ES2477584T3 - Esterificación de aceite marino catalizada por lipasa - Google Patents
Esterificación de aceite marino catalizada por lipasa Download PDFInfo
- Publication number
- ES2477584T3 ES2477584T3 ES03776079.0T ES03776079T ES2477584T3 ES 2477584 T3 ES2477584 T3 ES 2477584T3 ES 03776079 T ES03776079 T ES 03776079T ES 2477584 T3 ES2477584 T3 ES 2477584T3
- Authority
- ES
- Spain
- Prior art keywords
- lipase
- esterification
- marine oil
- free fatty
- oil catalyzed
- 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.)
- Expired - Lifetime
Links
- 239000004367 Lipase Substances 0.000 title abstract 2
- 102000004882 Lipase Human genes 0.000 title abstract 2
- 108090001060 Lipase Proteins 0.000 title abstract 2
- 230000032050 esterification Effects 0.000 title abstract 2
- 238000005886 esterification reaction Methods 0.000 title abstract 2
- 235000019421 lipase Nutrition 0.000 title abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- MBMBGCFOFBJSGT-KUBAVDMBSA-N docosahexaenoic acid Natural products CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 abstract 2
- 235000020669 docosahexaenoic acid Nutrition 0.000 abstract 2
- 235000020673 eicosapentaenoic acid Nutrition 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229940090949 docosahexaenoic acid Drugs 0.000 abstract 1
- 229960005135 eicosapentaenoic acid Drugs 0.000 abstract 1
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 235000020988 fatty fish Nutrition 0.000 abstract 1
- 235000021588 free fatty acids Nutrition 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 238000000199 molecular distillation Methods 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/12—Refining fats or fatty oils by distillation
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B7/00—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
- C11C1/02—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils
- C11C1/025—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils by saponification and release of fatty acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Procedimiento para separar una fracción de ester etilico o metilico enriquecida en EPA (acido eicosapentanoico, C20:5) y una fracción de acidos grasos libres enriquecida en DHA (acido docosahexanoico, C22:6), que comprende las etapas de una esterificacion directa de acidos grasos libres de aceite de pescado con etanol o metanol en presencia de una lipasa, y separar las fracciones mediante destilacion molecular.
Description
Claims (1)
-
imagen1
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NO20025456 | 2002-11-14 | ||
NO20025456A NO319194B1 (no) | 2002-11-14 | 2002-11-14 | Lipase-katalysert forestringsfremgangsmate av marine oljer |
PCT/NO2003/000364 WO2004043894A1 (en) | 2002-11-14 | 2003-10-31 | Lipase-catalysed esterification of marine oil |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2477584T3 true ES2477584T3 (es) | 2014-07-17 |
Family
ID=19914177
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES03776079.0T Expired - Lifetime ES2477584T3 (es) | 2002-11-14 | 2003-10-31 | Esterificación de aceite marino catalizada por lipasa |
ES13153895T Expired - Lifetime ES2702273T3 (es) | 2002-11-14 | 2003-10-31 | Esterificación catalizada por lipasa de aceite marino |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES13153895T Expired - Lifetime ES2702273T3 (es) | 2002-11-14 | 2003-10-31 | Esterificación catalizada por lipasa de aceite marino |
Country Status (10)
Country | Link |
---|---|
US (1) | US7491522B2 (es) |
EP (2) | EP1560803B1 (es) |
JP (1) | JP2006506483A (es) |
CN (1) | CN100338010C (es) |
AU (1) | AU2003283872A1 (es) |
CA (1) | CA2506537C (es) |
DK (2) | DK1560803T3 (es) |
ES (2) | ES2477584T3 (es) |
NO (1) | NO319194B1 (es) |
WO (1) | WO2004043894A1 (es) |
Families Citing this family (53)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE0202188D0 (sv) * | 2002-07-11 | 2002-07-11 | Pronova Biocare As | A process for decreasing environmental pollutants in an oil or a fat, a volatile fat or oil environmental pollutants decreasing working fluid, a health supplement, and an animal feed product |
EP2295529B2 (en) * | 2002-07-11 | 2022-05-18 | Basf As | Use of a volatile environmental pollutants-decreasing working fluid for decreasing the amount of pollutants in a fat for alimentary or cosmetic use |
HRP20020885B1 (en) | 2002-11-11 | 2007-05-31 | GlaxoSmithKline istra�iva�ki centar Zagreb d.o.o. | SUBSTITUTED 9a-N-{N'-[4-(SULFONYL)PHENYLCARBAMOYL]}DERIVATIVES 9-DEOXO-9-DIHYDRO-9a-AZA-9a-HOMOERITHROMYCIN A AND 5-O-DESOZAMINYL-9-DEOXO-9-DIHYDRO-9a-AZA-9a-HOMOERITHRONOLIDE A |
EP1888727B1 (en) | 2005-05-04 | 2015-04-15 | Pronova BioPharma Norge AS | New dha derivatives and their use as medicaments |
EP1891189B1 (en) * | 2005-05-23 | 2020-09-23 | Epax Norway AS | Concentration of fatty acid alkyl esters by enzymatic reactions with glycerol |
CA2605832C (en) | 2005-06-16 | 2018-05-08 | Ocean Nutrition Canada Ltd. | Immobilized enzymes and methods of using thereof |
ES2292341B1 (es) * | 2006-03-13 | 2009-03-16 | Universidad De Almeria | "procedimiento para la purificacion de acido eicosapentaenoico (epa)". |
AP2009004812A0 (en) | 2006-10-10 | 2009-04-30 | Medivir Ab | HCV nucleoside inhibitor |
KR101438177B1 (ko) | 2006-11-01 | 2014-09-05 | 프로노바 바이오파마 너지 에이에스 | 페록시솜 증식자-활성화 수용체의 활성자 또는 조절자인 알파-치환된 오메가-3 지질 |
EP1978102B1 (de) | 2007-04-02 | 2010-07-07 | Cognis IP Management GmbH | Ein Gemisch enthaltend Fettsäureglyceride |
EP1978101A1 (de) | 2007-04-02 | 2008-10-08 | Cognis IP Management GmbH | Verfahren zur Anreicherung mehrfach ungesättigter Fettsäuren |
EP2147088A4 (en) * | 2007-04-26 | 2010-05-05 | Patrick Adlercreutz | FERTILIZED MILK OILS COMPRISING MULTIPLE-UNSATURATED FATTY ACIDS, COMPRISING EICOSAPENTAIC ACID (EPA) AND DOCOSAHEXAIC ACID (DHA), AND MANUFACTURING METHOD THEREFOR |
CL2008002020A1 (es) * | 2007-07-12 | 2008-11-14 | Ocean Nutrition Canada Ltd | Metodo de modificacion de un aceite, que comprende hidrolizar gliceridos con una solucion de lipasa thermomyces lanuginosus, separar la fraccion de acido graso saturado de la fraccion de glicerido hidrolizado y esterificar los gliceridos hidrolizados en la presencia de candida antarctica lipasa b; y composicion de aceite. |
EP2172558B1 (en) * | 2007-07-30 | 2017-07-19 | Nippon Suisan Kaisha, Ltd. | Method for production of epa-enriched oil and dha-enriched oil |
KR101034458B1 (ko) * | 2008-03-03 | 2011-05-17 | 고려대학교 산학협력단 | 피놀레닌산 고함유 δ5-지방산의 제조방법 |
KR101357298B1 (ko) * | 2008-06-20 | 2014-01-28 | 에이케이 앤 엠엔 바이오팜 주식회사 | 오메가-3계 고도불포화 지방산의 고순도 정제방법 |
US8372425B2 (en) | 2008-10-31 | 2013-02-12 | Lipid Pharmaceuticals Ehf. | Fatty acids for use as a medicament |
CL2009001343A1 (es) * | 2009-06-02 | 2009-07-10 | Golden Omega S A | Proceso de obtencion concentrado de esteres de epa y dha a partir de aceite marino, que comprende agregar al aceite alcali y agua a menos de 100 grados celsius, agregar solvente, separar fase de refinado, agregar acido, separar la fase no acuosa y agregar alcohol y un catalizador a menos de 150 grados celsius, desolventilizar y destilar. |
RU2538981C2 (ru) | 2009-12-30 | 2015-01-10 | Басф Фарма (Калланиш) Лимитед | Способ хроматографического разделения с псевдодвижущимся слоем |
CA2803477C (en) | 2010-06-25 | 2019-04-30 | Epax As | Process for separating polyunsaturated fatty acids from long chain unsaturated or less saturated fatty acids |
WO2012095749A1 (en) * | 2011-01-14 | 2012-07-19 | Pharma Marine As | Removal of monoglycerides from fatty acid concentrates |
US9029584B2 (en) | 2011-03-03 | 2015-05-12 | Nippon Suisan Kaisha, Ltd. | Method for producing oil containing highly unsaturated fatty acid using lipase |
KR101605595B1 (ko) | 2011-03-08 | 2016-03-22 | 코그니스 아이피 매니지먼트 게엠베하 | 지방산 에스테르의 증류 방법 |
GB201107039D0 (en) * | 2011-04-26 | 2011-06-08 | Syngenta Ltd | Formulation component |
GB201111601D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | New process |
GB201111595D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | Improved process |
GB201111594D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | New improved process |
GB201111591D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | Further new process |
GB201111589D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | New modified process |
US20140205650A1 (en) | 2011-09-06 | 2014-07-24 | Lipid Pharmaceuticals Ehf. | Coated suppositories |
US8258330B1 (en) * | 2012-01-04 | 2012-09-04 | Naturalis, S.A. | Carrier fluid composition comprising fatty acids ethyl esters and process for reducing the concentration of persistent organic pollutants in fish oil |
KR102153143B1 (ko) | 2012-01-06 | 2020-09-08 | 옴테라 파마슈티칼스, 인크. | 유리 산 형태의 오메가-3 다중불포화 지방산의 dpa-농축 조성물 |
KR20150028233A (ko) | 2012-05-07 | 2015-03-13 | 옴테라 파마슈티칼스, 인크. | 스타틴 및 오메가-3 지방산의 조성물 |
GB201300354D0 (en) | 2013-01-09 | 2013-02-20 | Basf Pharma Callanish Ltd | Multi-step separation process |
CN104130860B (zh) * | 2013-05-03 | 2020-03-31 | 丰益(上海)生物技术研发中心有限公司 | 利用固定化疏棉状嗜热丝孢菌脂肪酶富集长链多不饱和脂肪酸的方法 |
US8802880B1 (en) | 2013-05-07 | 2014-08-12 | Group Novasep | Chromatographic process for the production of highly purified polyunsaturated fatty acids |
US9428711B2 (en) | 2013-05-07 | 2016-08-30 | Groupe Novasep | Chromatographic process for the production of highly purified polyunsaturated fatty acids |
JP6302310B2 (ja) * | 2013-08-30 | 2018-03-28 | 備前化成株式会社 | 高純度オメガ3系脂肪酸エチルエステルの生産方法 |
EP2883860B1 (fr) | 2013-12-11 | 2016-08-24 | Novasep Process | Procédé chromatographique de production d'acides gras polyinsaturés |
US10975031B2 (en) | 2014-01-07 | 2021-04-13 | Novasep Process | Method for purifying aromatic amino acids |
US9163198B2 (en) | 2014-01-17 | 2015-10-20 | Orochem Technologies, Inc. | Process for purification of EPA (eicosapentanoic acid) ethyl ester from fish oil |
CN104031950B (zh) * | 2014-05-07 | 2017-06-16 | 威海博宇食品有限公司 | 一种制备富含n‑3多不饱和脂肪酸磷脂的方法 |
CN105779140A (zh) * | 2014-12-23 | 2016-07-20 | 浙江医药股份有限公司新昌制药厂 | 一种高含量epa乙酯型鱼油的制备方法 |
US9546125B2 (en) | 2015-02-11 | 2017-01-17 | Orochem Technologies, Inc. | Continuous process for extraction of unsaturated triglycerides from fish oil |
JP2018085931A (ja) * | 2015-04-01 | 2018-06-07 | キユーピー株式会社 | 低級アルコール脂肪酸エステル化物含有組成物の製造方法および低級アルコール脂肪酸エステル化物含有組成物 |
MX2018004128A (es) * | 2015-10-05 | 2018-05-17 | Dsm Ip Assets Bv | Composiciones de aceite y metodos para elaborarlas. |
CN105349587B (zh) * | 2015-11-10 | 2019-05-31 | 浙江工业大学 | 一种提高甘油酯型鱼油中epa和dha含量的方法 |
CN110325637B (zh) | 2016-12-19 | 2023-07-18 | 转换生物柴油有限公司 | 甘油酯形式的n-3脂肪酸的酶促富集 |
CN108265090B (zh) * | 2016-12-30 | 2021-06-15 | 中粮集团有限公司 | 南极磷虾油替代物的制备方法 |
EP3666082B1 (en) | 2018-12-12 | 2022-05-04 | Nippon Suisan Kaisha, Ltd. | A composition containing highly unsaturated fatty acid or alkyl ester thereof and a method for producing the same |
CN110029133B (zh) * | 2019-03-12 | 2021-03-19 | 自然资源部第三海洋研究所 | 一种分离dha藻油中饱和脂肪酸和不饱和脂肪酸的方法 |
CN110438171A (zh) * | 2019-07-18 | 2019-11-12 | 武汉大学深圳研究院 | 一种磷脂型dha的酶法制备方法 |
CN114057574A (zh) * | 2021-12-03 | 2022-02-18 | 浙江工商大学 | 一种制备高纯度epa乙酯的方法 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6291188A (ja) | 1985-10-17 | 1987-04-25 | Nisshin Oil Mills Ltd:The | 高度不飽和脂肪酸グリセリドの製造法 |
JPH0225447A (ja) * | 1988-07-13 | 1990-01-26 | Nippon Oil & Fats Co Ltd | 高度不飽和脂肪酸類の製造方法 |
DK95490D0 (da) | 1990-04-18 | 1990-04-18 | Novo Nordisk As | Fremgangsmaade til fremstilling af triglycerid og triglyceridsammensaetning |
JP2715633B2 (ja) * | 1990-07-17 | 1998-02-18 | 鐘淵化学工業株式会社 | ファットブルーム耐性向上剤、及びこれを含有してなるハードバター、並びにそれらを用いたチョコレート類. |
JPH06192683A (ja) * | 1992-12-24 | 1994-07-12 | Shokuhin Sangyo High Separeeshiyon Syst Gijutsu Kenkyu Kumiai | 遊離脂肪酸の分離方法 |
GB9404483D0 (en) * | 1994-03-08 | 1994-04-20 | Norsk Hydro As | Refining marine oil compositions |
DE4425987A1 (de) | 1994-07-22 | 1996-01-25 | Bosch Gmbh Robert | Verfahren und Vorrichtung zur Ansteuerung eines elektromagnetischen Verbrauchers |
WO1996037587A1 (en) | 1995-05-24 | 1996-11-28 | Loders Croklaan B.V. | Production of materials high in long chain polyunsaturated fatty acids |
JP3785467B2 (ja) * | 1996-07-10 | 2006-06-14 | 旭電化工業株式会社 | 油脂組成物の製造方法 |
JP3773315B2 (ja) * | 1996-11-22 | 2006-05-10 | 大阪市 | ω−3系高度不飽和脂肪酸エステルの精製方法 |
JP3734905B2 (ja) * | 1996-12-18 | 2006-01-11 | 大阪市 | ω−3系高度不飽和脂肪酸の精製方法 |
NO312973B1 (no) * | 1999-02-17 | 2002-07-22 | Norsk Hydro As | Lipase-katalysert forestring av marine oljer |
CA2273570A1 (en) * | 1999-05-31 | 2000-11-30 | Jfs Envirohealth Ltd. | Concentration and purification of polyunsaturated fatty acid esters by distillation-enzymatic transesterification coupling |
GB2350610A (en) * | 1999-06-01 | 2000-12-06 | Jfs Envirohealth Ltd | Preparation of pure unsaturated fatty acids |
JP4210437B2 (ja) * | 2000-09-27 | 2009-01-21 | 池田食研株式会社 | 食品用ステロール脂肪酸エステルの製造方法 |
-
2002
- 2002-11-14 NO NO20025456A patent/NO319194B1/no not_active IP Right Cessation
-
2003
- 2003-10-31 AU AU2003283872A patent/AU2003283872A1/en not_active Abandoned
- 2003-10-31 DK DK03776079.0T patent/DK1560803T3/da active
- 2003-10-31 ES ES03776079.0T patent/ES2477584T3/es not_active Expired - Lifetime
- 2003-10-31 EP EP03776079.0A patent/EP1560803B1/en not_active Expired - Lifetime
- 2003-10-31 CA CA2506537A patent/CA2506537C/en not_active Expired - Lifetime
- 2003-10-31 DK DK13153895.1T patent/DK2602308T3/en active
- 2003-10-31 ES ES13153895T patent/ES2702273T3/es not_active Expired - Lifetime
- 2003-10-31 CN CNB2003801063262A patent/CN100338010C/zh not_active Expired - Fee Related
- 2003-10-31 US US10/534,708 patent/US7491522B2/en not_active Expired - Lifetime
- 2003-10-31 WO PCT/NO2003/000364 patent/WO2004043894A1/en active Application Filing
- 2003-10-31 EP EP13153895.1A patent/EP2602308B1/en not_active Expired - Lifetime
- 2003-10-31 JP JP2004551300A patent/JP2006506483A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
CN1726181A (zh) | 2006-01-25 |
EP2602308A2 (en) | 2013-06-12 |
NO20025456D0 (no) | 2002-11-14 |
EP2602308A3 (en) | 2014-04-02 |
EP1560803A1 (en) | 2005-08-10 |
CA2506537C (en) | 2011-02-22 |
EP2602308B1 (en) | 2018-10-03 |
NO319194B1 (no) | 2005-06-27 |
ES2702273T3 (es) | 2019-02-28 |
CA2506537A1 (en) | 2004-05-27 |
WO2004043894A1 (en) | 2004-05-27 |
DK1560803T3 (da) | 2014-06-23 |
WO2004043894A8 (en) | 2004-08-26 |
US20060148047A1 (en) | 2006-07-06 |
US7491522B2 (en) | 2009-02-17 |
AU2003283872A1 (en) | 2004-06-03 |
CN100338010C (zh) | 2007-09-19 |
EP1560803B1 (en) | 2014-04-23 |
JP2006506483A (ja) | 2006-02-23 |
DK2602308T3 (en) | 2019-01-14 |
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