JP6501416B2 - 微生物から油を回収する方法 - Google Patents
微生物から油を回収する方法 Download PDFInfo
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- JP6501416B2 JP6501416B2 JP2016540044A JP2016540044A JP6501416B2 JP 6501416 B2 JP6501416 B2 JP 6501416B2 JP 2016540044 A JP2016540044 A JP 2016540044A JP 2016540044 A JP2016540044 A JP 2016540044A JP 6501416 B2 JP6501416 B2 JP 6501416B2
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Classifications
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- 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
- C12P7/6409—Fatty acids
- C12P7/6427—Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
-
- 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
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- 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
- C11B1/02—Pretreatment
- C11B1/025—Pretreatment by enzymes or microorganisms, living or dead
-
- 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
- C11B1/06—Production of fats or fatty oils from raw materials by pressing
-
- 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
- C12P7/6409—Fatty acids
- C12P7/6427—Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
- C12P7/6434—Docosahexenoic acids [DHA]
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- 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
- C12P7/6458—Glycerides by transesterification, e.g. interesterification, ester interchange, alcoholysis or acidolysis
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- 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
- C12P7/6463—Glycerides obtained from glyceride producing microorganisms, e.g. single cell oil
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- 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
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
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Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100051131A (ko) | 2000-01-19 | 2010-05-14 | 마텍 바이오싸이언스스 코포레이션 | 무용매 추출 방법 |
| AU2011261455B2 (en) | 2010-06-01 | 2016-03-24 | Dsm Ip Assets B.V. | Extraction of lipid from cells and products therefrom |
| AU2014369042B2 (en) | 2013-12-20 | 2020-04-30 | Dsm Ip Assets B.V. | Processes for obtaining microbial oil from microbial cells |
| CN105829539B (zh) | 2013-12-20 | 2023-11-10 | 帝斯曼营养品股份公司 | 从微生物中回收油的方法 |
| CA2934490C (en) | 2013-12-20 | 2022-05-03 | Dsm Ip Assets B.V. | Processes for obtaining microbial oil from microbial cells |
| EP3082794B1 (en) | 2013-12-20 | 2024-05-08 | DSM IP Assets B.V. | Processes for obtaining microbial oil from microbial cells |
| CN106029624B (zh) | 2013-12-20 | 2021-12-07 | 帝斯曼知识产权资产管理有限公司 | 用于从微生物细胞获得微生物油的方法 |
| MX388703B (es) | 2013-12-20 | 2025-03-20 | Dsm Ip Assets Bv | Procedimientos para obtener aceite microbiano a partir de células microbianas. |
| US10851395B2 (en) | 2016-06-10 | 2020-12-01 | MARA Renewables Corporation | Method of making lipids with improved cold flow properties |
| AU2017297752B2 (en) * | 2016-07-13 | 2021-09-23 | Dsm Ip Assets B.V. | Method for isolating lipids from lipid-containing cells |
| US20190249108A1 (en) * | 2016-07-13 | 2019-08-15 | Stephen Robert Cherinko | Method for extracting a microbial oil comprising polyunsaturated fatty acids from a fermentation broth containing oleaginous microorganisms |
| 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 |
| WO2018015925A1 (en) | 2016-07-20 | 2018-01-25 | MARA Renewables Corporation | Flowable crude microbial oil and method of production |
| WO2018015926A1 (en) | 2016-07-20 | 2018-01-25 | MARA Renewables Corporation | A two-step fractionation method for winterizing oil. |
| EP3562925B1 (en) | 2016-12-27 | 2021-03-10 | Evonik Operations GmbH | Method of isolating lipids from a lipids containing biomass |
| US10787625B2 (en) | 2017-07-12 | 2020-09-29 | Bunge Global Innovation Llc | Process for extraction of oil from algal biomass |
| 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 |
| CA3101855C (en) | 2018-05-15 | 2023-06-20 | Evonik Operations Gmbh | Method of isolating lipids from a lipids containing biomass with aid of hydrophobic silica |
| BR112020023222A2 (pt) * | 2018-05-15 | 2021-03-23 | Evonik Operations Gmbh | método de isolamento de lipídios a partir de uma biomassa contendo lipídios lisados por inversão por emulsão |
| CN108949337A (zh) * | 2018-08-06 | 2018-12-07 | 湖北欣和生物科技有限公司 | 一种微生物毛油的提取方法 |
| CN109181843B (zh) * | 2018-08-20 | 2020-08-11 | 梁云 | 在线加热分离微生物油脂的装置和方法以及微生物油脂 |
| 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 |
| MX2021004051A (es) | 2018-11-02 | 2021-06-04 | Mara Renewables Corp | Aceite de algas con valor nutricional mejorado. |
| AU2021230099A1 (en) * | 2020-03-06 | 2022-09-22 | The Protein Brewery B.V. | Pasteurisation of microbial biomass suitable for food applications |
| BR112022019834A2 (pt) | 2020-04-03 | 2022-12-06 | Mara Renewables Corp | Óleo microbiano, e, método de compor uma biomassa |
| KR102755998B1 (ko) | 2021-11-08 | 2025-01-15 | 씨제이제일제당 (주) | 세포 내 오일 추출이 용이한 신규한 스키조키트리움 속 균주 및 이를 이용한 오메가3를 함유한 오일 생산방법 |
| EP4265707A1 (en) * | 2022-04-21 | 2023-10-25 | Indian Oil Corporation Limited | A method for fatty acid alkyl ester synthesis and their extraction from oleaginous microbes |
Family Cites Families (96)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2753362A (en) | 1951-05-18 | 1956-07-03 | Standard Brands Inc | Process of extracting lipids from plant and animal tissue |
| GB808128A (en) | 1955-12-01 | 1959-01-28 | Nat Res Dev | A method of increasing the fatty contents of such micro-organisms as yeasts, bacteria and moulds |
| US3089821A (en) | 1959-10-28 | 1963-05-14 | Merck & Co Inc | Process for the preparation of lipids |
| DE2056896B2 (de) | 1970-02-18 | 1979-12-06 | Veb Schwermaschinenbau Kombinat Ernst Thaelmann Magdeburg, Ddr 3011 Magdeburg | Verfahren zur gleichzeitigen Gewinnung von Fett und Protein aus pflanzlichen, ölhaltigen Rohstoffen und Zwischenprodukten |
| US4504473A (en) | 1982-06-30 | 1985-03-12 | Ribi Immunochem Research, Inc. | Pyridine soluble extract of a microorganism |
| DE3248167A1 (de) | 1982-12-27 | 1984-06-28 | Wintershall Ag, 3100 Celle | Trehaloselipidtetraester |
| US4792418A (en) | 1985-08-14 | 1988-12-20 | Century Laboratories, Inc. | Method of extraction and purification of polyunsaturated fatty acids from natural sources |
| DK199887D0 (da) | 1987-04-15 | 1987-04-15 | Danisco Bioteknologi As | Gaerstamme |
| FR2621327B1 (fr) | 1987-10-06 | 1990-01-05 | Commissariat Energie Atomique | Procede de production et d'extraction de polysaccharides a partir d'une culture de porphyridium cruentum et dispositif pour la mise en oeuvre du procede |
| US5130242A (en) | 1988-09-07 | 1992-07-14 | Phycotech, Inc. | Process for the heterotrophic production of microbial products with high concentrations of omega-3 highly unsaturated fatty acids |
| US5340594A (en) | 1988-09-07 | 1994-08-23 | Omegatech Inc. | Food product having high concentrations of omega-3 highly unsaturated fatty acids |
| US6451567B1 (en) | 1988-09-07 | 2002-09-17 | Omegatech, Inc. | Fermentation process for producing long chain omega-3 fatty acids with euryhaline microorganisms |
| US5340742A (en) | 1988-09-07 | 1994-08-23 | Omegatech Inc. | Process for growing thraustochytrium and schizochytrium using non-chloride salts to produce a microfloral biomass having omega-3-highly unsaturated fatty acids |
| US20060094089A1 (en) | 1988-09-07 | 2006-05-04 | Martek Biosciences Corporation | Process for the heterotrophic production of microbial products with high concentrations of omega-3 highly unsaturated fatty acids |
| US5173409A (en) | 1989-12-08 | 1992-12-22 | Ecogen Inc. | Recovery of bt endotoxin protein from lysed cell mixtures |
| FR2656874B1 (fr) | 1990-01-11 | 1992-04-03 | Commissariat Energie Atomique | Procede de production et d'extraction d'anti-oxydants a partir d'une culture de micro-organismes et photobioreacteur pour la mise en óoeuvre de ce procede. |
| US5407957A (en) | 1990-02-13 | 1995-04-18 | Martek Corporation | Production of docosahexaenoic acid by dinoflagellates |
| EP1832181A3 (en) | 1991-01-24 | 2010-03-31 | Martek Biosciences Corporation | Microbial oil mixtures and uses thereof |
| US5658767A (en) | 1991-01-24 | 1997-08-19 | Martek Corporation | Arachidonic acid and methods for the production and use thereof |
| US6270828B1 (en) | 1993-11-12 | 2001-08-07 | Cargrill Incorporated | Canola variety producing a seed with reduced glucosinolates and linolenic acid yielding an oil with low sulfur, improved sensory characteristics and increased oxidative stability |
| FR2686619B1 (fr) | 1992-01-28 | 1995-07-13 | Commissariat Energie Atomique | Procede de production selective de lipides poly-insatures a partir d'une culture de micro-algues du type porphyridium et cuve utilisee dans ce procede. |
| US5476787A (en) | 1992-04-24 | 1995-12-19 | Director-General Of Agency Of Industrial Science And Technology | Method of removing nitrogen impurities from water using hydrocarbon-producing microalga |
| DE4219360C2 (de) | 1992-06-12 | 1994-07-28 | Milupa Ag | Verfahren zur Gewinnung von Lipiden mit einem hohen Anteil von langkettig-hochungesättigten Fettsäuren |
| AU7053494A (en) | 1993-06-04 | 1995-01-03 | Martek Biosciences Corporation | Method of treating coronary vascular disease using docosahexaenoic acid |
| 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 |
| EP0707487B1 (en) | 1993-06-09 | 2004-04-14 | Martek Biosciences Corporation | Methods and pharmaceutical compositions useful for treating neurological disorders |
| WO1996005278A1 (de) | 1994-08-16 | 1996-02-22 | Dr. Frische Gmbh | Verfahren zur gewinnung von nicht wasserlöslichen, nativen produkten aus nativen stoffgemengen mit hilfe der zentrifugalkraft |
| JPH08163990A (ja) | 1994-12-14 | 1996-06-25 | Kawasaki Steel Corp | 油脂含有藻体およびそれから得られる油脂の製造方法 |
| AU5346296A (en) | 1995-04-17 | 1996-11-07 | Japan As Represented By Director-General Of Agency Of Industrial Science And Technology | Novel microorganisms capable of producing highly unsaturated fatty acids and process for producing highly unsaturated fa tty acids by using the microorganisms |
| ES2130515T3 (es) | 1995-05-04 | 1999-07-01 | Nestle Sa | Procedimiento para fraccionar acidos grasos. |
| AU6252196A (en) | 1995-06-07 | 1996-12-30 | Martek Biosciences Corporation | Methods for controlling highly unsaturated fatty acid content in various tissues |
| JPH0975000A (ja) | 1995-07-07 | 1997-03-25 | Nisshin Oil Mills Ltd:The | 母子栄養用油脂含有飲食物 |
| GB9514649D0 (en) * | 1995-07-18 | 1995-09-13 | Zeneca Ltd | Extraction of triglycerides from microorganisms |
| JP3985035B2 (ja) | 1995-09-14 | 2007-10-03 | 独立行政法人産業技術総合研究所 | （ｎ−６）系ドコサペンタエン酸含有油脂ならびに該油脂の製造方法および用途 |
| US6255505B1 (en) | 1996-03-28 | 2001-07-03 | Gist-Brocades, B.V. | Microbial polyunsaturated fatty acid containing oil from pasteurised biomass |
| US20030143659A1 (en) | 1996-03-28 | 2003-07-31 | Hendrik Louis Bijl | Process for the preparation of a granular microbial biomass and isolation of a compound thereform |
| EP1506996A3 (en) | 1996-03-28 | 2006-06-14 | DSM IP Assets B.V. | Preparation of microbial polyunsaturated fatty acid containing oil from pasteurised biomass |
| EP1369474A1 (en) | 1996-03-28 | 2003-12-10 | DSM IP Assets B.V. | Process for the preparation of a granular microbial biomass and isolation of valuable compounds therefrom |
| WO1998001536A1 (en) | 1996-07-03 | 1998-01-15 | Sagami Chemical Research Center | Microorganisms producing docosahexaenoic acid and process for the production of docosahexaenoic acid |
| EP1785492B1 (en) | 1996-07-23 | 2010-05-26 | Nagase Chemtex Corporation | Process for preparing docosahexaenoic acid and docosapentaenoic acid |
| EP0979302B1 (en) | 1997-05-02 | 2009-12-16 | DSM IP Assets B.V. | Isolation of carotenoid crystals from microbial biomass |
| JP3836231B2 (ja) | 1997-10-17 | 2006-10-25 | 日本化学飼料株式会社 | ホタテガイ中腸腺から得られる高度不飽和脂肪酸含有油及びその製造方法 |
| DE19752524C2 (de) | 1997-11-27 | 2000-05-18 | Adolf Seide | Glättwerk für eine Materialbahn aus thermoplastischem Kunststoff |
| EP1042451A4 (en) | 1997-12-23 | 2001-07-04 | Dcv Inc | LINOLEAT ISOMERASE |
| JP4283351B2 (ja) | 1998-08-27 | 2009-06-24 | サントリー酒類株式会社 | 新規な油脂組成物の製造方法および用途 |
| FR2782921B1 (fr) | 1998-09-09 | 2002-09-20 | Dior Christian Parfums | Extrait lipidique de l'algue skeletonema, procede de preparation et utilisation dans des domaines cosmetique et pharmaceutique, notamment dermatologique |
| CN1326344A (zh) | 1998-10-15 | 2001-12-12 | Dsm公司 | Pufa增补剂 |
| US6166231A (en) | 1998-12-15 | 2000-12-26 | Martek Biosciences Corporation | Two phase extraction of oil from biomass |
| WO2000050547A1 (en) | 1999-02-26 | 2000-08-31 | Monsanto Company | Process for separating a triglyceride comprising a docosahexaenoic acid residue from a mixture of triglycerides |
| JP2000245492A (ja) | 1999-03-02 | 2000-09-12 | Kyowa Hakko Kogyo Co Ltd | 微生物抽出脂質 |
| US6344349B1 (en) | 1999-12-06 | 2002-02-05 | Decant Technologies Llc | Process and system for electrical extraction of intracellular matter from biological matter |
| WO2001049282A2 (en) | 2000-01-06 | 2001-07-12 | Martek Biosciences Corporation | Therapeutic preparations of highly unsaturated fatty acids |
| KR20100051131A (ko) | 2000-01-19 | 2010-05-14 | 마텍 바이오싸이언스스 코포레이션 | 무용매 추출 방법 |
| EP1707055A3 (en) * | 2000-01-28 | 2009-01-14 | Martek Biosciences Corporation | Enhanced production of lipids containing polyenoic fatty acids by very high density cultures of eukaryotic microbes in fermentors |
| EP1178118A1 (en) | 2000-08-02 | 2002-02-06 | Dsm N.V. | Isolation of microbial oils |
| AU2002323409A1 (en) | 2001-08-24 | 2003-03-10 | Martek Biosciences Boulder Corporation | Products containing highly unsaturated fatty acids for use by women and their children during stages of preconception, pregnancy and lactation/post-partum |
| DE10151155A1 (de) | 2001-10-19 | 2003-05-08 | Nutrinova Gmbh | Native PUFA-Triglyceridmischungen mit einem hohen Gehalt an mehrfach ungesättigten Fettsäuren sowie Verfahren zu deren Herstellung und deren Verwendung |
| EP2266525B1 (en) | 2002-05-03 | 2012-07-11 | Martek Biosciences Corporation | High quality lipids and methods for producing by enzymatic liberation from biomass |
| AU2003238264B2 (en) | 2002-06-18 | 2009-05-21 | Dsm Ip Assets B.V. | Stable emulsions of oils in aqueous solutions and methods for producing same |
| EP2270191A1 (en) | 2002-06-19 | 2011-01-05 | DSM IP Assets B.V. | Preparation of microbial oil containing polyunsaturated fatty acids |
| MXPA05003346A (es) | 2002-09-27 | 2005-11-23 | Martek Biosciences Corp | Control glicemico mejorado para prediabetes y/o diabetes tipo ii utilizando acido docosahexaenoico. |
| GB2379166A (en) | 2002-10-22 | 2003-03-05 | Dsm Nv | Animal feed |
| JP4280158B2 (ja) | 2002-12-27 | 2009-06-17 | 富士フイルム株式会社 | ドコサヘキサエン酸生産能を有する微生物及びその利用 |
| US20070104856A1 (en) | 2003-05-05 | 2007-05-10 | Hakon Standal | Fish oils with an altered fatty acid profile, method of producing same and their use |
| SE0303513D0 (sv) | 2003-12-19 | 2003-12-19 | Pronova Biocare As | Use of a fatty acid composition comprising at least one of epa and dha or any combinations thereof |
| EP4219670A3 (de) | 2004-02-27 | 2023-08-09 | BASF Plant Science GmbH | Verfahren zur herstellung mehrfach ungesättigter fettsäuren in transgenen pflanzen |
| ES2529572T3 (es) | 2004-04-22 | 2015-02-23 | Commonwealth Scientific And Industrial Research Organisation | Síntesis de ácidos grasos poliinsaturados de cadena larga por células recombinantes |
| US7893106B2 (en) | 2004-11-19 | 2011-02-22 | Martek Biosciences, Corporation | Oxylipins from stearidonic acid and γ-linolenic acid and methods of making and using the same |
| DE102005003625A1 (de) | 2005-01-26 | 2006-07-27 | Nutrinova Nutrition Specialties & Food Ingredients Gmbh | Verfahren zur Herstellung einer DHA-haltigen Fettsäure-Zusammensetzung |
| CN101389749A (zh) * | 2005-06-07 | 2009-03-18 | 加拿大海洋营养食品有限公司 | 生产脂质和抗氧化剂的真核微生物 |
| EP2447356B1 (en) * | 2005-06-07 | 2016-04-20 | DSM Nutritional Products AG | Eukaryotic microorganisms for producing lipids and antioxidants |
| CN101252844A (zh) | 2005-07-01 | 2008-08-27 | 马泰克生物科学公司 | 包含多不饱和脂肪酸的油产品及其用途和制备方法 |
| EP1903883A4 (en) * | 2005-07-01 | 2010-06-23 | Martek Biosciences Corp | OIL PRODUCT CONTAINING MULTIPLE UNSATURATED FATTY ACIDS AND ITS USES AND MANUFACTURING |
| PE20070482A1 (es) | 2005-08-26 | 2007-06-08 | Ocean Nutrition Canada Ltd | Metodo para remover y/o reducir esteroles a partir de aceites |
| US7867538B2 (en) | 2005-12-20 | 2011-01-11 | Archer Daniels Midland Company | Processes of improving the quality of oil and products produced therefrom |
| TW200806184A (en) | 2006-04-11 | 2008-02-01 | Martek Biosciences Corp | Food products comprising long chain polyunsaturated fatty acids and methods for preparing the same |
| US9023616B2 (en) | 2006-08-01 | 2015-05-05 | Dsm Nutritional Products Ag | Oil producing microbes and method of modification thereof |
| WO2008155410A1 (en) | 2007-06-21 | 2008-12-24 | Novozymes A/S | Production of lipids containing poly-unsaturated fatty acids |
| CL2008002020A1 (es) | 2007-07-12 | 2008-11-14 | Ocean Nutrition Canada Ltd | Metodo de modificacion de un aceite, que comprende hidrolizar gliceridos con una solucion de lipasa thermomyces lanuginosus, separar la fraccion de acido graso saturado de la fraccion de glicerido hidrolizado y esterificar los gliceridos hidrolizados en la presencia de candida antarctica lipasa b; y composicion de aceite. |
| US8148559B1 (en) | 2007-08-31 | 2012-04-03 | Clemson University Research Foundation | Supercritical fluid explosion process to aid fractionation of lipids from biomass |
| JP2010538128A (ja) | 2007-08-31 | 2010-12-09 | マーテック バイオサイエンシーズ コーポレーション | 多価不飽和脂肪酸を含む固体脂肪組成物ならびにその使用および製造の方法 |
| AU2008300002B2 (en) | 2007-09-12 | 2014-04-10 | Dsm Ip Assets B.V. | Biological oils and production and uses thereof |
| CA2739440C (en) | 2008-10-02 | 2018-11-06 | Feyecon B.V. | Microalgae extract containing .omega.3-polyunsaturated fatty acids and method for extracting oil from micro-organisms |
| WO2010088700A1 (en) | 2009-02-02 | 2010-08-05 | Martek Biosciences Corporation | Methods for improving cognitive function and decreasing heart rate |
| WO2010103402A1 (en) | 2009-03-09 | 2010-09-16 | Pronova Biopharma Norge As | Compositions comprising a fatty acid oil mixture comprising epa and dha in free acid form and a surfactant, and methods and uses thereof |
| US8207363B2 (en) | 2009-03-19 | 2012-06-26 | Martek Biosciences Corporation | Thraustochytrids, fatty acid compositions, and methods of making and uses thereof |
| BRPI0923968B1 (pt) | 2009-03-19 | 2020-04-28 | Dsm Ip Assets Bv | composição, produto alimentício e alimento animal compreendendo óleo microbiano |
| WO2010138620A1 (en) | 2009-05-26 | 2010-12-02 | Solazyme, Inc. | Fractionation of oil-bearing microbial biomass |
| BR122015020119B8 (pt) * | 2010-01-19 | 2021-05-04 | Dsm Ip Assets Bv | óleo microbiano, produtos alimentícios para um animal não humano e biomassa isolada |
| AU2011261455B2 (en) * | 2010-06-01 | 2016-03-24 | Dsm Ip Assets B.V. | Extraction of lipid from cells and products therefrom |
| PT2450425E (pt) | 2010-11-08 | 2014-07-24 | Neste Oil Oyj | Um método para a extração de lípidos a partir de biomassa |
| MX338479B (es) | 2011-03-07 | 2016-04-19 | Dsm Nutritional Products Ag | Microorganismos thraustochytrid modificados. |
| FR2975705B1 (fr) * | 2011-05-27 | 2014-12-26 | Roquette Freres | Procede d'extraction du squalene a partir de microalgues |
| CN103421595A (zh) * | 2012-05-25 | 2013-12-04 | 丰益(上海)生物技术研发中心有限公司 | 一种提取微生物油脂的方法 |
| EP4223861A3 (en) | 2013-12-20 | 2023-11-01 | Mara Renewables Corporation | Methods of recovering oil from microorganisms |
| CN105829539B (zh) | 2013-12-20 | 2023-11-10 | 帝斯曼营养品股份公司 | 从微生物中回收油的方法 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11746363B2 (en) | 2013-12-20 | 2023-09-05 | MARA Renewables Corporation | Methods of recovering oil from microorganisms |
| US12371721B2 (en) | 2013-12-20 | 2025-07-29 | MARA Renewables Corporation | Methods of recovering oil from microorganisms |
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