ATE552242T1 - ßVERFAHREN ZUR HERSTELLUNG VON GLUTAMINSÄUREVERBINDUNGEN UND ZWISCHENPRODUKTEN DAVON, UND IN DEN VERFAHREN VERWENDETE NEUE ZWISCHENPRODUKTEß - Google Patents
ßVERFAHREN ZUR HERSTELLUNG VON GLUTAMINSÄUREVERBINDUNGEN UND ZWISCHENPRODUKTEN DAVON, UND IN DEN VERFAHREN VERWENDETE NEUE ZWISCHENPRODUKTEßInfo
- Publication number
- ATE552242T1 ATE552242T1 AT02783682T AT02783682T ATE552242T1 AT E552242 T1 ATE552242 T1 AT E552242T1 AT 02783682 T AT02783682 T AT 02783682T AT 02783682 T AT02783682 T AT 02783682T AT E552242 T1 ATE552242 T1 AT E552242T1
- Authority
- AT
- Austria
- Prior art keywords
- intermediate products
- preparation
- acid compounds
- acid compound
- intermediates
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/52—Adding ingredients
- A23L2/60—Sweeteners
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/31—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
- A23L27/32—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
- C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/24—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
- C07C51/38—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups by decarboxylation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nutrition Science (AREA)
- Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001396300 | 2001-12-27 | ||
JP2002149078 | 2002-05-23 | ||
JP2002149069 | 2002-05-23 | ||
JP2002182032 | 2002-06-21 | ||
PCT/JP2002/012473 WO2003059865A1 (fr) | 2001-12-27 | 2002-11-29 | Procedes de preparation de composes d'acide glutamique et d'intermediaires desdits composes, et nouveaux intermediaires utilises dans lesdits procedes |
Publications (1)
Publication Number | Publication Date |
---|---|
ATE552242T1 true ATE552242T1 (de) | 2012-04-15 |
Family
ID=27482750
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AT02783682T ATE552242T1 (de) | 2001-12-27 | 2002-11-29 | ßVERFAHREN ZUR HERSTELLUNG VON GLUTAMINSÄUREVERBINDUNGEN UND ZWISCHENPRODUKTEN DAVON, UND IN DEN VERFAHREN VERWENDETE NEUE ZWISCHENPRODUKTEß |
Country Status (10)
Country | Link |
---|---|
US (6) | US7064219B2 (de) |
EP (1) | EP1466890B1 (de) |
JP (2) | JP4196832B2 (de) |
KR (1) | KR100906947B1 (de) |
CN (2) | CN100465156C (de) |
AT (1) | ATE552242T1 (de) |
AU (1) | AU2002349606A1 (de) |
CA (1) | CA2471847C (de) |
ES (1) | ES2383518T3 (de) |
WO (1) | WO2003059865A1 (de) |
Families Citing this family (37)
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RU2303030C2 (ru) * | 2001-11-30 | 2007-07-20 | Адзиномото Ко., Инк. | Кристаллы соли неприродного стереоизомера монатина и их применение |
US7297800B2 (en) | 2001-12-27 | 2007-11-20 | Ajinomoto Co., Inc. | Process of producing glutamate derivatives |
CA2469012C (en) * | 2001-12-27 | 2013-06-04 | Ajinomoto Co., Inc. | Process of producing glutamate derivatives |
KR100906947B1 (ko) | 2001-12-27 | 2009-07-09 | 아지노모토 가부시키가이샤 | 글루탐산 화합물 및 이의 제조 중간체의 제조방법 및 이를 위한 신규 중간체 |
US7572607B2 (en) | 2002-04-23 | 2009-08-11 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of monatin and its precursors |
US8372989B2 (en) | 2002-04-23 | 2013-02-12 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of monatin and its precursors |
WO2004018672A1 (ja) | 2002-08-26 | 2004-03-04 | Ajinomoto Co., Inc. | 新規アルドラーゼおよび置換α−ケト酸の製造方法 |
EP1580268B1 (de) | 2002-12-09 | 2013-10-02 | Ajinomoto Co., Inc. | D-aminotransferasemutante und verfahren zur herstellung eines optisch aktiven glutaminsäurederivats unter verwendung davon |
RU2342360C2 (ru) * | 2003-01-09 | 2008-12-27 | Адзиномото Ко., Инк. | Способ получения производного глутаминовой кислоты и производного пироглутаминовой кислоты и новое промежуточное соединение для получения этих производных |
WO2005014839A2 (en) * | 2003-08-01 | 2005-02-17 | Cargill, Incorporated | Monatin tabletop sweetener compositions and methods of making same |
BRPI0413931A (pt) * | 2003-08-25 | 2006-10-24 | Cargill Inc | composições de bebida compreendendo monatina e métodos para sua fabricação |
ATE498691T1 (de) | 2003-10-21 | 2011-03-15 | Cargill Inc | Herstellung von monatin und monatinvorstufen |
JP5113978B2 (ja) * | 2003-11-21 | 2013-01-09 | 味の素株式会社 | グルタミン酸誘導体の有機アミン塩及びその利用 |
CA2557274C (en) | 2004-02-27 | 2012-12-04 | Ajinomoto Co., Inc. | Method for producing monatin |
US7935377B2 (en) * | 2004-06-04 | 2011-05-03 | Ajinomoto Co., Inc. | Crystals of free (2R, 4R)-monatin and use thereof |
CA2506247C (en) | 2004-06-07 | 2012-02-21 | Ajinomoto Co., Inc. | Novel aldolase, and method for producing optically active ihog and monatin |
KR101216575B1 (ko) * | 2004-07-14 | 2012-12-31 | 아지노모토 가부시키가이샤 | (2r,4r)-모나틴 칼륨 염 결정 및 이를 함유하는 감미료조성물 |
US7180370B2 (en) * | 2004-09-01 | 2007-02-20 | Micron Technology, Inc. | CMOS amplifiers with frequency compensating capacitors |
WO2006038520A1 (ja) * | 2004-10-05 | 2006-04-13 | Ajinomoto Co., Inc. | ヒドロキシイミノ酸からのアミノ酸誘導体製造方法 |
KR101205568B1 (ko) * | 2004-10-15 | 2012-11-27 | 아지노모토 가부시키가이샤 | 감미료 조성물 |
CN101223444B (zh) | 2005-04-20 | 2013-04-24 | 嘉吉有限公司 | 在体内分泌莫纳甜的方法 |
US8158389B2 (en) | 2005-04-20 | 2012-04-17 | Cargill, Incorporated | Products and methods for in vivo secretion of monatin |
US8076108B2 (en) | 2005-04-26 | 2011-12-13 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors |
US7582455B2 (en) | 2005-04-26 | 2009-09-01 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors |
US9101160B2 (en) | 2005-11-23 | 2015-08-11 | The Coca-Cola Company | Condiments with high-potency sweetener |
CN101437954B (zh) | 2006-03-07 | 2015-09-09 | 嘉吉公司 | 醛缩酶和编码醛缩酶的核酸以及它们的制备和使用方法 |
US20090198072A1 (en) * | 2006-05-24 | 2009-08-06 | Cargill, Incorporated | Methods and systems for increasing production of equilibrium reactions |
AU2007267618B2 (en) | 2006-05-24 | 2013-07-18 | Cargill, Incorporated | Methods and systems for increasing production of equilibrium reactions |
US8017168B2 (en) | 2006-11-02 | 2011-09-13 | The Coca-Cola Company | High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith |
CN101239941B (zh) | 2007-02-08 | 2012-02-29 | 味之素株式会社 | 光学活性化合物的制造方法 |
US8367847B2 (en) | 2007-10-01 | 2013-02-05 | Cargill, Incorporated | Production of monatin enantiomers |
US8076107B2 (en) | 2007-10-01 | 2011-12-13 | Cargill, Incorporated | Production of monatin stereoisomers |
US8003361B2 (en) | 2007-10-01 | 2011-08-23 | Cargill Incorporated | Production of monatin enantiomers |
EP2107053A1 (de) | 2008-03-11 | 2009-10-07 | Ajinomoto Co., Inc. | Hydratkristalle von (2R,4R)-Monatin Mononatrium-Salz |
RU2505606C2 (ru) * | 2010-10-14 | 2014-01-27 | Адзиномото Ко., Инк. | Способ получения монатина |
US8771997B2 (en) | 2011-04-20 | 2014-07-08 | Ajinomoto Co., Inc. | Method for producing monatin using an L-amino acid aminotransferase |
CN115806481A (zh) * | 2022-12-05 | 2023-03-17 | 安徽丰乐香料有限责任公司 | L-薄荷基甲酸的分离提纯方法 |
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DE4008179A1 (de) | 1990-03-12 | 1991-09-19 | Schering Ag | Fluorbenzolsulfonamide |
US5994559A (en) | 1998-08-06 | 1999-11-30 | The Board Of Governors For Higher Education, State Of Rhode Island And Providence Plantations | Synthesis of monatin-A high intensity natural sweetener |
RU2303030C2 (ru) | 2001-11-30 | 2007-07-20 | Адзиномото Ко., Инк. | Кристаллы соли неприродного стереоизомера монатина и их применение |
KR100906947B1 (ko) | 2001-12-27 | 2009-07-09 | 아지노모토 가부시키가이샤 | 글루탐산 화합물 및 이의 제조 중간체의 제조방법 및 이를 위한 신규 중간체 |
US7297800B2 (en) * | 2001-12-27 | 2007-11-20 | Ajinomoto Co., Inc. | Process of producing glutamate derivatives |
JP2003292484A (ja) * | 2002-04-01 | 2003-10-15 | Ajinomoto Co Inc | γ−ヒドロキシアミノ酸誘導体及びモナティン類の製造方法 |
US7572607B2 (en) | 2002-04-23 | 2009-08-11 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of monatin and its precursors |
PL208481B1 (pl) | 2002-04-23 | 2011-05-31 | Cargill | Sposób wytwarzania monatyny |
US8372989B2 (en) | 2002-04-23 | 2013-02-12 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of monatin and its precursors |
WO2004018672A1 (ja) * | 2002-08-26 | 2004-03-04 | Ajinomoto Co., Inc. | 新規アルドラーゼおよび置換α−ケト酸の製造方法 |
EP1580268B1 (de) | 2002-12-09 | 2013-10-02 | Ajinomoto Co., Inc. | D-aminotransferasemutante und verfahren zur herstellung eines optisch aktiven glutaminsäurederivats unter verwendung davon |
WO2005001105A1 (ja) * | 2003-06-26 | 2005-01-06 | Ajinomoto Co., Inc. | モナティンの製造方法 |
JP4500977B2 (ja) * | 2003-11-05 | 2010-07-14 | 味の素株式会社 | 新規アミノ酸誘導体及び甘味剤 |
JP5113978B2 (ja) * | 2003-11-21 | 2013-01-09 | 味の素株式会社 | グルタミン酸誘導体の有機アミン塩及びその利用 |
CA2557274C (en) * | 2004-02-27 | 2012-12-04 | Ajinomoto Co., Inc. | Method for producing monatin |
JP4604524B2 (ja) * | 2004-03-16 | 2011-01-05 | 味の素株式会社 | 変異型アルドラーゼ、並びにこれを用いた光学活性ihog及び光学活性モナティンの製造方法 |
US7935377B2 (en) | 2004-06-04 | 2011-05-03 | Ajinomoto Co., Inc. | Crystals of free (2R, 4R)-monatin and use thereof |
CA2506247C (en) * | 2004-06-07 | 2012-02-21 | Ajinomoto Co., Inc. | Novel aldolase, and method for producing optically active ihog and monatin |
KR101216575B1 (ko) * | 2004-07-14 | 2012-12-31 | 아지노모토 가부시키가이샤 | (2r,4r)-모나틴 칼륨 염 결정 및 이를 함유하는 감미료조성물 |
JP2007284349A (ja) * | 2004-07-27 | 2007-11-01 | Ajinomoto Co Inc | モナティンまたはその塩の製造方法 |
WO2006038520A1 (ja) * | 2004-10-05 | 2006-04-13 | Ajinomoto Co., Inc. | ヒドロキシイミノ酸からのアミノ酸誘導体製造方法 |
KR101205568B1 (ko) * | 2004-10-15 | 2012-11-27 | 아지노모토 가부시키가이샤 | 감미료 조성물 |
CN101239941B (zh) * | 2007-02-08 | 2012-02-29 | 味之素株式会社 | 光学活性化合物的制造方法 |
EP2107053A1 (de) * | 2008-03-11 | 2009-10-07 | Ajinomoto Co., Inc. | Hydratkristalle von (2R,4R)-Monatin Mononatrium-Salz |
-
2002
- 2002-11-29 KR KR1020047010083A patent/KR100906947B1/ko not_active IP Right Cessation
- 2002-11-29 WO PCT/JP2002/012473 patent/WO2003059865A1/ja active Application Filing
- 2002-11-29 EP EP02783682A patent/EP1466890B1/de not_active Expired - Lifetime
- 2002-11-29 AT AT02783682T patent/ATE552242T1/de active
- 2002-11-29 JP JP2003559970A patent/JP4196832B2/ja not_active Expired - Fee Related
- 2002-11-29 AU AU2002349606A patent/AU2002349606A1/en not_active Abandoned
- 2002-11-29 CA CA2471847A patent/CA2471847C/en not_active Expired - Fee Related
- 2002-11-29 ES ES02783682T patent/ES2383518T3/es not_active Expired - Lifetime
- 2002-11-29 CN CNB028264029A patent/CN100465156C/zh not_active Expired - Fee Related
- 2002-11-29 CN CN2009100013246A patent/CN101450907B/zh not_active Expired - Fee Related
-
2004
- 2004-06-22 US US10/872,573 patent/US7064219B2/en not_active Expired - Fee Related
-
2005
- 2005-11-22 US US11/283,943 patent/US7390909B2/en not_active Expired - Fee Related
-
2007
- 2007-12-06 US US11/951,395 patent/US7678925B2/en not_active Expired - Fee Related
-
2008
- 2008-08-27 JP JP2008218505A patent/JP4905426B2/ja not_active Expired - Fee Related
-
2009
- 2009-06-23 US US12/490,024 patent/US7868187B2/en not_active Expired - Fee Related
- 2009-11-06 US US12/613,713 patent/US20100105924A1/en not_active Abandoned
-
2011
- 2011-10-14 US US13/273,290 patent/US20120035373A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
EP1466890A4 (de) | 2005-01-26 |
CN101450907B (zh) | 2013-07-17 |
CN100465156C (zh) | 2009-03-04 |
US20080091032A1 (en) | 2008-04-17 |
KR100906947B1 (ko) | 2009-07-09 |
US7868187B2 (en) | 2011-01-11 |
JPWO2003059865A1 (ja) | 2005-05-19 |
AU2002349606A1 (en) | 2003-07-30 |
US7678925B2 (en) | 2010-03-16 |
CN1610658A (zh) | 2005-04-27 |
ES2383518T3 (es) | 2012-06-21 |
US20060074249A1 (en) | 2006-04-06 |
JP2009046488A (ja) | 2009-03-05 |
EP1466890A1 (de) | 2004-10-13 |
US20120035373A1 (en) | 2012-02-09 |
WO2003059865A1 (fr) | 2003-07-24 |
US20090259052A1 (en) | 2009-10-15 |
CN101450907A (zh) | 2009-06-10 |
US20100105924A1 (en) | 2010-04-29 |
US20050004394A1 (en) | 2005-01-06 |
US7390909B2 (en) | 2008-06-24 |
KR20040076269A (ko) | 2004-08-31 |
JP4905426B2 (ja) | 2012-03-28 |
EP1466890B1 (de) | 2012-04-04 |
CA2471847C (en) | 2012-05-15 |
US7064219B2 (en) | 2006-06-20 |
JP4196832B2 (ja) | 2008-12-17 |
CA2471847A1 (en) | 2003-07-24 |
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