JP2001508812A - 異性体濃縮共役リノール酸組成物 - Google Patents
異性体濃縮共役リノール酸組成物Info
- Publication number
- JP2001508812A JP2001508812A JP55536299A JP55536299A JP2001508812A JP 2001508812 A JP2001508812 A JP 2001508812A JP 55536299 A JP55536299 A JP 55536299A JP 55536299 A JP55536299 A JP 55536299A JP 2001508812 A JP2001508812 A JP 2001508812A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- cla
- food
- acid
- linoleic acid
- 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.)
- Withdrawn
Links
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- 238000006386 neutralization reaction Methods 0.000 description 1
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- JGFMXQLVWUGIPI-UHFFFAOYSA-N octadeca-11,13-dienoic acid Chemical compound CCCCC=CC=CCCCCCCCCCC(O)=O JGFMXQLVWUGIPI-UHFFFAOYSA-N 0.000 description 1
- PJSQIDIRJGWHOB-UHFFFAOYSA-N octadeca-4,6-dienoic acid Chemical compound CCCCCCCCCCCC=CC=CCCC(O)=O PJSQIDIRJGWHOB-UHFFFAOYSA-N 0.000 description 1
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- HACBQSMIIGXKGA-UHFFFAOYSA-N octadeca-7,9-dienoic acid Chemical compound CCCCCCCCC=CC=CCCCCCC(O)=O HACBQSMIIGXKGA-UHFFFAOYSA-N 0.000 description 1
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
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- 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
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
- A61K31/202—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids having three or more double bonds, e.g. linolenic
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/158—Fatty acids; Fats; Products containing oils or fats
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or derivatives thereof
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- C11B3/001—Refining fats or fatty oils by a combination of two or more of the means hereafter
-
- 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
- C11C3/02—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol
-
- 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
- C11C3/14—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by isomerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Polymers & Plastics (AREA)
- Microbiology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Mycology (AREA)
- Zoology (AREA)
- Physical Education & Sports Medicine (AREA)
- Animal Husbandry (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Child & Adolescent Psychology (AREA)
- Rheumatology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Epidemiology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fodder In General (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Fats And Perfumes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Edible Oils And Fats (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/072,421 US6214372B1 (en) | 1998-05-04 | 1998-05-04 | Method of using isomer enriched conjugated linoleic acid compositions |
| US09/072,421 | 1998-05-04 | ||
| US09/072,422 US6060514A (en) | 1998-05-04 | 1998-05-04 | Isomer enriched conjugated linoleic acid compositions |
| US09/072,422 | 1998-05-04 | ||
| PCT/US1999/005807 WO1999056780A1 (en) | 1998-05-04 | 1999-03-17 | Isomer enriched conjugated linoleic acid compositions |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002188786A Division JP2003047439A (ja) | 1998-05-04 | 2002-06-27 | 異性体濃縮共役リノール酸組成物の使用方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2001508812A true JP2001508812A (ja) | 2001-07-03 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55536299A Withdrawn JP2001508812A (ja) | 1998-05-04 | 1999-03-17 | 異性体濃縮共役リノール酸組成物 |
| JP55536399A Pending JP2001508085A (ja) | 1998-05-04 | 1999-03-17 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2001383829A Pending JP2002223722A (ja) | 1998-05-04 | 2001-12-17 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2002188786A Pending JP2003047439A (ja) | 1998-05-04 | 2002-06-27 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2002188788A Pending JP2003113080A (ja) | 1998-05-04 | 2002-06-27 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2003130313A Pending JP2003319759A (ja) | 1998-05-04 | 2003-05-08 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2010119795A Withdrawn JP2010195825A (ja) | 1998-05-04 | 2010-05-25 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2010119924A Withdrawn JP2010259437A (ja) | 1998-05-04 | 2010-05-25 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2013025421A Withdrawn JP2013106613A (ja) | 1998-05-04 | 2013-02-13 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2013054623A Withdrawn JP2013165717A (ja) | 1998-05-04 | 2013-03-18 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2014187525A Pending JP2015037410A (ja) | 1998-05-04 | 2014-09-16 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2014187486A Pending JP2015044810A (ja) | 1998-05-04 | 2014-09-16 | 異性体濃縮共役リノール酸組成物の使用方法 |
Family Applications After (11)
| Application Number | Title | Priority Date | Filing Date |
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| JP55536399A Pending JP2001508085A (ja) | 1998-05-04 | 1999-03-17 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2001383829A Pending JP2002223722A (ja) | 1998-05-04 | 2001-12-17 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2002188786A Pending JP2003047439A (ja) | 1998-05-04 | 2002-06-27 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2002188788A Pending JP2003113080A (ja) | 1998-05-04 | 2002-06-27 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2003130313A Pending JP2003319759A (ja) | 1998-05-04 | 2003-05-08 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2010119795A Withdrawn JP2010195825A (ja) | 1998-05-04 | 2010-05-25 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2010119924A Withdrawn JP2010259437A (ja) | 1998-05-04 | 2010-05-25 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2013025421A Withdrawn JP2013106613A (ja) | 1998-05-04 | 2013-02-13 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2013054623A Withdrawn JP2013165717A (ja) | 1998-05-04 | 2013-03-18 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2014187525A Pending JP2015037410A (ja) | 1998-05-04 | 2014-09-16 | 異性体濃縮共役リノール酸組成物の使用方法 |
| JP2014187486A Pending JP2015044810A (ja) | 1998-05-04 | 2014-09-16 | 異性体濃縮共役リノール酸組成物の使用方法 |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US6225486B1 (enExample) |
| EP (2) | EP0954983B1 (enExample) |
| JP (12) | JP2001508812A (enExample) |
| KR (2) | KR100402040B1 (enExample) |
| AT (2) | ATE313274T1 (enExample) |
| AU (2) | AU747057B2 (enExample) |
| CA (2) | CA2293336C (enExample) |
| DE (2) | DE69936484T2 (enExample) |
| DK (2) | DK0954983T3 (enExample) |
| ES (2) | ES2286867T3 (enExample) |
| IN (1) | IN214289B (enExample) |
| MX (2) | MX234917B (enExample) |
| NO (2) | NO332473B1 (enExample) |
| WO (2) | WO1999056780A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002539807A (ja) * | 1999-03-30 | 2002-11-26 | ウイスコンシン アラムナイ リサーチ フオンデーシヨン | 体脂肪レベル、飼料効率、または体重増加を選択的に変化させる方法 |
| JP2006517237A (ja) * | 2002-09-24 | 2006-07-20 | ナチュラル エイエスエイ | 共役リノール酸組成物 |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7101914B2 (en) * | 1998-05-04 | 2006-09-05 | Natural Asa | Isomer enriched conjugated linoleic acid compositions |
| FR2784268B1 (fr) * | 1998-10-12 | 2000-12-29 | Gervais Danone Sa | Nouvelle composition alimentaire, a base de matiere issue du lait, sous la forme d'une emulsion huile dans eau |
| GB9828380D0 (en) * | 1998-12-22 | 1999-02-17 | Unilever Plc | Skin lightening composition |
| JP4565750B2 (ja) * | 1999-04-27 | 2010-10-20 | 株式会社ヤクルト本社 | 共役リノール酸エステルの製造法 |
| JP3207823B2 (ja) | 1999-04-28 | 2001-09-10 | リノール油脂株式会社 | 共役リノール酸を有効成分とする褐色脂肪増加剤 |
| US6420577B1 (en) * | 1999-12-01 | 2002-07-16 | Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of Agriculture | Method for commercial preparation of conjugated linoleic acid |
| JP4262382B2 (ja) * | 2000-02-03 | 2009-05-13 | 株式会社ヤクルト本社 | 共役脂肪酸グリセリド含有発酵食品及びその製造法 |
| WO2001060331A2 (en) * | 2000-02-15 | 2001-08-23 | Zen-Bio, Inc. | Compositions for preventing cellulite in mammalian skin |
| CA2404799C (en) * | 2000-04-06 | 2007-08-07 | Conlinco, Inc. | Conjugated linoleic acid compositions |
| US20030149288A1 (en) * | 2000-04-18 | 2003-08-07 | Natural Asa | Conjugated linoleic acid powder |
| JP5258134B2 (ja) * | 2000-04-18 | 2013-08-07 | エイカー バイオマリン アーエスアー | 共役リノール酸粉末 |
| US6380409B1 (en) * | 2000-04-24 | 2002-04-30 | Conlin Co., Inc. | Methods for preparing CLA isomers |
| US7025984B1 (en) * | 2000-06-26 | 2006-04-11 | The Procter & Gamble Company | Compositions and methods for body weight management |
| AU2005242170B2 (en) * | 2000-06-26 | 2008-12-18 | The Procter & Gamble Company | Compositions and methods for body weight management |
| US6809115B2 (en) * | 2000-09-21 | 2004-10-26 | Nutrition 21, Inc. | Methods and compositions for the treatment of diabetes, the reduction of body fat, improvement of insulin sensitivity, reduction of hyperglycemia, and reduction of hypercholesterolemia with chromium complexes, conjugated fatty acids, and/or conjugated fatty alcohols |
| WO2002041706A2 (en) * | 2000-11-21 | 2002-05-30 | Alpha Foods Ingredients, Inc. | Bioactive compositions comprising conjugated linoleic acid glycerides and methods for producing bioactive conjugated linoleic acid |
| GB0105622D0 (en) | 2001-03-07 | 2001-04-25 | Natural Asa | Compositions |
| CA2442106A1 (en) * | 2001-03-29 | 2002-10-10 | Basf Aktiengesellschaft | Conjugated unsaturated glyceride mixtures and a method for producing the same |
| KR20020081632A (ko) * | 2001-04-19 | 2002-10-30 | (주)라이브맥스 | Cla가 함유된 재구성 지질의 제조방법 및 이용방법 |
| US6677470B2 (en) | 2001-11-20 | 2004-01-13 | Natural Asa | Functional acylglycerides |
| DE10158046A1 (de) * | 2001-11-27 | 2003-06-05 | Basf Ag | Formulierung für den Einsatz in Lebensmitteln, Nahrungsergänzungsmitteln, Futtermitteln, Futterzusatzstoffen, pharmazeutischen und kosmetischen Zubereitungen sowie Verfahren zu deren Herstellung |
| WO2003061402A2 (en) * | 2002-01-22 | 2003-07-31 | Mars, Incorporated | Reduction of renal damage in companion animals |
| US20030138547A1 (en) * | 2002-01-22 | 2003-07-24 | Mars, Incorporated | Weight management system for animals |
| DE10219781A1 (de) | 2002-05-03 | 2003-11-13 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von konjugierten Linolsäureglyceriden |
| DE10236086A1 (de) * | 2002-08-07 | 2004-02-19 | Cognis Deutschland Gmbh & Co. Kg | Verfahren zur Herstellung von konjugierter Linolsäure |
| US20040044079A1 (en) * | 2002-09-04 | 2004-03-04 | The Iams Company | Methods and compositions for weight control |
| US7244874B2 (en) * | 2002-09-17 | 2007-07-17 | The Regents Of The University Of California | Stearoyl CoA desaturase transgenic non-human animals |
| WO2004048504A2 (en) * | 2002-11-26 | 2004-06-10 | George Washington University | Method and composition with conjugated linoleic acid esters |
| JP4510045B2 (ja) * | 2003-01-31 | 2010-07-21 | 日清オイリオグループ株式会社 | 共役リノール酸異性体の精製方法およびその用途 |
| JP2004248671A (ja) * | 2003-01-31 | 2004-09-09 | Rinoru Oil Mills Co Ltd | 共役リノール酸異性体の精製方法およびその用途 |
| WO2004096748A1 (en) * | 2003-04-25 | 2004-11-11 | Ilshinwells Co., Ltd. | Preparation method of conjugated linoleic acid diglycerides |
| US6897327B2 (en) * | 2003-05-08 | 2005-05-24 | Stepan Company | Manufacture of conjugated linoleic salts and acids |
| US20040228948A1 (en) * | 2003-05-16 | 2004-11-18 | Kennelly John J. | Increasing the concentration of conjugated linoleic acid isomers in the milk fat and/or tissue fat of ruminants |
| US20050069593A1 (en) * | 2003-09-29 | 2005-03-31 | Life Time Fitness, Inc. | Nutritional supplement containing 7-Keto-DHEA and conjugated linoleic acid |
| EP1541040A1 (de) * | 2003-12-04 | 2005-06-15 | Cognis Iberia S.L | Zubereitung zur oralen Aufnahme (VI) enthaltend einen Extrakt oder Wirkstoffe der Pflanze Medicago sativa |
| AU2003299920A1 (en) * | 2003-12-23 | 2005-08-03 | Stepan Company | Production and purification of esters of conjugated linoleic acids |
| US20050215641A1 (en) * | 2004-03-10 | 2005-09-29 | Asgeir Saebo | Compositions comprising reverse isomers of conjugated linoleic acid |
| US7767713B2 (en) * | 2004-08-05 | 2010-08-03 | Palo Alto Investors | Linoleic acid active agents for enhancing probability of becoming pregnant |
| EP1627565A1 (en) * | 2004-08-10 | 2006-02-22 | Consejo Superior de Investigaciones Cientificas (CSIC) | Use of flavanol derivatives for the cryopreservation of living cells |
| ES2258928A1 (es) * | 2005-02-25 | 2006-09-01 | Aceites Borges Pont, S.A. | Composicion a base de aceites vegetales y acido linoleico conjugado. |
| DE602006016476D1 (de) * | 2005-12-05 | 2010-10-07 | Stepan Co | Verfahren zur herstellung von konjugierter linolsäure und derivaten davon aus ricinolsäure |
| WO2007118614A1 (en) * | 2006-04-13 | 2007-10-25 | Lipid Nutrition B.V. | Process for producing isomer enriched conjugated linoleic acid compositions |
| JP5099808B2 (ja) * | 2006-05-29 | 2012-12-19 | 独立行政法人農業・食品産業技術総合研究機構 | 脂質代謝改善用組成物 |
| DE102007009649A1 (de) * | 2007-02-26 | 2008-08-28 | Beiersdorf Ag | Nahrungsergänzungsmittel zur Pflege und/oder Verschönerung der Haut |
| JP2008237032A (ja) * | 2007-03-23 | 2008-10-09 | Ezaki Glico Co Ltd | 高嗜好性食品 |
| CN101686696A (zh) * | 2007-04-24 | 2010-03-31 | 脂质营养品有限公司 | 低糖酸奶 |
| KR100809411B1 (ko) * | 2007-08-31 | 2008-03-05 | (주)에이치케이바이오텍 | 체지방감소용 조성물 |
| ES2430200T3 (es) * | 2007-10-29 | 2013-11-19 | Stepan Specialty Products, Llc | Composición de aderezo |
| KR101482775B1 (ko) * | 2010-08-25 | 2015-01-16 | 이화여자대학교 산학협력단 | 운데실렌산 및/또는 공액리놀렌산을 포함하는 퇴행성 신경질환의 예방 또는 치료용 조성물 |
| WO2012026663A1 (ko) * | 2010-08-25 | 2012-03-01 | 이화여자대학교 산학협력단 | 운데실렌산, 공액리놀레산 및/또는 공액리놀레산 이성질체를 포함하는 항암보조제 |
| AU2014228387B2 (en) | 2013-03-11 | 2016-09-01 | Sciadonics, Inc. | Lipid compositions containing bioactive fatty acids |
| CN120240575A (zh) * | 2014-03-13 | 2025-07-04 | 巴斯夫欧洲公司 | 富含瘤胃不稳定成分的颗粒的反刍动物饲料 |
| KR101907438B1 (ko) * | 2016-12-08 | 2018-10-15 | 현대오트론 주식회사 | 차량용 게이트웨이의 주기 메시지 송수신 방법 |
| CN112451512A (zh) * | 2020-11-26 | 2021-03-09 | 青海省人民医院 | 一种药物组合物及其治疗骨质疏松的用途 |
| CN116618414A (zh) * | 2023-05-25 | 2023-08-22 | 贵州民族大学 | 一种餐厨垃圾全量资源化利用方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3729379A (en) | 1971-08-31 | 1973-04-24 | Us Agriculture | Hydroxy-conjugated fatty acids |
| US4164505A (en) | 1977-07-08 | 1979-08-14 | Sylvachem Corporation | Flow process for conjugating unconjugated unsaturation of fatty acids |
| US5208356A (en) | 1989-02-17 | 1993-05-04 | Wisconsin Alumni Research Foundation | Octadecadienoic phospholipic esters, antioxidant and mold inhibiting compositions |
| GB2240051B (en) | 1990-01-18 | 1993-04-14 | Pall Corp | Cylindrical filters and their manufacture |
| US5674901A (en) | 1995-06-01 | 1997-10-07 | Wisconsin Alumni Research Foundation | Methods of treating animals to maintain or increase CD-4 and CD-8 cell populations |
| US5428072A (en) * | 1992-04-29 | 1995-06-27 | Wisconsin Alumni Research Foundation | Method of increasing the efficiency of feed conversion in animals |
| US5554646A (en) * | 1992-04-29 | 1996-09-10 | Wisconsin Alumni Research Foundation | Method for reducing body fat in animals |
| US5430066A (en) | 1992-04-29 | 1995-07-04 | Wisconsin Alumni Research Foundation | Methods for preventing weight loss, reduction in weight gain, and anorexia due to immune stimulation |
| US5814663A (en) | 1994-08-29 | 1998-09-29 | Wisconsin Alumni Research Foundation | Method for maintaining an existing level of body fat |
| US5760082C1 (en) | 1994-08-29 | 2001-03-06 | Wisconsin Alumni Res Found | Dietetic foods containing conjugated linoleic acids |
| US5856149A (en) | 1995-06-01 | 1999-01-05 | Wisconsin Alumni Research Foundation | Method of producing conjugated fatty acids |
| DE69615513T2 (de) | 1995-11-14 | 2002-05-08 | Unilever N.V., Rotterdam | Essbarer Brotaufstrich |
| KR100300826B1 (ko) * | 1995-11-14 | 2001-08-31 | 씨.지. 온닝크 | 장쇄다불포화지방산을다량함유한물질의제조방법 |
| US5585400A (en) | 1996-02-27 | 1996-12-17 | Wisconsin Alumni Research Foundation | Methods of attenuating the allergic response in animals |
| US5804210A (en) | 1996-08-07 | 1998-09-08 | Wisconsin Alumni Research Foundation | Methods of treating animals to maintain or enhance bone mineral content and compositions for use therein |
| US5760083A (en) | 1996-08-07 | 1998-06-02 | Wisconsin Alumni Research Foundation | Use of CLA to reduce the incidence of valgus and varus leg deforomities in poultry |
| JP3017108B2 (ja) | 1996-10-30 | 2000-03-06 | リノール油脂株式会社 | 共役リノール酸の製造方法 |
| US5855917A (en) | 1996-12-04 | 1999-01-05 | Wisconsin Alumni Research Foundation | Method for controlling body fat and/or body weight in animals and pharmaceutical compositions for use therein comprising 20-carbon conjugated unsaturated fatty acids |
| US5851572A (en) | 1997-04-25 | 1998-12-22 | Wisconsin Alumni Research Foundation | Method of increasing fat firmness and improving meat quality in animals with conjugated linolenic acid |
| DE19718245C5 (de) | 1997-04-30 | 2004-11-11 | Cognis Deutschland Gmbh & Co. Kg | Synthetische Triglyceride auf Basis konjugierter Linolsäure, Verfahren zu deren Herstellung und deren Verwendung |
| SE9704584L (sv) * | 1997-12-05 | 1999-07-19 | Lennart Bjoerck | Framställning av konjugerad linolsyra |
| US6015833A (en) | 1998-03-17 | 2000-01-18 | Conlinco., Inc. | Conjugated linoleic acid compositions |
-
1999
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002539807A (ja) * | 1999-03-30 | 2002-11-26 | ウイスコンシン アラムナイ リサーチ フオンデーシヨン | 体脂肪レベル、飼料効率、または体重増加を選択的に変化させる方法 |
| JP2006517237A (ja) * | 2002-09-24 | 2006-07-20 | ナチュラル エイエスエイ | 共役リノール酸組成物 |
| JP2011190451A (ja) * | 2002-09-24 | 2011-09-29 | Aker Biomarine Asa | 共役リノール酸組成物 |
| JP2014159580A (ja) * | 2002-09-24 | 2014-09-04 | Aker Biomarine Asa | 共役リノール酸組成物 |
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