chemical group 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
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- 229940092253 ovalbumin Drugs 0.000 description 1
- BPUBBGLMJRNUCC-UHFFFAOYSA-N oxygen(2-);tantalum(5+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Ta+5].[Ta+5] BPUBBGLMJRNUCC-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
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- 239000008363 phosphate buffer Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920002454 poly(glycidyl methacrylate) polymer Polymers 0.000 description 1
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- 235000019423 pullulan Nutrition 0.000 description 1
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- 125000006413 ring segment Chemical group 0.000 description 1
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- 239000002002 slurry Substances 0.000 description 1
- 238000010512 small scale reaction Methods 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
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- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical class OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
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- 238000005406 washing Methods 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/04—Processes using organic exchangers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3285—Coating or impregnation layers comprising different type of functional groups or interactions, e.g. different ligands in various parts of the sorbent, mixed mode, dual zone, bimodal, multimodal, ionic or hydrophobic, cationic or anionic, hydrophilic or hydrophobic
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/04—Processes using organic exchangers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/26—Cation exchangers for chromatographic processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/20—Anion exchangers for chromatographic processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J43/00—Amphoteric ion-exchange, i.e. using ion-exchangers having cationic and anionic groups; Use of material as amphoteric ion-exchangers; Treatment of material for improving their amphoteric ion-exchange properties
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0004932A SE0004932D0 (sv) | 2000-12-31 | 2000-12-31 | A method for mixed mode adsorption and mixed mode adsorbents |
| SE0004932-0 | 2000-12-31 | ||
| PCT/EP2001/014895 WO2002053252A2 (en) | 2000-12-31 | 2001-12-17 | A method for mixed mode adsorption and mixed mode adsorbents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2431012A1 CA2431012A1 (en) | 2002-07-11 |
| CA2431012C true CA2431012C (en) | 2011-08-16 |
Family
ID=20282507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2431012A Expired - Lifetime CA2431012C (en) | 2000-12-31 | 2001-12-17 | A method for mixed mode adsorption and mixed mode adsorbents |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7008542B2 (https=) |
| EP (1) | EP1345695A2 (https=) |
| JP (1) | JP2004516928A (https=) |
| AU (1) | AU2002235786B2 (https=) |
| CA (1) | CA2431012C (https=) |
| SE (1) | SE0004932D0 (https=) |
| WO (1) | WO2002053252A2 (https=) |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6908770B1 (en) * | 1998-07-16 | 2005-06-21 | Board Of Regents, The University Of Texas System | Fluid based analysis of multiple analytes by a sensor array |
| US7173003B2 (en) | 2001-10-10 | 2007-02-06 | Neose Technologies, Inc. | Granulocyte colony stimulating factor: remodeling and glycoconjugation of G-CSF |
| US7214660B2 (en) * | 2001-10-10 | 2007-05-08 | Neose Technologies, Inc. | Erythropoietin: remodeling and glycoconjugation of erythropoietin |
| US20060228256A1 (en) * | 2003-02-07 | 2006-10-12 | Board Of Regents, The University Of Texas System | Multi-shell microspheres with integrated chomatographic and detection layers for use in array sensors |
| EP2055189A1 (en) | 2003-04-09 | 2009-05-06 | Neose Technologies, Inc. | Glycopegylation methods and proteins/peptides produced by the methods |
| US7943393B2 (en) * | 2003-07-14 | 2011-05-17 | Phynexus, Inc. | Method and device for extracting an analyte |
| WO2005012484A2 (en) | 2003-07-25 | 2005-02-10 | Neose Technologies, Inc. | Antibody-toxin conjugates |
| GB2407783A (en) * | 2003-11-07 | 2005-05-11 | Novexin Ltd | Chromatographic separation |
| US20080305992A1 (en) | 2003-11-24 | 2008-12-11 | Neose Technologies, Inc. | Glycopegylated erythropoietin |
| US8105849B2 (en) * | 2004-02-27 | 2012-01-31 | Board Of Regents, The University Of Texas System | Integration of fluids and reagents into self-contained cartridges containing sensor elements |
| US8101431B2 (en) * | 2004-02-27 | 2012-01-24 | Board Of Regents, The University Of Texas System | Integration of fluids and reagents into self-contained cartridges containing sensor elements and reagent delivery systems |
| WO2006010143A2 (en) | 2004-07-13 | 2006-01-26 | Neose Technologies, Inc. | Branched peg remodeling and glycosylation of glucagon-like peptide-1 [glp-1] |
| KR101243601B1 (ko) | 2004-10-21 | 2013-03-20 | 지이 헬스케어 바이오-사이언시스 에이비 | 크로마토그래피 리간드 |
| US20080176790A1 (en) | 2004-10-29 | 2008-07-24 | Defrees Shawn | Remodeling and Glycopegylation of Fibroblast Growth Factor (Fgf) |
| EP1693108A1 (en) | 2004-12-04 | 2006-08-23 | MERCK PATENT GmbH | Mixed-modal anion-exchange type separation material |
| US9029331B2 (en) * | 2005-01-10 | 2015-05-12 | Novo Nordisk A/S | Glycopegylated granulocyte colony stimulating factor |
| US20070154992A1 (en) * | 2005-04-08 | 2007-07-05 | Neose Technologies, Inc. | Compositions and methods for the preparation of protease resistant human growth hormone glycosylation mutants |
| WO2006127973A2 (en) * | 2005-05-24 | 2006-11-30 | Waters Inverstments Limited | Methods for separating and analyzing anionic compounds |
| WO2007053186A2 (en) | 2005-05-31 | 2007-05-10 | Labnow, Inc. | Methods and compositions related to determination and use of white blood cell counts |
| US20070105755A1 (en) * | 2005-10-26 | 2007-05-10 | Neose Technologies, Inc. | One pot desialylation and glycopegylation of therapeutic peptides |
| WO2007056191A2 (en) | 2005-11-03 | 2007-05-18 | Neose Technologies, Inc. | Nucleotide sugar purification using membranes |
| WO2007092827A2 (en) | 2006-02-08 | 2007-08-16 | Waters Investments Limited | Improved separation method |
| CA2655873C (en) | 2006-07-14 | 2017-10-17 | Wisconsin Alumni Research Foundation | Adsorptive membranes for trapping viruses |
| ES2516694T3 (es) * | 2006-07-21 | 2014-10-31 | Ratiopharm Gmbh | Glicosilación de péptidos a través de secuencias de glicosilación con unión en O |
| US8969532B2 (en) * | 2006-10-03 | 2015-03-03 | Novo Nordisk A/S | Methods for the purification of polypeptide conjugates comprising polyalkylene oxide using hydrophobic interaction chromatography |
| US20100041872A1 (en) * | 2006-10-04 | 2010-02-18 | Defrees Shawn | Glycerol linked pegylated sugars and glycopeptides |
| WO2008073620A2 (en) * | 2006-11-02 | 2008-06-19 | Neose Technologies, Inc. | Manufacturing process for the production of polypeptides expressed in insect cell-lines |
| 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 |
| 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 |
| KR20100016160A (ko) * | 2007-04-03 | 2010-02-12 | 바이오제너릭스 에이지 | 글리코페길화 ｇ―ｃｓｆ를 이용하는 치료 방법 |
| WO2008154639A2 (en) | 2007-06-12 | 2008-12-18 | Neose Technologies, Inc. | Improved process for the production of nucleotide sugars |
| CA2693334C (en) * | 2007-07-25 | 2015-07-07 | Ge Healthcare Bio-Sciences Ab | Separation matrix |
| CA2711503A1 (en) * | 2008-01-08 | 2009-07-16 | Biogenerix Ag | Glycoconjugation of polypeptides using oligosaccharyltransferases |
| KR101582841B1 (ko) | 2008-02-27 | 2016-01-11 | 노보 노르디스크 에이/에스 | 콘쥬게이트된 인자 ｖｉｉｉ 분자 |
| US8188242B2 (en) | 2008-04-08 | 2012-05-29 | Bio-Rad Laboratories, Inc. | Chromatography purification of antibodies |
| EP2459308A1 (en) * | 2009-07-28 | 2012-06-06 | instrAction GmbH | Specific sorbent for binding proteins and peptides, and separation method using the same |
| WO2011046494A1 (en) * | 2009-10-12 | 2011-04-21 | Ge Healthcare Bio-Sciences Ab | Separation matrices |
| JP5560347B2 (ja) | 2009-12-07 | 2014-07-23 | フレセニウス メディカル ケア ホールディングス インコーポレーテッド | ジルコニウムイオン交換収着剤を用いた浄水カートリッジ |
| MX2012006983A (es) * | 2009-12-17 | 2013-02-06 | Instraction Gmbh | Absorbente especifico para unir proteinas y peptidos, y metodo de separacion que utiliza el mismo. |
| EP2674753B1 (en) * | 2011-02-10 | 2020-05-13 | Sekisui Medical Co., Ltd. | Method for separating and detecting a nucleic acid strand |
| JP2012211110A (ja) * | 2011-03-31 | 2012-11-01 | Asahi Kasei Medical Co Ltd | 多孔質吸着膜 |
| EP2570181A1 (en) * | 2011-09-15 | 2013-03-20 | InstrAction GmbH | Sorbent comprising its surface an aliphatic unit having an anionic or deprotonizable group for the purfication of organic molecules |
| CN107754776B (zh) | 2012-05-15 | 2021-09-21 | 沃特世科技公司 | 色谱材料 |
| CN104487447B (zh) * | 2012-05-31 | 2018-10-30 | 新加坡科技研究局 | 用于降低蛋白制剂领域中的聚集物含量的混合的多官能性金属亲和表面 |
| RU2015114330A (ru) | 2012-09-17 | 2016-11-10 | У.Р. Грейс Энд Ко.-Конн. | Хроматографические среды и устройства |
| WO2014043644A1 (en) * | 2012-09-17 | 2014-03-20 | Alltech Associates, Inc. | Functionalized particulate support material and methods of making and using the same |
| JP2016513245A (ja) * | 2013-02-06 | 2016-05-12 | エイジェンシー・フォー・サイエンス，テクノロジー・アンド・リサーチ | タンパク質製剤の凝集体含有量を減少させる混合多官能金属親和性表面 |
| US10023608B1 (en) | 2013-03-13 | 2018-07-17 | Amgen Inc. | Protein purification methods to remove impurities |
| US11229896B2 (en) | 2014-01-16 | 2022-01-25 | W.R. Grace & Co.—Conn. | Affinity chromatography media and chromatography devices |
| JP6914189B2 (ja) | 2014-05-02 | 2021-08-04 | ダブリュー・アール・グレース・アンド・カンパニー−コーンＷ Ｒ Ｇｒａｃｅ ＆ Ｃｏ−Ｃｏｎｎ | 官能化担体材料並びに官能化担体材料を作製及び使用する方法 |
| CN107921407B (zh) | 2015-06-05 | 2022-07-05 | 格雷斯公司 | 生物处理吸附澄清剂及其制备和使用方法 |
| CN110844886A (zh) * | 2019-12-02 | 2020-02-28 | 锦西化工研究院有限公司 | 一种二硫化钠水溶液的合成方法 |
| CN111617747B (zh) * | 2020-05-11 | 2022-05-31 | 贵州大学 | 一种壳聚糖/纳米金属复合水凝胶及其制备方法和应用 |
| EP4308176A4 (en) * | 2021-03-17 | 2025-02-19 | Bio-Rad Laboratories, Inc. | MIXED-MODE CATION EXCHANGE CHROMATOGRAPHY LIGANDS BASED ON 1,3-DIOXOISOINDOLIN-2-YL STRUCTURES |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4767670A (en) * | 1987-01-21 | 1988-08-30 | E. I. Du Pont De Nemours And Company | Chromatographic supports for separation of oligonucleotides |
| JPH0564748A (ja) * | 1991-09-06 | 1993-03-19 | Tosoh Corp | イオン交換体 |
| US5652348A (en) * | 1994-09-23 | 1997-07-29 | Massey University | Chromatographic resins and methods for using same |
| SE9600590D0 (sv) | 1996-02-19 | 1996-02-19 | Pharmacia Biotech Ab | Sätt för kromatografisk separation av peptider och nukleinsyra samt ny högaffin jonbytesmatris |
| SE9802214D0 (sv) * | 1998-06-18 | 1998-06-18 | Amersham Pharm Biotech Ab | Jonbytare och användning därav |
| US6310199B1 (en) * | 1999-05-14 | 2001-10-30 | Promega Corporation | pH dependent ion exchange matrix and method of use in the isolation of nucleic acids |
| SE9904197D0 (sv) | 1999-11-22 | 1999-11-22 | Amersham Pharm Biotech Ab | A method for anion exchange adsorption on matrices carrying mixed mode ligands |
-
2000
- 2000-12-31 SE SE0004932A patent/SE0004932D0/xx unknown
-
2001
- 2001-12-17 JP JP2002554197A patent/JP2004516928A/ja active Pending
- 2001-12-17 AU AU2002235786A patent/AU2002235786B2/en not_active Expired
- 2001-12-17 CA CA2431012A patent/CA2431012C/en not_active Expired - Lifetime
- 2001-12-17 EP EP01985893A patent/EP1345695A2/en not_active Withdrawn
- 2001-12-17 US US10/451,192 patent/US7008542B2/en not_active Expired - Lifetime
- 2001-12-17 WO PCT/EP2001/014895 patent/WO2002053252A2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| SE0004932D0 (sv) | 2000-12-31 |
| CA2431012A1 (en) | 2002-07-11 |
| US7008542B2 (en) | 2006-03-07 |
| AU2002235786B2 (en) | 2006-10-19 |
| WO2002053252A3 (en) | 2002-09-26 |
| WO2002053252A2 (en) | 2002-07-11 |
| US20040020857A1 (en) | 2004-02-05 |
| EP1345695A2 (en) | 2003-09-24 |
| JP2004516928A (ja) | 2004-06-10 |
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