ZA200103235B - Method of extracting lipids from marine and aquatic animal tissues. - Google Patents
Method of extracting lipids from marine and aquatic animal tissues. Download PDFInfo
- Publication number
- ZA200103235B ZA200103235B ZA200103235A ZA200103235A ZA200103235B ZA 200103235 B ZA200103235 B ZA 200103235B ZA 200103235 A ZA200103235 A ZA 200103235A ZA 200103235 A ZA200103235 A ZA 200103235A ZA 200103235 B ZA200103235 B ZA 200103235B
- Authority
- ZA
- South Africa
- Prior art keywords
- extraction
- marine
- solvent
- fraction
- lipid
- Prior art date
Links
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Classifications
-
- 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
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Wood Science & Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Urology & Nephrology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Fats And Perfumes (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Fodder In General (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Feed For Specific Animals (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Farming Of Fish And Shellfish (AREA)
- Edible Oils And Fats (AREA)
- Meat, Egg Or Seafood Products (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002251265A CA2251265A1 (fr) | 1998-10-21 | 1998-10-21 | Procede d'extraction des lipides de tissus d'animaux aquatiques produisant un residu deshydrate |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200103235B true ZA200103235B (en) | 2002-06-20 |
Family
ID=4162941
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200103235A ZA200103235B (en) | 1998-10-21 | 2001-04-20 | Method of extracting lipids from marine and aquatic animal tissues. |
Country Status (20)
Country | Link |
---|---|
US (1) | US6800299B1 (fr) |
EP (1) | EP1123368B1 (fr) |
JP (2) | JP4181305B2 (fr) |
KR (1) | KR100454899B1 (fr) |
CN (1) | CN1269940C (fr) |
AT (1) | ATE391763T1 (fr) |
AU (1) | AU765464B2 (fr) |
BR (1) | BR9914699B1 (fr) |
CA (1) | CA2251265A1 (fr) |
DE (1) | DE69938504T2 (fr) |
DK (1) | DK1123368T3 (fr) |
ES (1) | ES2306527T3 (fr) |
HK (1) | HK1038765A1 (fr) |
NO (1) | NO321481B1 (fr) |
PL (1) | PL201771B1 (fr) |
PT (1) | PT1123368E (fr) |
RU (1) | RU2236441C2 (fr) |
UA (1) | UA75029C2 (fr) |
WO (1) | WO2000023546A1 (fr) |
ZA (1) | ZA200103235B (fr) |
Families Citing this family (86)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2251265A1 (fr) * | 1998-10-21 | 2000-04-21 | Universite De Sherbrooke | Procede d'extraction des lipides de tissus d'animaux aquatiques produisant un residu deshydrate |
AUPQ480399A0 (en) * | 1999-12-22 | 2000-02-03 | Commonwealth Scientific And Industrial Research Organisation | Unsaturated fatty acids and their uses in therapy |
CN1516592A (zh) * | 2001-06-18 | 2004-07-28 | �����Ǽ���&������Դ����˾ | 用于预防和/或治疗心血管疾病、关节炎、皮肤癌、糖尿病、经前综合症和透皮转运的磷虾和/或海产提取物 |
AU2013205515B2 (en) * | 2001-07-27 | 2015-07-02 | Aker Biomarine Antarctic As | Natural marine source phospholipids comprising flavonoids, polyunsaturated fatty acids and their applications |
DE60220415T2 (de) | 2001-07-27 | 2008-02-14 | Neptune Technologies & Bioressources Inc., Laval | Flavonoide und mehrfach ungesättigte fettsäuren enthaltende natürliche phospholipide maritimen ursprungs sowie deren anwendungen |
US20050130937A1 (en) | 2003-10-22 | 2005-06-16 | Enzymotec Ltd. | Lipids containing omega-3 and omega-6 fatty acids |
US7935365B2 (en) | 2003-10-22 | 2011-05-03 | Enzymotec, Ltd. | Glycerophospholipids for the improvement of cognitive functions |
US8052992B2 (en) | 2003-10-22 | 2011-11-08 | Enzymotec Ltd. | Glycerophospholipids containing omega-3 and omega-6 fatty acids and their use in the treatment and improvement of cognitive functions |
EP1716221B1 (fr) * | 2004-01-30 | 2008-11-05 | Bionovate Limited | Extraction par solvant de lipides de perna canaliculus |
WO2005075613A1 (fr) * | 2004-02-06 | 2005-08-18 | Adrien Beaudoin | Procede pour empecher l'oxydation de lipides dans des huiles animales et vegetales et compositions produites selon ce procede |
US7666447B2 (en) * | 2004-10-08 | 2010-02-23 | Pharmanutrients | Compositions including Krill extracts and conjugated linoleic acid and methods of using same |
US8404875B2 (en) | 2005-02-07 | 2013-03-26 | Adrien Beaudoin | Method for preventing the oxidation of lipids in animal and vegetable oils and compositions produced by the method thereof |
GB0506788D0 (en) * | 2005-04-04 | 2005-05-11 | Biosea Man As | Process |
AR059659A1 (es) * | 2006-01-13 | 2008-04-23 | Alfa Copenhagen S S | Metodo para la extraccion |
WO2008050219A2 (fr) * | 2006-10-24 | 2008-05-02 | Krill A/S | Procédé et appareil pour une extraction améliorée de fractions liquides à partir d'animaux marins et aquatiques |
CL2007003283A1 (es) * | 2006-11-16 | 2008-05-23 | Pronova Biopharma Norge As | Proceso para extraer una fraccion casi total de lipidos a partir del krill fresco que comprende reducir el contenido de agua de la materia prima y aislar la fraccion de lipidos; fraccion casi total de lipidos; proceso para separar fosfolipidos; fracc |
JP2008239500A (ja) * | 2007-03-25 | 2008-10-09 | Nippon Suisan Kaisha Ltd | レプチン分泌促進剤 |
AU2014100735B4 (en) * | 2007-03-28 | 2014-09-11 | Aker Biomarine Antarctic As | Processes and products thereof |
US8697138B2 (en) | 2007-03-28 | 2014-04-15 | Aker Biomarine As | Methods of using krill oil to treat risk factors for cardiovascular, metabolic, and inflammatory disorders |
AU2011213836B2 (en) * | 2007-03-28 | 2013-11-14 | Aker Biomarine Antarctic As | Bioeffective krill oil compositions |
EP2144618B1 (fr) | 2007-03-28 | 2013-05-15 | Aker Biomarine ASA | Compositions d'huile de krill biologiquement efficaces |
US20080254135A1 (en) * | 2007-04-10 | 2008-10-16 | Marvin Heuer | Resveratrol-containing compositions for general health and vitality |
US20100226977A1 (en) * | 2007-08-29 | 2010-09-09 | Aker Biomarine Asa | Low viscosity phospholipid compositions |
AU2008291978B2 (en) * | 2007-08-29 | 2012-08-09 | Aker Biomarine Antarctic As | A new method for making krill meal |
AU2014100741B4 (en) * | 2007-08-29 | 2014-09-11 | Aker Biomarine Antarctic As | Processes and products thereof |
EP2110027A1 (fr) * | 2008-04-01 | 2009-10-21 | Nestec S.A. | Acides gras poly-insaturés à chaîne longue (LC-PUFA)dans la nutrition maternelle pendant la grossesse et l'allaitement |
MX2010012482A (es) * | 2008-05-15 | 2010-12-01 | Pronova Biopharma Norge As | Proceso para aceite de kril. |
ES2939304T3 (es) | 2008-09-12 | 2023-04-20 | Rimfrost Tech As | Fracción concentrada de hidrolizado de proteína de kril |
US9814256B2 (en) | 2009-09-14 | 2017-11-14 | Rimfrost Technologies As | Method for processing crustaceans to produce low fluoride/low trimethyl amine products thereof |
US8557297B2 (en) | 2008-09-12 | 2013-10-15 | Olympic Seafood, As | Method for processing crustaceans and products thereof |
US20100077654A1 (en) * | 2008-09-23 | 2010-04-01 | LiveFuels, Inc. | Systems and methods for producing biofuels from algae |
JP5703021B2 (ja) * | 2008-09-26 | 2015-04-15 | 日本水産株式会社 | 脂質の濃縮方法 |
WO2010038964A2 (fr) * | 2008-09-30 | 2010-04-08 | 주식회사 유맥스 | Procédé d'extraction et de séparation de matières actives de krill, et produits associés |
KR101024491B1 (ko) * | 2008-12-31 | 2011-03-31 | 인성실업(주) | 해양 동물로부터 지질을 추출하는 방법 |
DK2384192T3 (en) | 2009-01-05 | 2018-01-08 | Calanus As | BIOLOGICAL OIL COMPOSITION, FORMULATIONS CONTAINING THE OIL COMPOSITION, AND ITS USE TO PREVENT OR TREAT CARDIOVASCULAR DISEASE |
CA2752675A1 (fr) | 2009-02-18 | 2010-08-26 | Walsh Intellectual Property Ltd. | Element de conduite tubulaire |
US8372812B2 (en) * | 2009-02-26 | 2013-02-12 | Aker Biomarine Asa | Phospholipid and protein tablets |
WO2010121094A1 (fr) | 2009-04-17 | 2010-10-21 | Livefuels. Inc. | Systèmes et procédés pour cultiver des algues avec des bivalves |
WO2010136900A2 (fr) | 2009-05-28 | 2010-12-02 | Aker Biomarine Asa | Procédés d'utilisation de l'huile de krill à des fins de traitement des facteurs de risque associés aux affections métaboliques, cardiovasculaires et inflammatoires |
WO2010143977A1 (fr) | 2009-06-12 | 2010-12-16 | Calanus As | Composition d'huile de copépode, formulations comportant la composition d'huile, et leurs utilisations pour réduire l'accumulation de graisse viscérale, améliorer la tolérance au glucose et empêcher ou traiter des maladies et des troubles liés à l'obésité |
US20120137574A1 (en) * | 2009-06-16 | 2012-06-07 | LiveFuels, Inc. | Systems and methods for harvesting algae |
US8481072B2 (en) | 2009-07-23 | 2013-07-09 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain |
US8557275B2 (en) * | 2009-07-23 | 2013-10-15 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using a mixture of fish oil and fish oil derived, choline based, phospholipid bound fatty acid mixture including polyunsaturated EPA and DHA |
US9402857B2 (en) | 2009-07-23 | 2016-08-02 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using low molecular weight hyaluronic acid and astaxanthin |
US9238043B2 (en) | 2009-07-23 | 2016-01-19 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using algae based oils |
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US9216164B2 (en) | 2009-07-23 | 2015-12-22 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using a mixture of fish oil and fish oil derived, choline based, phospholipid bound fatty acid mixture including polyunsaturated EPA and DHA |
US9913810B2 (en) | 2009-07-23 | 2018-03-13 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using phospholipids and astaxanthin |
PT2493478T (pt) * | 2009-10-29 | 2018-04-03 | Acasti Pharma Inc | Composições terapêuticas concentradas de fosfolípidos |
CA2779334C (fr) | 2009-10-30 | 2017-05-30 | Tharos Ltd. | Procede sans solvant pour l'obtention d'huile de krill enrichie en phospholipides et d'huile de krill enrichie en lipides neutres |
US8415506B2 (en) * | 2009-11-11 | 2013-04-09 | Dynasep Inc. | Energy efficient acetone drying method |
KR101204391B1 (ko) * | 2010-03-10 | 2012-11-26 | 인성실업(주) | 지질추출장치,이 장치를 가지는 어분제조기 |
WO2012029898A1 (fr) * | 2010-09-01 | 2012-03-08 | 日本水産株式会社 | Agent d'atténuation pour des problèmes causés par l'alcool |
CN102071101B (zh) * | 2011-01-21 | 2012-10-10 | 山东科芮尔生物制品有限公司 | 一种从南极磷虾中提取富含磷脂的磷虾油的方法 |
US20120231087A1 (en) | 2011-03-07 | 2012-09-13 | Olympic Seafood | Compositions And Methods for Nutritional Supplementation |
US9487716B2 (en) | 2011-05-06 | 2016-11-08 | LiveFuels, Inc. | Sourcing phosphorus and other nutrients from the ocean via ocean thermal energy conversion systems |
US20120284165A1 (en) * | 2011-05-06 | 2012-11-08 | LiveFuels, Inc. | Method for removing carbon dioxide from ocean water and quantifying the carbon dioxide so removed |
CN102224855B (zh) * | 2011-05-13 | 2013-05-08 | 中国海洋大学 | 一种南极磷虾中脂质的富集方法 |
US8846604B2 (en) | 2011-09-02 | 2014-09-30 | Artic Nutrition AS | Lipid compositions with high DHA content |
WO2013149384A1 (fr) * | 2012-04-05 | 2013-10-10 | Nippon Suisan Kaisha, Ltd. | Agent de prévention d'atrophie cérébrale |
RU2506314C2 (ru) * | 2012-05-04 | 2014-02-10 | Федеральное государственное автономное образовательное учреждение высшего профессионального образования "Казанский (Приволжский) Федеральный Университет" (ФГАОУ ВПО КФУ) | Способ качественного и количественного анализа липидов, прочносвязанных с геномной днк |
CN102732382B (zh) * | 2012-07-18 | 2013-07-03 | 山东师范大学 | 一种从南极磷虾中提取蜡的方法 |
CN102731360B (zh) * | 2012-07-18 | 2015-03-25 | 山东师范大学 | 一种从南极磷虾中提取虾青素的方法 |
EP3756658A1 (fr) * | 2012-09-24 | 2020-12-30 | Aker Biomarine Antarctic As | Compositions d'oméga-3 |
WO2014052357A1 (fr) * | 2012-09-25 | 2014-04-03 | The Johns Hopkins University | Procédés pour l'extraction de lipides à partir de biomasse des algues humides |
WO2014184655A1 (fr) | 2013-02-07 | 2014-11-20 | Olympic Seafood As | Procédés d'utilisation de complexes phospholipide-peptide-protéine de crustacés |
AU2014203179C1 (en) | 2013-06-14 | 2017-05-04 | Aker Biomarine Antarctic As | Lipid extraction processes |
WO2015023783A1 (fr) | 2013-08-13 | 2015-02-19 | Darling Ingredients Inc. | Extraction de lipides |
CN103773596B (zh) * | 2013-12-31 | 2016-05-18 | 上海复力生物医药科技有限公司 | 磷虾油的制备方法 |
GB201400431D0 (en) | 2014-01-10 | 2014-02-26 | Aker Biomarine As | Phospholipid compositions and their preparation |
US20180207204A1 (en) * | 2014-02-11 | 2018-07-26 | Enzymotec Ltd. | Krill oil preparations with optimal mineral and metal composition, low impurities and low and stable tma levels |
CN103864841A (zh) * | 2014-03-12 | 2014-06-18 | 威海博宇食品有限公司 | 一种从水产动物卵中提取与精制磷脂的方法 |
US10898525B2 (en) | 2014-04-30 | 2021-01-26 | Aker Biomarine Antarctic As | Krill oil preparations and their uses |
US9701923B2 (en) | 2014-10-24 | 2017-07-11 | Darling Ingredients Inc. | Lipid extraction |
KR102310765B1 (ko) | 2015-02-11 | 2021-10-12 | 에이커 바이오마린 앤탁틱 에이에스 | 지질 조성물 |
ES2937960T3 (es) | 2015-02-11 | 2023-04-03 | Aker Biomarine Antarctic As | Proceso de extracción de lípidos |
CN105152910B (zh) * | 2015-07-23 | 2017-06-30 | 山东师范大学 | 一种从脱脂南极磷虾中提取及检测棕榈酸的方法 |
WO2018037420A1 (fr) * | 2016-08-24 | 2018-03-01 | Samuel Philip | Procédé amélioré de traitement et d'extraction d'huile |
US11352380B2 (en) | 2017-03-31 | 2022-06-07 | Avoca Llc | Methods for the preparation of phospholipid enriched krill compositions |
JP7246057B2 (ja) | 2017-11-17 | 2023-03-27 | 株式会社新富士空調 | 角ダクト用ボタンパンチはぜ構造および角ダクト |
KR20200096593A (ko) | 2017-12-04 | 2020-08-12 | 림프로스트 테크놀로지스 에이에스 | 갑각류 어획물로부터 단백질 인지질 복합체를 제조하는 방법 |
CN108130193B (zh) * | 2017-12-21 | 2021-04-02 | 山东师范大学 | 一种提高南极磷虾油脂提取率的方法 |
LT3727404T (lt) | 2017-12-22 | 2023-10-25 | Pharmalink International Limited | Kompozicijos, apimančios midijų lipidų ekstraktą ir krilių aliejų bei jų medicininis taikymas |
CN109053420B (zh) * | 2018-08-21 | 2021-03-16 | 浙江海洋大学 | 一种从桡足类中提取dha和epa的方法 |
JPWO2020189462A1 (ja) | 2019-03-15 | 2021-11-18 | ヤマハ発動機株式会社 | 既定ルート走行車両 |
CN110361497B (zh) * | 2019-08-02 | 2021-06-25 | 山东师范大学 | 一种南极磷虾中氨基酸的检测方法 |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AT331374B (de) | 1972-12-22 | 1976-08-25 | Studiengesellschaft Kohle Mbh | Verfahren zur gewinnung von fetten und olen aus pflanzlichen und tierischen produkten |
JPS5248191B2 (fr) * | 1974-12-27 | 1977-12-08 | ||
JPS53112195A (en) * | 1977-03-10 | 1978-09-30 | Nippon Paint Co Ltd | Method for producing food for fish |
CA1098900A (fr) | 1977-12-14 | 1981-04-07 | Sergei V. Rogozhin | Methode de traitement du krill pour la production de proteines, de lipides et de chitine |
NO147365C (no) * | 1980-11-27 | 1983-03-30 | Jan Raa | Fremgangsmaate til fremstilling av astaxanthin i en form som er egnet for innlemmelse i for for oppdrettfisk. |
AU573730B2 (en) * | 1982-10-25 | 1988-06-23 | Antarctic Pharma Ab | Enzyme composition from euphausiaceae (antarctic krill) as cleaning agent |
JPS59196032A (ja) * | 1983-04-23 | 1984-11-07 | Fumio Nishikawa | オキアミの変性防止及び鮮度保持の方法 |
JPS6035057A (ja) | 1984-06-27 | 1985-02-22 | San Ei Chem Ind Ltd | 黄橙色ないし赤橙色色素の製法 |
US5006281A (en) | 1985-03-26 | 1991-04-09 | Century Laboratories, Inc. | Process for the production of a marine animal oil |
JPS6390598A (ja) * | 1986-10-03 | 1988-04-21 | 日本油脂株式会社 | ドコサヘキサエン酸を含む脂質の製造法 |
JPS63162793A (ja) * | 1986-12-26 | 1988-07-06 | 焼津水産化学工業株式会社 | 脂質の抽出方法 |
JP2963152B2 (ja) * | 1990-06-28 | 1999-10-12 | クロリンエンジニアズ株式会社 | オキアミからの色素の抽出分離方法 |
DE4219360C2 (de) | 1992-06-12 | 1994-07-28 | Milupa Ag | Verfahren zur Gewinnung von Lipiden mit einem hohen Anteil von langkettig-hochungesättigten Fettsäuren |
JPH07107920A (ja) * | 1993-10-12 | 1995-04-25 | Nichiwa Sangyo Kk | 鶏用飼料 |
JPH08198754A (ja) | 1995-01-23 | 1996-08-06 | Yakult Honsha Co Ltd | 脳機能改善剤 |
JP3398248B2 (ja) * | 1995-03-16 | 2003-04-21 | 新日本石油株式会社 | キサントフィル化合物の精製方法 |
JPH09143063A (ja) * | 1995-11-22 | 1997-06-03 | Kose Corp | 外用に適する組成物 |
JPH09308459A (ja) * | 1996-05-20 | 1997-12-02 | Nof Corp | 高度不飽和脂肪酸含有栄養組成物 |
US6055936A (en) * | 1997-01-21 | 2000-05-02 | Collin; Peter Donald | Sea cucumber carotenoid lipid fractions and process |
CA2251265A1 (fr) * | 1998-10-21 | 2000-04-21 | Universite De Sherbrooke | Procede d'extraction des lipides de tissus d'animaux aquatiques produisant un residu deshydrate |
-
1998
- 1998-10-21 CA CA002251265A patent/CA2251265A1/fr not_active Abandoned
-
1999
- 1999-10-21 DK DK99952180T patent/DK1123368T3/da active
- 1999-10-21 BR BRPI9914699-1A patent/BR9914699B1/pt not_active IP Right Cessation
- 1999-10-21 PL PL347396A patent/PL201771B1/pl unknown
- 1999-10-21 AT AT99952180T patent/ATE391763T1/de active
- 1999-10-21 WO PCT/CA1999/000987 patent/WO2000023546A1/fr active Search and Examination
- 1999-10-21 DE DE1999638504 patent/DE69938504T2/de not_active Expired - Lifetime
- 1999-10-21 EP EP99952180A patent/EP1123368B1/fr not_active Expired - Lifetime
- 1999-10-21 UA UA2001042679A patent/UA75029C2/uk unknown
- 1999-10-21 JP JP2000577261A patent/JP4181305B2/ja not_active Expired - Fee Related
- 1999-10-21 ES ES99952180T patent/ES2306527T3/es not_active Expired - Lifetime
- 1999-10-21 KR KR10-2001-7004998A patent/KR100454899B1/ko not_active IP Right Cessation
- 1999-10-21 AU AU64552/99A patent/AU765464B2/en not_active Ceased
- 1999-10-21 PT PT99952180T patent/PT1123368E/pt unknown
- 1999-10-21 RU RU2001113503A patent/RU2236441C2/ru not_active IP Right Cessation
- 1999-10-21 US US09/830,146 patent/US6800299B1/en not_active Expired - Lifetime
- 1999-10-21 CN CNB998124176A patent/CN1269940C/zh not_active Expired - Fee Related
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2001
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- 2001-04-20 ZA ZA200103235A patent/ZA200103235B/en unknown
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2002
- 2002-01-15 HK HK02100272A patent/HK1038765A1/xx not_active IP Right Cessation
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2007
- 2007-11-02 JP JP2007285980A patent/JP5172281B2/ja not_active Expired - Fee Related
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BR9914699A (pt) | 2001-07-10 |
JP2002527604A (ja) | 2002-08-27 |
RU2236441C2 (ru) | 2004-09-20 |
ES2306527T3 (es) | 2008-11-01 |
CN1269940C (zh) | 2006-08-16 |
JP2008150586A (ja) | 2008-07-03 |
HK1038765A1 (en) | 2002-03-28 |
DK1123368T3 (da) | 2008-08-04 |
PL201771B1 (pl) | 2009-05-29 |
EP1123368B1 (fr) | 2008-04-09 |
NO20011915D0 (no) | 2001-04-18 |
CA2251265A1 (fr) | 2000-04-21 |
UA75029C2 (en) | 2006-03-15 |
KR100454899B1 (ko) | 2004-11-06 |
DE69938504D1 (de) | 2008-05-21 |
WO2000023546A1 (fr) | 2000-04-27 |
PT1123368E (pt) | 2008-07-18 |
NO321481B1 (no) | 2006-05-15 |
BR9914699B1 (pt) | 2009-12-01 |
KR20010103615A (ko) | 2001-11-23 |
JP5172281B2 (ja) | 2013-03-27 |
AU6455299A (en) | 2000-05-08 |
AU765464B2 (en) | 2003-09-18 |
DE69938504T2 (de) | 2009-06-10 |
EP1123368A1 (fr) | 2001-08-16 |
JP4181305B2 (ja) | 2008-11-12 |
NO20011915L (no) | 2001-06-21 |
US6800299B1 (en) | 2004-10-05 |
CN1324394A (zh) | 2001-11-28 |
ATE391763T1 (de) | 2008-04-15 |
PL347396A1 (en) | 2002-04-08 |
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