IL100732A - Manufacture of oils containing arachidonic acid and preparations containing common oils - Google Patents
Manufacture of oils containing arachidonic acid and preparations containing common oilsInfo
- Publication number
- IL100732A IL100732A IL10073292A IL10073292A IL100732A IL 100732 A IL100732 A IL 100732A IL 10073292 A IL10073292 A IL 10073292A IL 10073292 A IL10073292 A IL 10073292A IL 100732 A IL100732 A IL 100732A
- Authority
- IL
- Israel
- Prior art keywords
- ara
- oil
- weight
- accordance
- epa
- Prior art date
Links
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 title claims abstract description 237
- 235000021342 arachidonic acid Nutrition 0.000 title claims abstract description 117
- 229940114079 arachidonic acid Drugs 0.000 title claims abstract description 117
- 239000000203 mixture Substances 0.000 title claims abstract description 29
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 17
- 239000003921 oil Substances 0.000 title abstract description 49
- 238000000034 method Methods 0.000 claims abstract description 37
- 235000013350 formula milk Nutrition 0.000 claims abstract description 31
- 230000008569 process Effects 0.000 claims abstract description 13
- 241000197220 Pythium insidiosum Species 0.000 claims abstract description 9
- 239000002028 Biomass Substances 0.000 claims description 25
- 230000002538 fungal effect Effects 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 241000907999 Mortierella alpina Species 0.000 claims description 12
- 241000894007 species Species 0.000 claims description 12
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 11
- 239000008103 glucose Substances 0.000 claims description 10
- 235000020256 human milk Nutrition 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 239000002609 medium Substances 0.000 claims description 9
- 230000007170 pathology Effects 0.000 claims description 9
- 241000282412 Homo Species 0.000 claims description 7
- 241000235575 Mortierella Species 0.000 claims description 7
- 241000233639 Pythium Species 0.000 claims description 7
- 230000007812 deficiency Effects 0.000 claims description 7
- 239000002537 cosmetic Substances 0.000 claims description 6
- 239000001963 growth medium Substances 0.000 claims description 6
- 238000003306 harvesting Methods 0.000 claims description 6
- 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 claims description 5
- 229940041514 candida albicans extract Drugs 0.000 claims description 5
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims description 5
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims description 5
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 5
- 239000012138 yeast extract Substances 0.000 claims description 5
- 230000000813 microbial effect Effects 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 230000000474 nursing effect Effects 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 230000012010 growth Effects 0.000 claims description 2
- 150000003626 triacylglycerols Chemical class 0.000 claims description 2
- 230000037366 wrinkle cream Effects 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000006052 feed supplement Substances 0.000 claims 1
- 235000013305 food Nutrition 0.000 claims 1
- 239000000654 additive Substances 0.000 abstract description 8
- 239000002253 acid Substances 0.000 abstract description 7
- 230000000996 additive effect Effects 0.000 abstract description 7
- 235000019198 oils Nutrition 0.000 description 43
- 150000002632 lipids Chemical class 0.000 description 20
- 235000014113 dietary fatty acids Nutrition 0.000 description 13
- 229930195729 fatty acid Natural products 0.000 description 13
- 239000000194 fatty acid Substances 0.000 description 13
- 150000004665 fatty acids Chemical class 0.000 description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 11
- 241000233866 Fungi Species 0.000 description 10
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 239000010779 crude oil Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 235000005911 diet Nutrition 0.000 description 6
- 239000000284 extract Substances 0.000 description 6
- 239000003925 fat Substances 0.000 description 6
- 235000019197 fats Nutrition 0.000 description 6
- 239000002054 inoculum Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000013019 agitation Methods 0.000 description 5
- 230000000378 dietary effect Effects 0.000 description 5
- 235000015872 dietary supplement Nutrition 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 150000003904 phospholipids Chemical class 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 4
- 235000013345 egg yolk Nutrition 0.000 description 4
- 210000002969 egg yolk Anatomy 0.000 description 4
- 238000000855 fermentation Methods 0.000 description 4
- 230000004151 fermentation Effects 0.000 description 4
- 235000020778 linoleic acid Nutrition 0.000 description 4
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 102000002322 Egg Proteins Human genes 0.000 description 3
- 108010000912 Egg Proteins Proteins 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- 229940013317 fish oils Drugs 0.000 description 3
- 210000004251 human milk Anatomy 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000000194 supercritical-fluid extraction Methods 0.000 description 3
- 239000008399 tap water Substances 0.000 description 3
- 235000020679 tap water Nutrition 0.000 description 3
- 241001474374 Blennius Species 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000005273 aeration Methods 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 210000000481 breast Anatomy 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 235000021323 fish oil Nutrition 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 238000011081 inoculation Methods 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- KAQKFAOMNZTLHT-OZUDYXHBSA-N prostaglandin I2 Chemical compound O1\C(=C/CCCC(O)=O)C[C@@H]2[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@@H]21 KAQKFAOMNZTLHT-OZUDYXHBSA-N 0.000 description 2
- 230000009469 supplementation Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- DSNBHJFQCNUKMA-SCKDECHMSA-N thromboxane A2 Chemical compound OC(=O)CCC\C=C/C[C@@H]1[C@@H](/C=C/[C@@H](O)CCCCC)O[C@@H]2O[C@H]1C2 DSNBHJFQCNUKMA-SCKDECHMSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- PQDRWMYDXMMMBP-UHFFFAOYSA-N 2-oxoicosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(=O)C(O)=O PQDRWMYDXMMMBP-UHFFFAOYSA-N 0.000 description 1
- 102100034544 Acyl-CoA 6-desaturase Human genes 0.000 description 1
- 208000012657 Atopic disease Diseases 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108010037138 Linoleoyl-CoA Desaturase Proteins 0.000 description 1
- 241001219224 Mortierella elongata Species 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 241000957545 Pluteus insidiosus Species 0.000 description 1
- 241000206618 Porphyridium Species 0.000 description 1
- 208000003286 Protein-Energy Malnutrition Diseases 0.000 description 1
- 241001622912 Pythium coloratum Species 0.000 description 1
- 241001505297 Pythium irregulare Species 0.000 description 1
- 241000918584 Pythium ultimum Species 0.000 description 1
- 241000206572 Rhodophyta Species 0.000 description 1
- 241001460075 Saprolegnia parasitica Species 0.000 description 1
- 241000533293 Sesbania emerus Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000306282 Umbelopsis isabellina Species 0.000 description 1
- 239000005862 Whey Substances 0.000 description 1
- 102000007544 Whey Proteins Human genes 0.000 description 1
- 108010046377 Whey Proteins Proteins 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- XEYBRNLFEZDVAW-ARSRFYASSA-N dinoprostone Chemical compound CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O XEYBRNLFEZDVAW-ARSRFYASSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 210000003743 erythrocyte Anatomy 0.000 description 1
- 235000004626 essential fatty acids Nutrition 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229960002733 gamolenic acid Drugs 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000019534 high fructose corn syrup Nutrition 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- VNYSSYRCGWBHLG-AMOLWHMGSA-N leukotriene B4 Chemical compound CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O VNYSSYRCGWBHLG-AMOLWHMGSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- 230000008604 lipoprotein metabolism Effects 0.000 description 1
- 235000020978 long-chain polyunsaturated fatty acids Nutrition 0.000 description 1
- 206010026820 marasmus Diseases 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 230000021332 multicellular organism growth Effects 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- -1 oil Chemical class 0.000 description 1
- 210000004789 organ system Anatomy 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 1
- 230000010118 platelet activation Effects 0.000 description 1
- 235000015277 pork Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000013630 prepared media Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000012137 tryptone Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 230000006442 vascular tone Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
- A23C11/00—Milk substitutes, e.g. coffee whitener compositions
- A23C11/02—Milk substitutes, e.g. coffee whitener compositions containing at least one non-milk component as source of fats or proteins
- A23C11/04—Milk substitutes, e.g. coffee whitener compositions containing at least one non-milk component as source of fats or proteins containing non-milk fats but no non-milk proteins
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
-
- 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
- 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
-
- 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
- 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
-
- 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/40—Complete food formulations for specific consumer groups or specific purposes, e.g. infant formula
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
- A61K31/232—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms having three or more double bonds, e.g. etretinate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9728—Fungi, e.g. yeasts
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- 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
-
- 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
- C11B1/104—Production of fats or fatty oils from raw materials by extracting using super critical gases or vapours
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6472—Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2250/00—Food ingredients
- A23V2250/18—Lipids
- A23V2250/186—Fatty acids
- A23V2250/1862—Arachidonic acid
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2250/00—Food ingredients
- A23V2250/20—Natural extracts
- A23V2250/208—Fungi extracts
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Food Science & Technology (AREA)
- Mycology (AREA)
- Wood Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Birds (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Microbiology (AREA)
- Nutrition Science (AREA)
- Zoology (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Dermatology (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Botany (AREA)
- Pediatric Medicine (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Dairy Products (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US64545491A | 1991-01-24 | 1991-01-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
IL100732A0 IL100732A0 (en) | 1992-09-06 |
IL100732A true IL100732A (en) | 1995-06-29 |
Family
ID=24589095
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL10073292A IL100732A (en) | 1991-01-24 | 1992-01-22 | Manufacture of oils containing arachidonic acid and preparations containing common oils |
Country Status (20)
Country | Link |
---|---|
EP (4) | EP1642983B1 (de) |
JP (2) | JPH06505384A (de) |
KR (2) | KR100254300B1 (de) |
AT (4) | ATE510022T1 (de) |
AU (1) | AU661674B2 (de) |
BR (1) | BR9205519A (de) |
CA (1) | CA2101273C (de) |
DE (4) | DE69233689T2 (de) |
DK (3) | DK1801226T3 (de) |
ES (3) | ES2285633T3 (de) |
GR (1) | GR3034953T3 (de) |
HK (1) | HK1106795A1 (de) |
IL (1) | IL100732A (de) |
MX (1) | MX202940B (de) |
NZ (1) | NZ241358A (de) |
OA (1) | OA09909A (de) |
PH (1) | PH11992043811B1 (de) |
RU (1) | RU2120998C1 (de) |
WO (1) | WO1992013086A1 (de) |
ZA (1) | ZA92454B (de) |
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US5658767A (en) * | 1991-01-24 | 1997-08-19 | Martek Corporation | Arachidonic acid and methods for the production and use thereof |
DE69231793T2 (de) * | 1991-01-24 | 2001-11-08 | Martek Corp., Columbia | Mikrobielle öle und ihre verwendungen |
DE4241487C2 (de) * | 1992-12-09 | 1996-07-25 | Indena Spa | Neue Extrakte von Cucurbita sp., Verfahren zu deren Herstellung und deren Verwendung in Arzneimitteln und in der Kosmetik |
ATE264099T1 (de) * | 1993-06-09 | 2004-04-15 | Martek Biosciences Corp | Für die behandlung neurologischer erkrankungen nützliche methoden und pharmazeutische zusammensetzungen |
US5583019A (en) | 1995-01-24 | 1996-12-10 | Omegatech Inc. | Method for production of arachidonic acid |
ES2244970T3 (es) * | 1995-05-30 | 2005-12-16 | Suntory Ltd | Huevos de ave domestica con alto contenido de acidos grasos altamente insaturados, procedimiento para su produccion, y uso uso. |
GB9514649D0 (en) | 1995-07-18 | 1995-09-13 | Zeneca Ltd | Extraction of triglycerides from microorganisms |
ATE315339T1 (de) * | 1996-03-26 | 2006-02-15 | Dsm Ip Assets Bv | Späte zugabe von polyungesättigten fettsäuren in einem herstellungsverfahren von säuglingsnahrung |
US6428832B2 (en) * | 1996-03-26 | 2002-08-06 | Dsm N.V. | Late addition of PUFA in infant formula preparation process |
US6255505B1 (en) | 1996-03-28 | 2001-07-03 | Gist-Brocades, B.V. | Microbial polyunsaturated fatty acid containing oil from pasteurised biomass |
EP2251410A3 (de) * | 1996-03-28 | 2011-09-28 | DSM IP Assets B.V. | Verfahren zur herstellung mikrobieller polyungesättigten fettsäure enthaltend ölaus pasteurisierter biomasse |
DE69711374T3 (de) * | 1996-05-15 | 2007-05-16 | Dsm Ip Assets B.V. | Verfahren zum extrahieren von sterol mit einem polaren lösungsmittel zur herstellung eines mikrobiellen öles mit niedrigem sterolgehalt |
JP3792309B2 (ja) | 1996-08-30 | 2006-07-05 | サントリー株式会社 | 不飽和脂肪酸含有油脂の製造方法 |
JP4633204B2 (ja) * | 1996-10-11 | 2011-02-16 | サントリーホールディングス株式会社 | アラキドン酸含有食用油脂およびそれを含有する食品 |
CN1324981C (zh) * | 1998-06-17 | 2007-07-11 | Dsm公司 | 微生物花生四烯酸在海洋饲料中的应用 |
AU775421B2 (en) | 1998-10-15 | 2004-07-29 | Dsm Ip Assets B.V. | Pufa supplements |
KR100402219B1 (ko) | 1999-10-06 | 2003-10-22 | 캐논 가부시끼가이샤 | 토너, 토너 제조 방법, 화상 형성 방법 및 장치 유니트 |
KR101293135B1 (ko) * | 2000-01-28 | 2013-09-12 | 디에스엠 아이피 어셋츠 비.브이. | 발효기 내에서 진핵 미생물의 고밀도 배양에 의한 고도불포화 지방산을 함유하는 지질의 증진된 생산 방법 |
US6589701B2 (en) | 2000-07-28 | 2003-07-08 | Canon Kabushiki Kaisha | Dry toner, image forming method and process cartridge |
US6537715B2 (en) | 2000-07-28 | 2003-03-25 | Canon Kabushiki Kaisha | Toner, image-forming method and process cartridge |
US6630275B2 (en) | 2001-03-15 | 2003-10-07 | Canon Kabushiki Kaisha | Magnetic toner and process cartridge |
US6803164B2 (en) | 2001-09-12 | 2004-10-12 | Canon Kabushiki Kaisha | Magnetic black toner |
EP1304029A1 (de) | 2001-10-19 | 2003-04-23 | Dsm N.V. | Polyungesättigte Fettsäuren in Eier |
AU2002358164A1 (en) | 2001-12-19 | 2003-06-30 | Dsm Ip Assets B.V. | Compositions with a chicken flavour, use and production thereof |
JP2003262972A (ja) | 2002-03-07 | 2003-09-19 | Canon Inc | 画像形成装置 |
JP4088097B2 (ja) | 2002-04-26 | 2008-05-21 | サントリー株式会社 | 高度不飽和脂肪酸含有脂質の製造方法 |
DE60325590D1 (de) | 2002-06-19 | 2009-02-12 | Dsm Ip Assets Bv | Pasteurisationsverfahren für mikrobielle zellen und mikrobielles öl |
BRPI0311916B1 (pt) | 2002-06-19 | 2020-01-28 | Dsm Ip Assets Bv | processo para a produção de um óleo microbiano compreendendo ácido araquidônico |
CA2498569C (en) | 2002-09-13 | 2016-11-29 | Suntory Limited | Process for production of transesterified oils/fats or triglycerides |
EA039406B1 (ru) * | 2002-12-18 | 2022-01-24 | ДСМ Ай Пи ЭССЕТС Б.В. | Способ пастеризации микробных клеток и масла из микробных клеток |
US9782377B2 (en) | 2003-03-27 | 2017-10-10 | Suntory Holdings Limited | Composition for normalization of infradian rhythm |
GB0311081D0 (en) | 2003-05-14 | 2003-06-18 | Btg Internat Limted | Treatment of neurodegenerative conditions |
CH698539A8 (de) | 2003-08-18 | 2009-10-15 | Btg Int Ltd | Verbindungen mit ungesättigten Fettsäureresten zur Herstellung von Medikamenten zur Behandlung von multipler Sklerose. |
US7847113B2 (en) | 2004-03-01 | 2010-12-07 | Suntory Holdings Limited | Phospholipids including long-chain polyunsaturated fatty acids as constituents, and use of such phospholipids |
GB0504362D0 (en) | 2005-03-02 | 2005-04-06 | Btg Int Ltd | Cytokine modulators |
CA2611324C (en) | 2005-06-07 | 2017-02-14 | Ocean Nutrition Canada Limited | Eukaryotic microorganisms for producing lipids and antioxidants |
WO2008129358A2 (en) | 2006-08-01 | 2008-10-30 | Ocean Nutrition Canada Ltd. | Oil producing microbes and methods of modification thereof |
US8221743B2 (en) | 2006-12-22 | 2012-07-17 | Novozymes A/S | Use of polypeptides against diseases caused by protozoans |
FR2946532B1 (fr) * | 2009-06-16 | 2012-11-30 | Biochimie Appliquee Solabia | Utilisation d'un fermentat de botrytis cinerea pour des applications cutanees |
US9023625B2 (en) | 2010-06-14 | 2015-05-05 | Io-Mega Holding Corporation | Methods for production of algae derived oils |
AU2014229307B2 (en) | 2013-03-13 | 2017-08-31 | Dsm Nutritional Products Ag | Engineering microorganisms |
AR104042A1 (es) | 2015-03-26 | 2017-06-21 | Mara Renewables Corp | Producción de alta densidad de biomasa y aceite utilizando glicerol en bruto |
US9951326B2 (en) | 2015-07-13 | 2018-04-24 | MARA Renewables Corporation | Enhancing microbial metabolism of C5 organic carbon |
US9833393B2 (en) | 2015-09-24 | 2017-12-05 | Elc Management Llc | Method and compositions for treating skin |
US10851395B2 (en) | 2016-06-10 | 2020-12-01 | MARA Renewables Corporation | Method of making lipids with improved cold flow properties |
FR3085962B1 (fr) | 2018-09-14 | 2021-06-18 | Fermentalg | Procede d'extracton d'une huile riche en pufa |
FR3085825B1 (fr) | 2018-09-14 | 2021-07-16 | Fermentalg | Huile de microorganismes riche en acide docosahexaenoique |
EP4033908A1 (de) | 2019-09-24 | 2022-08-03 | Société des Produits Nestlé S.A. | Glycyrrhiza und verhinderung von lc-pufa-oxidation |
CN115768271A (zh) | 2020-06-17 | 2023-03-07 | 雀巢产品有限公司 | 通过来自生咖啡脱咖啡因的侧流产物稳定lc-pufa |
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JP2730081B2 (ja) * | 1988-09-24 | 1998-03-25 | 日本油脂株式会社 | 微生物によるアラキドン酸含有油脂の製造方法 |
DE3920679A1 (de) | 1989-06-23 | 1991-01-10 | Milupa Ag | Fettmischung zur herstellung von nahrungen, insbesondere saeuglingsnahrungen |
US5013569A (en) * | 1990-05-21 | 1991-05-07 | Century Laboratories, Inc. | Infant formula |
-
1992
- 1992-01-11 PH PH43811A patent/PH11992043811B1/en unknown
- 1992-01-22 JP JP4504604A patent/JPH06505384A/ja active Pending
- 1992-01-22 DE DE69233689T patent/DE69233689T2/de not_active Expired - Lifetime
- 1992-01-22 EP EP05077139A patent/EP1642983B1/de not_active Revoked
- 1992-01-22 BR BR9205519A patent/BR9205519A/pt not_active Application Discontinuation
- 1992-01-22 RU RU93054772A patent/RU2120998C1/ru active
- 1992-01-22 CA CA002101273A patent/CA2101273C/en not_active Expired - Lifetime
- 1992-01-22 EP EP92904428A patent/EP0568608B1/de not_active Revoked
- 1992-01-22 DK DK06077261.3T patent/DK1801226T3/da active
- 1992-01-22 DE DE0568608T patent/DE568608T1/de active Pending
- 1992-01-22 KR KR1019930702193A patent/KR100254300B1/ko not_active IP Right Cessation
- 1992-01-22 AT AT06077261T patent/ATE510022T1/de not_active IP Right Cessation
- 1992-01-22 DK DK05077139T patent/DK1642983T3/da active
- 1992-01-22 EP EP06077261A patent/EP1801226B1/de not_active Expired - Lifetime
- 1992-01-22 AT AT92904428T patent/ATE196167T1/de not_active IP Right Cessation
- 1992-01-22 NZ NZ241358A patent/NZ241358A/xx not_active IP Right Cessation
- 1992-01-22 ZA ZA92454A patent/ZA92454B/xx unknown
- 1992-01-22 ES ES05077139T patent/ES2285633T3/es not_active Expired - Lifetime
- 1992-01-22 WO PCT/US1992/000517 patent/WO1992013086A1/en not_active Application Discontinuation
- 1992-01-22 EP EP99204324A patent/EP1001034B1/de not_active Expired - Lifetime
- 1992-01-22 AU AU12355/92A patent/AU661674B2/en not_active Expired
- 1992-01-22 ES ES06077261T patent/ES2366101T3/es not_active Expired - Lifetime
- 1992-01-22 DK DK92904428T patent/DK0568608T3/da active
- 1992-01-22 AT AT05077139T patent/ATE359373T1/de not_active IP Right Cessation
- 1992-01-22 DE DE69231418T patent/DE69231418T2/de not_active Revoked
- 1992-01-22 ES ES92904428T patent/ES2149169T3/es not_active Expired - Lifetime
- 1992-01-22 DE DE69233556T patent/DE69233556T2/de not_active Expired - Fee Related
- 1992-01-22 AT AT99204324T patent/ATE305977T1/de not_active IP Right Cessation
- 1992-01-22 IL IL10073292A patent/IL100732A/en not_active IP Right Cessation
- 1992-01-24 MX MX9200301A patent/MX202940B/es unknown
-
1993
- 1993-07-23 KR KR937002193A patent/KR100302036B1/ko active
- 1993-07-23 OA OA60397A patent/OA09909A/en unknown
-
1998
- 1998-08-26 JP JP24016898A patent/JP3229268B2/ja not_active Ceased
-
2000
- 2000-11-30 GR GR20000402656T patent/GR3034953T3/el not_active IP Right Cessation
-
2007
- 2007-12-19 HK HK07113851.4A patent/HK1106795A1/xx not_active IP Right Cessation
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