JP2010532418A5 - - Google Patents
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- JP2010532418A5 JP2010532418A5 JP2010515186A JP2010515186A JP2010532418A5 JP 2010532418 A5 JP2010532418 A5 JP 2010532418A5 JP 2010515186 A JP2010515186 A JP 2010515186A JP 2010515186 A JP2010515186 A JP 2010515186A JP 2010532418 A5 JP2010532418 A5 JP 2010532418A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- ester
- polyunsaturated fatty
- fatty acid
- composition
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 claims description 86
- 238000000034 method Methods 0.000 claims description 84
- 150000002148 esters Chemical class 0.000 claims description 71
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims description 65
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound 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 claims description 38
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 27
- YUFFSWGQGVEMMI-JLNKQSITSA-N (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O YUFFSWGQGVEMMI-JLNKQSITSA-N 0.000 claims description 26
- 125000004494 ethyl ester group Chemical group 0.000 claims description 22
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims description 20
- 229940090949 docosahexaenoic acid Drugs 0.000 claims description 19
- 235000021294 Docosapentaenoic acid Nutrition 0.000 claims description 17
- 244000005700 microbiome Species 0.000 claims description 15
- 150000003626 triacylglycerols Chemical class 0.000 claims description 15
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims description 12
- 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 claims description 12
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 12
- 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 11
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims description 11
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims description 11
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims description 11
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims description 9
- 229960004488 linolenic acid Drugs 0.000 claims description 9
- 125000005233 alkylalcohol group Chemical group 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 206010012289 Dementia Diseases 0.000 claims description 6
- 235000021342 arachidonic acid Nutrition 0.000 claims description 6
- 229940114079 arachidonic acid Drugs 0.000 claims description 6
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims description 6
- 241000199914 Dinophyceae Species 0.000 claims description 5
- 238000004061 bleaching Methods 0.000 claims description 4
- 238000004332 deodorization Methods 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 238000007670 refining Methods 0.000 claims description 4
- 241000894006 Bacteria Species 0.000 claims description 3
- 241000195493 Cryptophyta Species 0.000 claims description 3
- 241000233866 Fungi Species 0.000 claims description 3
- OPGOLNDOMSBSCW-CLNHMMGSSA-N Fursultiamine hydrochloride Chemical compound Cl.C1CCOC1CSSC(\CCO)=C(/C)N(C=O)CC1=CN=C(C)N=C1N OPGOLNDOMSBSCW-CLNHMMGSSA-N 0.000 claims description 3
- 108010030975 Polyketide Synthases Proteins 0.000 claims description 3
- 150000004703 alkoxides Chemical class 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- VZCCETWTMQHEPK-UHFFFAOYSA-N gamma-Linolensaeure Natural products CCCCCC=CCC=CCC=CCCCCC(O)=O VZCCETWTMQHEPK-UHFFFAOYSA-N 0.000 claims description 3
- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 claims description 3
- 235000020664 gamma-linolenic acid Nutrition 0.000 claims description 3
- 229960002733 gamolenic acid Drugs 0.000 claims description 3
- 238000012239 gene modification Methods 0.000 claims description 3
- 230000005017 genetic modification Effects 0.000 claims description 3
- 235000013617 genetically modified food Nutrition 0.000 claims description 3
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical group [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 3
- JIWBIWFOSCKQMA-UHFFFAOYSA-N stearidonic acid Natural products CCC=CCC=CCC=CCC=CCCCCC(O)=O JIWBIWFOSCKQMA-UHFFFAOYSA-N 0.000 claims description 3
- 238000011282 treatment Methods 0.000 claims description 3
- 241000199913 Crypthecodinium Species 0.000 claims description 2
- 239000006186 oral dosage form Substances 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- DVSZKTAMJJTWFG-SKCDLICFSA-N (2e,4e,6e,8e,10e,12e)-docosa-2,4,6,8,10,12-hexaenoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C=C\C=C\C=C\C(O)=O DVSZKTAMJJTWFG-SKCDLICFSA-N 0.000 claims 1
- GZJLLYHBALOKEX-UHFFFAOYSA-N 6-Ketone, O18-Me-Ussuriedine Natural products CC=CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O GZJLLYHBALOKEX-UHFFFAOYSA-N 0.000 claims 1
- KAUVQQXNCKESLC-UHFFFAOYSA-N docosahexaenoic acid (DHA) Natural products COC(=O)C(C)NOCC1=CC=CC=C1 KAUVQQXNCKESLC-UHFFFAOYSA-N 0.000 claims 1
- 150000004665 fatty acids Chemical group 0.000 description 14
- SOQKXJABGLKWQX-UHFFFAOYSA-N octacosa-4,7,10,13,16,19,22,25-octaenoic acid Chemical compound CCC=CCC=CCC=CCC=CCC=CCC=CCC=CCC=CCCC(O)=O SOQKXJABGLKWQX-UHFFFAOYSA-N 0.000 description 8
- 241000196324 Embryophyta Species 0.000 description 6
- 241001465754 Metazoa Species 0.000 description 6
- 150000004671 saturated fatty acids Chemical class 0.000 description 6
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 3
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 description 2
- 241001133760 Acoelorraphe Species 0.000 description 2
- 235000017060 Arachis glabrata Nutrition 0.000 description 2
- 244000105624 Arachis hypogaea Species 0.000 description 2
- 235000010777 Arachis hypogaea Nutrition 0.000 description 2
- 235000018262 Arachis monticola Nutrition 0.000 description 2
- 240000004355 Borago officinalis Species 0.000 description 2
- 235000007689 Borago officinalis Nutrition 0.000 description 2
- 241000219198 Brassica Species 0.000 description 2
- 235000003351 Brassica cretica Nutrition 0.000 description 2
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 2
- 240000002791 Brassica napus Species 0.000 description 2
- 235000006008 Brassica napus var napus Nutrition 0.000 description 2
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 2
- 235000003343 Brassica rupestris Nutrition 0.000 description 2
- 244000188595 Brassica sinapistrum Species 0.000 description 2
- 244000020518 Carthamus tinctorius Species 0.000 description 2
- 235000003255 Carthamus tinctorius Nutrition 0.000 description 2
- 244000045195 Cicer arietinum Species 0.000 description 2
- 235000010523 Cicer arietinum Nutrition 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 241000219146 Gossypium Species 0.000 description 2
- 244000020551 Helianthus annuus Species 0.000 description 2
- 235000003222 Helianthus annuus Nutrition 0.000 description 2
- 235000014647 Lens culinaris subsp culinaris Nutrition 0.000 description 2
- 244000043158 Lens esculenta Species 0.000 description 2
- 235000004431 Linum usitatissimum Nutrition 0.000 description 2
- 240000006240 Linum usitatissimum Species 0.000 description 2
- 241000235575 Mortierella Species 0.000 description 2
- 208000012902 Nervous system disease Diseases 0.000 description 2
- 244000061176 Nicotiana tabacum Species 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- 241000219925 Oenothera Species 0.000 description 2
- 235000004496 Oenothera biennis Nutrition 0.000 description 2
- 240000007817 Olea europaea Species 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 241000233671 Schizochytrium Species 0.000 description 2
- 244000042324 Trifolium repens Species 0.000 description 2
- 235000013540 Trifolium repens var repens Nutrition 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 238000004807 desolvation Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 235000004426 flaxseed Nutrition 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000010460 mustard Nutrition 0.000 description 2
- 235000020232 peanut Nutrition 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- 241000256111 Aedes <genus> Species 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 241001467333 Thraustochytriaceae Species 0.000 description 1
- 241000233675 Thraustochytrium Species 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US94728407P | 2007-06-29 | 2007-06-29 | |
| PCT/US2008/068613 WO2009006317A1 (en) | 2007-06-29 | 2008-06-27 | Production and purification of esters of polyunsaturated fatty acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010532418A JP2010532418A (ja) | 2010-10-07 |
| JP2010532418A5 true JP2010532418A5 (https=) | 2011-08-18 |
Family
ID=40226489
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010515186A Pending JP2010532418A (ja) | 2007-06-29 | 2008-06-27 | 多価不飽和脂肪酸のエステルの製造方法および精製方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US20090023808A1 (https=) |
| EP (1) | EP2173699A4 (https=) |
| JP (1) | JP2010532418A (https=) |
| CN (1) | CN101796014A (https=) |
| AU (2) | AU2008269989B2 (https=) |
| CA (1) | CA2692355C (https=) |
| MX (2) | MX374545B (https=) |
| WO (1) | WO2009006317A1 (https=) |
Families Citing this family (61)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0613358A8 (pt) * | 2005-07-08 | 2017-12-26 | Dsm Ip Assets Bv | ácidos de gordura poli - insaturada para o tratamento da demência e condições relacionadas à pré-demência |
| AU2008269989B2 (en) * | 2007-06-29 | 2014-02-27 | Dsm Ip Assets B.V. | Production and purification of esters of polyunsaturated fatty acids |
| WO2009018230A1 (en) * | 2007-07-27 | 2009-02-05 | Solix Biofuels, Inc. | Continuous algal biodiesel production facility |
| WO2010088700A1 (en) * | 2009-02-02 | 2010-08-05 | Martek Biosciences Corporation | Methods for improving cognitive function and decreasing heart rate |
| WO2011006144A1 (en) | 2009-07-10 | 2011-01-13 | Martek Biosciences Corporation | Methods of treating and preventing neurological disorders using docosahexaenoic acid |
| DE102009038354B4 (de) * | 2009-08-21 | 2018-09-20 | Auto-Kabel Management Gmbh | Batteriepolklemme |
| US20110082205A1 (en) * | 2009-10-01 | 2011-04-07 | Panker Cynthia A | Docosahexaenoic Acid Gel Caps |
| US20110257267A1 (en) * | 2009-10-13 | 2011-10-20 | Kevin Hadley | Reducing the Risk of Pathological Effects of Traumatic Brain Injury |
| US9247547B2 (en) * | 2009-10-15 | 2016-01-26 | Qualcomm Incorporated | Downlink and uplink resource element mapping for carrier extension |
| EP2519332B1 (en) | 2009-12-30 | 2014-03-05 | BASF Pharma (Callanish) Limited | Simulated moving bed chromatographic separation process for the purification of polyunsaturated fatty acids |
| WO2011097273A1 (en) * | 2010-02-02 | 2011-08-11 | Martek Biosciences Corporation | Methods and compositions for treating non-alcoholic fatty liver disease with docosahexaenoic acid and n-acetyl lcystenine |
| US8372465B2 (en) | 2010-02-17 | 2013-02-12 | Bunge Oils, Inc. | Oil compositions of stearidonic acid |
| JP5936234B2 (ja) | 2010-04-09 | 2016-06-22 | ディーエスエム アイピー アセッツ ビー．ブイ． | 多価不飽和脂肪酸を含有する油を含有する熱安定性水中油エマルジョン |
| SG185578A1 (en) | 2010-06-14 | 2013-01-30 | Io Mega Holding Corp | Methods for the production of algae derived oils |
| RU2575928C2 (ru) * | 2010-09-03 | 2016-02-27 | СТЕПАН СПЕШИАЛТИ ПРОДАКТС, ЭлЭлСи | Удаление галогенорганических и оксирановых соединений из потоков сложных эфиров карбоновых кислот |
| GB201111594D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | New improved process |
| GB201111595D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | Improved process |
| GB201111589D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | New modified process |
| GB201111591D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | Further new process |
| GB201111601D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | New process |
| US20140323569A1 (en) * | 2011-07-21 | 2014-10-30 | Krishna Raman | Microbial oils enriched in polyunsaturated fatty acids |
| WO2013024174A1 (en) | 2011-08-18 | 2013-02-21 | Dsm Ip Assets B.V. | Dha triglyceride, dha free fatty acid, and dha ethyl ester emulsions, and methods of treating spinal cord injury |
| PL2773216T3 (pl) | 2011-11-01 | 2021-05-04 | Dsm Ip Assets B.V. | Stabilny oksydacyjnie olej zawierający wielonienasycone kwasy tłuszczowe |
| DK2858496T3 (da) * | 2012-05-10 | 2023-07-24 | Solutex Na Llc | Olier med anti-inflammatorisk aktivitet, som indeholder naturlige specialiserede pro-afhjælpningsmediatorer og deres forløbere |
| FR2991337B1 (fr) * | 2012-05-29 | 2016-09-02 | Roquette Freres | Procede continu d'enrichissement en esters ethyliques de dha d'une huile produite par des microalgues |
| GB201300354D0 (en) | 2013-01-09 | 2013-02-20 | Basf Pharma Callanish Ltd | Multi-step separation process |
| PE20151724A1 (es) * | 2013-03-13 | 2015-12-11 | Dsm Nutritional Products Ag | Recuperacion de urea y aceite a partir de un complejo urea/aceite |
| WO2014152283A1 (en) | 2013-03-15 | 2014-09-25 | Heliae Development, Llc | Direct transesterification of algal biomass for synthesis of fatty acid ethyl esters (faee) |
| 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 |
| PL3077489T3 (pl) | 2013-12-04 | 2021-11-08 | Nippon Suisan Kaisha, Ltd. | Olej drobnoustrojowy zawierający kwas dihomo-gamma-linolenowy i biomasa drobnoustrojowa zawierająca kwas dihomo-gamma-linolenowy |
| EP3118186B1 (fr) | 2013-12-11 | 2022-02-09 | Novasep Process | Installation chromatographique de production d acides gras polyinsatures |
| FR3014436B1 (fr) * | 2013-12-11 | 2016-10-21 | Novasep Process | Procede de purification chromatographique d'un acide gras |
| BR112016015718B1 (pt) | 2014-01-07 | 2021-12-07 | Novasep Process Solutions | Processo de purificação de aminoácidos aromáticos |
| CN105779123B (zh) * | 2014-08-06 | 2020-03-10 | 石家庄搏澳增塑材料科技有限公司 | 氯化胆碱法解包尿素-饱和脂肪酸甲酯包合物的清洁工艺 |
| CN105566103B (zh) | 2014-10-13 | 2019-02-19 | 浙江医药股份有限公司新昌制药厂 | 一种甘油酯型多不饱和脂肪酸的制备方法 |
| AU2016262315B2 (en) * | 2015-05-13 | 2020-09-03 | Epax Norway As | Very long chain polyunsaturated fatty acids from natural oils |
| MX390089B (es) | 2015-08-25 | 2025-03-20 | Dsm Ip Assets Bv | Composiciones de aceite refinado y métodos para su elaboración. |
| US10653703B2 (en) | 2015-09-03 | 2020-05-19 | Solutex Na Llc | Compositions comprising omega-3 fatty acids, 17-HDHA and 18-HEPE and methods of using same |
| AU2016336354B2 (en) | 2015-10-05 | 2021-04-15 | Dsm Ip Assets B.V. | Oil compositions and methods of making |
| KR101815110B1 (ko) | 2015-10-16 | 2018-01-10 | 에이케이 앤 엠엔 바이오팜 주식회사 | 오메가-7계 불포화 지방산의 정제공정 |
| JP6998935B2 (ja) | 2016-07-13 | 2022-01-18 | エボニック オペレーションズ ゲーエムベーハー | 溶解された脂質含有バイオマスから脂質を分離する方法 |
| RU2744913C2 (ru) | 2016-12-27 | 2021-03-17 | Эвоник Оперейшенс ГмбХ | Способ выделения липидов из липидсодержащей биомассы |
| WO2019030147A1 (en) | 2017-08-07 | 2019-02-14 | Dsm Ip Assets B.V. | PROCESS FOR PRODUCTION OF CONCENTRATED OILS OF POLYUNSATURATED FATTY ACIDS |
| EP3470502A1 (en) | 2017-10-13 | 2019-04-17 | Evonik Degussa GmbH | Method of separating lipids from a lysed lipids containing biomass |
| EP3527664A1 (en) | 2018-02-15 | 2019-08-21 | Evonik Degussa GmbH | Method of isolating lipids from a lipids containing biomass |
| EP3794097B1 (en) | 2018-05-15 | 2024-10-23 | Evonik Operations GmbH | Method of isolating lipids from a lipids containing biomass with aid of hydrophobic silica |
| WO2019219396A1 (en) | 2018-05-15 | 2019-11-21 | Evonik Operations Gmbh | Method of isolating lipids from a lysed lipids containing biomass by emulsion inversion |
| EP3586641A1 (en) * | 2018-06-21 | 2020-01-01 | Nuseed Pty Ltd | Dha enriched polyunsaturated fatty acid compositions |
| EP3586642A1 (en) | 2018-06-21 | 2020-01-01 | Nuseed Pty Ltd | Ala enriched polyunsaturated fatty acid compositions |
| EP3586640A1 (en) * | 2018-06-21 | 2020-01-01 | Nuseed Pty Ltd | Dha enriched polyunsaturated fatty acid compositions |
| EP3586643A1 (en) | 2018-06-21 | 2020-01-01 | Nuseed Pty Ltd | Dha enriched polyunsaturated fatty acid compositions |
| CN109061000A (zh) * | 2018-09-13 | 2018-12-21 | 中国科学院海洋研究所 | 一种衍生化处理植物油脂的混合液及其衍生化方法和应用 |
| CN109337939B (zh) * | 2018-09-30 | 2021-07-27 | 河北康睿达脂质有限公司 | 一种多不饱和脂肪酸结构脂质的制备方法 |
| NO20181574A1 (en) * | 2018-12-06 | 2020-06-08 | Epax Norway As | Very long chain fatty acids |
| 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 |
| RU2709620C1 (ru) * | 2019-07-01 | 2019-12-19 | Федеральное государственное автономное образовательное учреждение высшего образования "Новосибирский национальный исследовательский государственный университет" (Новосибирский государственный университет, НГУ) | Водная эмульсия на основе диметоксинитробензиловых эфиров арахидоновой кислоты |
| FR3108622B1 (fr) | 2020-03-27 | 2024-08-23 | Polaris | Procédé de fractionnement d’acides gras à deux carbones de différence par distillation moléculaire |
| LU102019B1 (de) * | 2020-08-26 | 2022-02-28 | K D Pharma Bexbach Gmbh | Verfahren zur Herstellung von Öl aus einem Mikroalgenerzeugnis |
| WO2025114579A2 (en) | 2023-12-01 | 2025-06-05 | Tate & Lyle Solutions Usa Llc | Methods of processing an oil composition |
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-
2008
- 2008-06-27 AU AU2008269989A patent/AU2008269989B2/en not_active Ceased
- 2008-06-27 EP EP08781103.0A patent/EP2173699A4/en not_active Ceased
- 2008-06-27 MX MX2015006380A patent/MX374545B/es unknown
- 2008-06-27 MX MX2010000263A patent/MX2010000263A/es active IP Right Grant
- 2008-06-27 US US12/163,555 patent/US20090023808A1/en not_active Abandoned
- 2008-06-27 WO PCT/US2008/068613 patent/WO2009006317A1/en not_active Ceased
- 2008-06-27 JP JP2010515186A patent/JP2010532418A/ja active Pending
- 2008-06-27 CA CA2692355A patent/CA2692355C/en active Active
- 2008-06-27 CN CN200880104965A patent/CN101796014A/zh active Pending
-
2009
- 2009-12-29 US US12/649,178 patent/US20110098356A1/en not_active Abandoned
-
2014
- 2014-01-13 US US14/154,140 patent/US9796658B2/en not_active Expired - Fee Related
- 2014-05-27 AU AU2014202880A patent/AU2014202880B2/en not_active Ceased
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