JP2014510165A5 - - Google Patents
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- JP2014510165A5 JP2014510165A5 JP2013553593A JP2013553593A JP2014510165A5 JP 2014510165 A5 JP2014510165 A5 JP 2014510165A5 JP 2013553593 A JP2013553593 A JP 2013553593A JP 2013553593 A JP2013553593 A JP 2013553593A JP 2014510165 A5 JP2014510165 A5 JP 2014510165A5
- Authority
- JP
- Japan
- Prior art keywords
- oil
- microbial biomass
- acid
- fraction
- epa
- 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.)
- Granted
Links
- 239000002028 Biomass Substances 0.000 claims description 24
- 230000000813 microbial effect Effects 0.000 claims description 24
- 150000002632 lipids Chemical class 0.000 claims description 12
- 244000005700 microbiome Species 0.000 claims description 8
- 238000000526 short-path distillation Methods 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 3
- 238000005453 pelletization Methods 0.000 claims description 3
- 239000003921 oil Substances 0.000 description 33
- 238000000034 method Methods 0.000 description 25
- 239000000203 mixture Substances 0.000 description 14
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 13
- MBMBGCFOFBJSGT-KUBAVDMBSA-N docosahexaenoic acid Natural products CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 11
- 229930182558 Sterol Natural products 0.000 description 10
- 239000008188 pellet Substances 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 150000003432 sterols Chemical class 0.000 description 10
- 235000003702 sterols Nutrition 0.000 description 10
- 239000012141 concentrate Substances 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 235000020669 docosahexaenoic acid Nutrition 0.000 description 8
- 241000235013 Yarrowia Species 0.000 description 4
- 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 description 4
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 4
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 150000003904 phospholipids Chemical class 0.000 description 4
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 4
- OILXMJHPFNGGTO-UHFFFAOYSA-N (22E)-(24xi)-24-methylcholesta-5,22-dien-3beta-ol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(C)C(C)C)C1(C)CC2 OILXMJHPFNGGTO-UHFFFAOYSA-N 0.000 description 3
- 229920000064 Ethyl eicosapentaenoic acid Polymers 0.000 description 3
- YLKFDHTUAUWZPQ-UHFFFAOYSA-N N-Nitrosodi-n-propylamine Chemical compound CCCN(N=O)CCC YLKFDHTUAUWZPQ-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229940090949 docosahexaenoic acid Drugs 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 238000003801 milling Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 150000003626 triacylglycerols Chemical class 0.000 description 3
- 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 description 2
- OQMZNAMGEHIHNN-UHFFFAOYSA-N 7-Dehydrostigmasterol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CC(CC)C(C)C)CCC33)C)C3=CC=C21 OQMZNAMGEHIHNN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 235000021294 Docosapentaenoic acid Nutrition 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 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 description 2
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- SSQPWTVBQMWLSZ-AAQCHOMXSA-N ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate Chemical compound CCOC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC SSQPWTVBQMWLSZ-AAQCHOMXSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 2
- XSXIVVZCUAHUJO-AVQMFFATSA-N (11e,14e)-icosa-11,14-dienoic acid Chemical compound CCCCC\C=C\C\C=C\CCCCCCCCCC(O)=O XSXIVVZCUAHUJO-AVQMFFATSA-N 0.000 description 1
- RQOCXCFLRBRBCS-UHFFFAOYSA-N (22E)-cholesta-5,7,22-trien-3beta-ol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CCC(C)C)CCC33)C)C3=CC=C21 RQOCXCFLRBRBCS-UHFFFAOYSA-N 0.000 description 1
- FPRKGXIOSIUDSE-SYACGTDESA-N (2z,4z,6z,8z)-docosa-2,4,6,8-tetraenoic acid Chemical compound CCCCCCCCCCCCC\C=C/C=C\C=C/C=C\C(O)=O FPRKGXIOSIUDSE-SYACGTDESA-N 0.000 description 1
- HOBAELRKJCKHQD-UHFFFAOYSA-N (8Z,11Z,14Z)-8,11,14-eicosatrienoic acid Natural products CCCCCC=CCC=CCC=CCCCCCCC(O)=O HOBAELRKJCKHQD-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- OILXMJHPFNGGTO-NRHJOKMGSA-N Brassicasterol Natural products O[C@@H]1CC=2[C@@](C)([C@@H]3[C@H]([C@H]4[C@](C)([C@H]([C@@H](/C=C/[C@H](C(C)C)C)C)CC4)CC3)CC=2)CC1 OILXMJHPFNGGTO-NRHJOKMGSA-N 0.000 description 1
- SGNBVLSWZMBQTH-FGAXOLDCSA-N Campesterol Natural products O[C@@H]1CC=2[C@@](C)([C@@H]3[C@H]([C@H]4[C@@](C)([C@H]([C@H](CC[C@H](C(C)C)C)C)CC4)CC3)CC=2)CC1 SGNBVLSWZMBQTH-FGAXOLDCSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- BDCFUHIWJODVNG-UHFFFAOYSA-N Desmosterol Natural products C1C=C2CC(O)C=CC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 BDCFUHIWJODVNG-UHFFFAOYSA-N 0.000 description 1
- 235000021298 Dihomo-γ-linolenic acid Nutrition 0.000 description 1
- 235000021292 Docosatetraenoic acid Nutrition 0.000 description 1
- 235000021297 Eicosadienoic acid Nutrition 0.000 description 1
- DNVPQKQSNYMLRS-NXVQYWJNSA-N Ergosterol Natural products CC(C)[C@@H](C)C=C[C@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C DNVPQKQSNYMLRS-NXVQYWJNSA-N 0.000 description 1
- 241000195620 Euglena Species 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 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 description 1
- 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 description 1
- BTEISVKTSQLKST-UHFFFAOYSA-N Haliclonasterol Natural products CC(C=CC(C)C(C)(C)C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC12C BTEISVKTSQLKST-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 241000233654 Oomycetes Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241001466451 Stramenopiles Species 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- OILXMJHPFNGGTO-ZRUUVFCLSA-N UNPD197407 Natural products C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)C=C[C@H](C)C(C)C)[C@@]1(C)CC2 OILXMJHPFNGGTO-ZRUUVFCLSA-N 0.000 description 1
- HZYXFRGVBOPPNZ-UHFFFAOYSA-N UNPD88870 Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)=CCC(CC)C(C)C)C1(C)CC2 HZYXFRGVBOPPNZ-UHFFFAOYSA-N 0.000 description 1
- 241000235015 Yarrowia lipolytica Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 235000021342 arachidonic acid Nutrition 0.000 description 1
- 229940114079 arachidonic acid Drugs 0.000 description 1
- 229940076810 beta sitosterol Drugs 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- OILXMJHPFNGGTO-ZAUYPBDWSA-N brassicasterol 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)/C=C/[C@H](C)C(C)C)[C@@]1(C)CC2 OILXMJHPFNGGTO-ZAUYPBDWSA-N 0.000 description 1
- 235000004420 brassicasterol Nutrition 0.000 description 1
- SGNBVLSWZMBQTH-PODYLUTMSA-N campesterol 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)CC[C@@H](C)C(C)C)[C@@]1(C)CC2 SGNBVLSWZMBQTH-PODYLUTMSA-N 0.000 description 1
- 235000000431 campesterol Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 238000005056 compaction Methods 0.000 description 1
- AVSXSVCZWQODGV-DPAQBDIFSA-N desmosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCC=C(C)C)C)[C@@]1(C)CC2 AVSXSVCZWQODGV-DPAQBDIFSA-N 0.000 description 1
- HOBAELRKJCKHQD-QNEBEIHSSA-N dihomo-γ-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O HOBAELRKJCKHQD-QNEBEIHSSA-N 0.000 description 1
- IQLUYYHUNSSHIY-HZUMYPAESA-N eicosatetraenoic acid Chemical compound CCCCCCCCCCC\C=C\C=C\C=C\C=C\C(O)=O IQLUYYHUNSSHIY-HZUMYPAESA-N 0.000 description 1
- DNVPQKQSNYMLRS-SOWFXMKYSA-N ergosterol Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H](CC[C@]3([C@H]([C@H](C)/C=C/[C@@H](C)C(C)C)CC[C@H]33)C)C3=CC=C21 DNVPQKQSNYMLRS-SOWFXMKYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- VZCCETWTMQHEPK-UHFFFAOYSA-N gamma-Linolensaeure Natural products CCCCCC=CCC=CCC=CCCCCC(O)=O VZCCETWTMQHEPK-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 235000020664 gamma-linolenic acid Nutrition 0.000 description 1
- 229960002733 gamolenic acid Drugs 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 235000020660 omega-3 fatty acid Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol 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)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 1
- 229950005143 sitosterol Drugs 0.000 description 1
- NLQLSVXGSXCXFE-UHFFFAOYSA-N sitosterol Natural products CC=C(/CCC(C)C1CC2C3=CCC4C(C)C(O)CCC4(C)C3CCC2(C)C1)C(C)C NLQLSVXGSXCXFE-UHFFFAOYSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- JIWBIWFOSCKQMA-UHFFFAOYSA-N stearidonic acid Natural products CCC=CCC=CCC=CCC=CCCCCC(O)=O JIWBIWFOSCKQMA-UHFFFAOYSA-N 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol 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)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 235000016831 stigmasterol Nutrition 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000004808 supercritical fluid chromatography Methods 0.000 description 1
- 125000005457 triglyceride group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161441849P | 2011-02-11 | 2011-02-11 | |
| US201161441842P | 2011-02-11 | 2011-02-11 | |
| US201161441854P | 2011-02-11 | 2011-02-11 | |
| US201161441836P | 2011-02-11 | 2011-02-11 | |
| US61/441,842 | 2011-02-11 | ||
| US61/441,854 | 2011-02-11 | ||
| US61/441,836 | 2011-02-11 | ||
| US61/441,849 | 2011-02-11 | ||
| US201161487019P | 2011-05-17 | 2011-05-17 | |
| US61/487,019 | 2011-05-17 | ||
| PCT/US2012/024662 WO2012109545A2 (en) | 2011-02-11 | 2012-02-10 | Method for obtaining a lipid-containing composition from microbial biomass |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014510165A JP2014510165A (ja) | 2014-04-24 |
| JP2014510165A5 true JP2014510165A5 (enExample) | 2015-03-26 |
| JP6061866B2 JP6061866B2 (ja) | 2017-01-18 |
Family
ID=46639218
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013553593A Expired - Fee Related JP6061866B2 (ja) | 2011-02-11 | 2012-02-10 | 微生物バイオマスから脂質含有組成物を得る方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US8999663B2 (enExample) |
| EP (1) | EP2672833A4 (enExample) |
| JP (1) | JP6061866B2 (enExample) |
| CN (1) | CN103841825B (enExample) |
| CA (2) | CA2825039C (enExample) |
| WO (1) | WO2012109545A2 (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103282474A (zh) * | 2010-04-22 | 2013-09-04 | 纳幕尔杜邦公司 | 从微生物生物质中获得包含多不饱和脂肪酸的组合物的方法 |
| ES2857173T3 (es) * | 2011-07-21 | 2021-09-28 | Dsm Ip Assets Bv | Aceites microbianos enriquecidos en ácidos grasos poliinsaturados |
| MX372724B (es) | 2012-12-24 | 2020-06-19 | Qualitas Health Inc | Formulaciones de acido eicosapentaenoico (epa). |
| JP6824038B2 (ja) | 2013-12-04 | 2021-02-03 | 日本水産株式会社 | ジホモ−γ−リノレン酸含有微生物油及びジホモ−γ−リノレン酸含有微生物菌体 |
| CL2013003813A1 (es) * | 2013-12-31 | 2014-06-06 | Univ Pontificia Catolica Chile | Procedimiento para la obtención de carotenoides (en particular astaxantina) a partir de un sustrato de microalgas en polvo, el que se comprime para formar pellets, los cuales son sometidos a extracción por dioxido de carbono (co2) supercrítico. |
| WO2016043251A1 (ja) | 2014-09-17 | 2016-03-24 | 日本水産株式会社 | エイコサペンタエン酸アルキルエステルを含有する組成物及びその製造方法 |
| CA2958439C (en) | 2014-10-02 | 2022-09-20 | Evonik Industries Ag | Feedstuff of high abrasion resistance and good stability in water, containing pufas |
| BR112017006838B1 (pt) | 2014-10-02 | 2021-07-06 | Evonik Operations Gmbh | Processo para produzir um alimento para animais compreendendo biomassa contendo pufa, alimento para animais e método para criar animais |
| DK3200606T3 (da) * | 2014-10-02 | 2021-06-21 | Evonik Operations Gmbh | Fremgangsmåde til fremstilling af et fodermiddel, der indeholder pufa'er, ved ekstrusion af en biomasse, der indeholder pufa'er, af typen labyrinthulomycetes |
| BR112017005388B1 (pt) | 2014-10-02 | 2022-09-13 | Evonik Operations Gmbh | Alimento para animais contendo biomassa de aurantiochytrium |
| WO2016065231A1 (en) * | 2014-10-24 | 2016-04-28 | Trustees Of Dartmouth College | Aquaculture feed formulation and aquaculture product produced with the same |
| MX2017009646A (es) * | 2015-01-26 | 2017-10-24 | Roquette Freres | Metodo para preparar una harina de microalgas trituradas rica en lipidos. |
| EP3307701A4 (en) * | 2015-06-15 | 2019-01-30 | White Dog Labs, Inc. | METHOD FOR MANUFACTURING ONE OR MORE OIL-SOLUBLE BIOLOGICAL PRODUCTS |
| CN106433944A (zh) * | 2015-08-05 | 2017-02-22 | 嘉必优生物技术（武汉）股份有限公司 | 一种富含磷脂型多不饱和脂肪酸的微生物油脂的制备方法 |
| CN104962590B (zh) * | 2015-08-05 | 2018-08-17 | 嘉必优生物技术（武汉）股份有限公司 | 一种微生物来源的磷脂型多不饱和脂肪酸油脂及制备方法 |
| CN107778337B (zh) * | 2016-08-26 | 2020-12-08 | 国投生物科技投资有限公司 | 超临界二氧化碳萃取螺旋藻中糖脂的方法 |
| CA3094044C (en) * | 2018-03-16 | 2023-07-18 | Ricoh Company, Ltd. | Method of producing extract and extraction residue of biological material, extract, and extraction residue |
| WO2020186128A1 (en) * | 2019-03-14 | 2020-09-17 | Dsm Ip Assets B.V. | Methods of obtaining lipids from a microbial cell composition |
| FI131688B1 (en) * | 2019-06-12 | 2025-09-17 | Aurotec Gmbh | Thin-film treatment apparatus |
| MX2022009806A (es) * | 2020-02-10 | 2022-10-03 | C16 Biosciences Inc | Sustitutos de aceite de palma producidos microbialmente. |
| CN111822716A (zh) * | 2020-07-21 | 2020-10-27 | 泉州华大超硬工具科技有限公司 | 一种新型工艺串珠的制备方法 |
| JP7653446B2 (ja) * | 2020-10-02 | 2025-03-28 | 日本たばこ産業株式会社 | たばこシート |
| EP4243627A4 (en) * | 2020-11-12 | 2024-10-16 | C16 Biosciences, Inc. | Edible microbial oil |
| WO2022104063A2 (en) * | 2020-11-12 | 2022-05-19 | C16 Biosciences, Inc. | Personal care compositions comprising microbially produced oil |
| CN118434429A (zh) * | 2021-10-17 | 2024-08-02 | 利库德有限公司 | 含八氢番茄红素的油树脂和组合物 |
Family Cites Families (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4675132A (en) | 1985-03-28 | 1987-06-23 | The United States Of America As Represented By The Secretary Of Commerce | Polyunsaturated fatty acids from fish oils |
| IT1205043B (it) | 1987-05-28 | 1989-03-10 | Innova Di Ridolfi Flora & C S | Procedimento per l'estrazione di esteri di acidi grassi poliinsaturi da olii di pesce e composizioni farmaceutiche e dietetiche contenenti detti esteri |
| GB2218984B (en) * | 1988-05-27 | 1992-09-23 | Renafield Limited | Process for preparing high-concentration mixtures of polyunsaturated fatty acids & their esters and their prophylactic or therapeutic uses |
| JPH0611793B2 (ja) * | 1989-08-17 | 1994-02-16 | 旭化成工業株式会社 | 微粒化セルロース系素材の懸濁液及びその製造方法 |
| EP0442184A1 (en) | 1990-02-15 | 1991-08-21 | Campbell Soup Company | Production of low cholesterol animal fat by short path distillation |
| US20050027004A1 (en) * | 1993-06-09 | 2005-02-03 | Martek Biosciences Corporation | Methods of treating senile dementia and Alzheimer's diseases using docosahexaenoic acid and arachidonic acid compositions |
| ZA964248B (en) | 1995-06-23 | 1997-11-27 | Du Pont | Uniform mixtures of pesticidal granules. |
| EP1506996A3 (en) * | 1996-03-28 | 2006-06-14 | DSM IP Assets B.V. | Preparation of microbial polyunsaturated fatty acid containing oil from pasteurised biomass |
| CN102351678A (zh) * | 1996-03-28 | 2012-02-15 | Dsmip资产有限公司 | 粒状微生物生物质的制备及其有价值的化合物的分离方法 |
| US6255505B1 (en) | 1996-03-28 | 2001-07-03 | Gist-Brocades, B.V. | Microbial polyunsaturated fatty acid containing oil from pasteurised biomass |
| JP2000510513A (ja) | 1996-05-15 | 2000-08-15 | ヒスト―ブロカデス・ベスローテン・フェンノートシャップ | 低ステロール且つ高トリグリセライドの微生物性油を得るための極性溶媒によるステロール抽出 |
| US5786188A (en) * | 1996-06-05 | 1998-07-28 | The United States Of America As Represented By The Secretary Of Agriculture | Fungal inoculum preparation |
| AU725220B2 (en) | 1997-03-14 | 2000-10-05 | E.I. Du Pont De Nemours And Company | Apparatus for breaking and separating particles |
| TW533235B (en) | 1997-06-11 | 2003-05-21 | Idemitsu Petrochemical Co | Method for extracting fat-soluble components from microbial cells |
| SE0001386L (sv) | 2000-04-13 | 2001-10-14 | Net Insight Ab | Method and apparatus for data transfer between circuit switched and packet switched environments |
| EP1178118A1 (en) * | 2000-08-02 | 2002-02-06 | Dsm N.V. | Isolation of microbial oils |
| EP2261312A1 (en) | 2001-12-12 | 2010-12-15 | Martek Biosciences Corporation | Extraction and Winterization of Lipids from Oilseed and Microbial Sources |
| DK1513941T3 (en) * | 2002-06-19 | 2016-04-18 | Dsm Ip Assets Bv | PREPARATION OF MICROBIAL OILS CONTAINING MULTI-Saturated FAT ACIDS |
| FI116627B (fi) * | 2002-11-01 | 2006-01-13 | Danisco | Menetelmä triglyseridien rasvahappoketjukoostumuksen säätelemiseksi sekä niiden käyttö |
| US8313911B2 (en) | 2003-05-07 | 2012-11-20 | E I Du Pont De Nemours And Company | Production of polyunsaturated fatty acids in oleaginous yeasts |
| US7238482B2 (en) | 2003-05-07 | 2007-07-03 | E. I. Du Pont De Nemours And Company | Production of polyunsaturated fatty acids in oleaginous yeasts |
| US7550286B2 (en) | 2004-11-04 | 2009-06-23 | E. I. Du Pont De Nemours And Company | Docosahexaenoic acid producing strains of Yarrowia lipolytica |
| WO2006136539A1 (en) | 2005-06-23 | 2006-12-28 | Dsm Ip Assets B.V. | Process for obtaining lipid from cells |
| MY139389A (en) | 2005-07-20 | 2009-09-30 | Malaysian Palm Oil Board Mpob | Production of edible oil with high diglyceride content |
| US7977498B2 (en) * | 2005-08-26 | 2011-07-12 | Ocean Nutrition Canada Limited | Reduction of sterols and other compounds from oils |
| WO2007061742A1 (en) | 2005-11-23 | 2007-05-31 | E. I. Du Pont De Nemours And Company | Delta-9 elongases and their use in making polyunsaturated fatty acids |
| US7695950B2 (en) | 2006-05-17 | 2010-04-13 | E. I. Du Pont De Nemours And Company | Δ5 desaturase and its use in making polyunsaturated fatty acids |
| US7678560B2 (en) | 2006-05-17 | 2010-03-16 | E.I. Du Pont De Nemours And Company | Δ 5 desaturase and its use in making polyunsaturated fatty acids |
| WO2008054565A1 (en) | 2006-10-30 | 2008-05-08 | E. I. Du Pont De Nemours And Company | Δ17 desaturase and its use in making polyunsaturated fatty acids |
| DK2129777T3 (en) | 2007-04-03 | 2016-01-25 | Du Pont | MULTIZYMER AND USE THEREOF FOR THE PRODUCTION OF polyunsaturated fatty acids |
| US7943365B2 (en) | 2007-05-03 | 2011-05-17 | E.I. Du Pont De Nemours And Company | Δ-5 desaturases and their use in making polyunsaturated fatty acids |
| EP2730656A1 (en) * | 2007-05-24 | 2014-05-14 | E. I. du Pont de Nemours and Company | Soybean meal from beans having DGAT genes from yarrowia lipolytica for increased seed storage lipid production and altered fatty acid profiles in soybean |
| WO2009017102A1 (ja) * | 2007-07-30 | 2009-02-05 | Nippon Suisan Kaisha, Ltd. | Epa濃縮油およびdha濃縮油の製造方法 |
| US8323935B2 (en) | 2007-10-03 | 2012-12-04 | E I Du Pont De Nemours And Company | Optimized strains of Yarrowia lipolytica for high eicosapentaenoic acid production |
| US20090155447A1 (en) * | 2007-12-12 | 2009-06-18 | Solae, Llc | Protein extrudates comprising omega-3 fatty acids |
| US20100170144A1 (en) * | 2008-04-09 | 2010-07-08 | Solazyme, Inc. | Hydroprocessing Microalgal Oils |
| GB0813598D0 (en) * | 2008-07-24 | 2008-09-03 | Pharma Marine As | Process |
| DK2324119T3 (en) | 2008-09-19 | 2016-07-18 | Du Pont | Mutant DELTA5 Desaturases AND USE THEREOF FOR THE PRODUCTION OF polyunsaturated fatty acids |
| EP2339925B1 (en) * | 2008-10-14 | 2022-09-21 | Corbion Biotech, Inc. | Food compositions of microalgal biomass |
| CA2744716C (en) | 2008-12-18 | 2017-05-23 | E.I. Du Pont De Nemours And Company | Reducing byproduction of malonates in a fermentation process |
| US8399226B2 (en) * | 2009-06-16 | 2013-03-19 | E I Du Pont De Nemours And Company | High eicosapentaenoic acid oils from improved optimized strains of Yarrowia lipolytica |
| PE20130491A1 (es) | 2009-12-30 | 2013-05-02 | Basf Pharma Callanish Ltd | Proceso simulado de separacion cromatografica de lecho movil para la purificacion de acidos grasos poliinsaturados |
| CN103282474A (zh) | 2010-04-22 | 2013-09-04 | 纳幕尔杜邦公司 | 从微生物生物质中获得包含多不饱和脂肪酸的组合物的方法 |
| JP2014510166A (ja) * | 2011-02-11 | 2014-04-24 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 短行程蒸留を使用する微生物源からのトリグリセリド油の精製 |
-
2012
- 2012-02-10 JP JP2013553593A patent/JP6061866B2/ja not_active Expired - Fee Related
- 2012-02-10 CA CA2825039A patent/CA2825039C/en not_active Expired - Fee Related
- 2012-02-10 WO PCT/US2012/024662 patent/WO2012109545A2/en not_active Ceased
- 2012-02-10 CN CN201280007938.5A patent/CN103841825B/zh not_active Expired - Fee Related
- 2012-02-10 CA CA3026436A patent/CA3026436A1/en not_active Abandoned
- 2012-02-10 US US13/370,971 patent/US8999663B2/en not_active Expired - Fee Related
- 2012-02-10 EP EP12744464.4A patent/EP2672833A4/en not_active Withdrawn
-
2015
- 2015-03-10 US US14/643,219 patent/US20150218484A1/en not_active Abandoned
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