Plural Carbon-to-carbon Unsaturation In The Acid Moiety (e.g., Polyunsaturated Fatty Acids, Etc.) Patents (Class 554/224)
  • Patent number: 10392578
    Abstract: The present invention relates to processes for obtaining a lipid from a cell by lysing the cell, contacting the cell with a base and/or salt, and separating the lipid. The present invention is also directed to a lipid prepared by the processes of the present invention. The present invention is also directed to microbial lipids having a particular anisidine value, peroxide value, and/or phosphorus content.
    Type: Grant
    Filed: June 1, 2011
    Date of Patent: August 27, 2019
    Assignee: DSM IP Assets B.V.
    Inventors: Stephen Robert Cherinko, Robert Cody Kertis, Kirk E. Apt, Paul Warren Behrens, Jon Milton Hansen, Joseph W. Pfeifer, III, Tracey Lynn Stahl, Ross Zirkle, Nasrin Tabayeh Burke, Krishna Raman, Neil Francis Leininger
  • Patent number: 10335386
    Abstract: The present invention relates to extracted plant lipid, comprising fatty acids in an esterified form.
    Type: Grant
    Filed: December 8, 2016
    Date of Patent: July 2, 2019
    Assignees: COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION, GRAINS RESEARCH AND DEVELOPMENT CORPORATION, NUSEED PTY LTD
    Inventors: James Robertson Petrie, Surinder Pal Singh, Robert Charles de Feyter
  • Patent number: 10272060
    Abstract: The invention is directed to microbial oils containing omega-3 polyunsaturated fatty acids comprising docosahexaenoic acid, eicosapentaenoic acid, and optionally docosapentaenoic acid and dosage forms containing such oils.
    Type: Grant
    Filed: February 6, 2018
    Date of Patent: April 30, 2019
    Assignee: DSM IP Assets B.V.
    Inventors: Kirk E. Apt, Paul Warren Behrens, Jon Milton Hansen, Joseph W. Pfeifer, III, Tracey Lynn Stahl, Ross Zirkle
  • Patent number: 10155968
    Abstract: The present invention is directed to methods, compositions, and systems for the production of fatty acids (FAs). Specifically, the disclosed methods, compositions, and systems incorporate algal cell lysates, providing a cell-free environment that generates high levels of FAs for extended periods of time with the addition of liquid media and a carbon source.
    Type: Grant
    Filed: July 29, 2014
    Date of Patent: December 18, 2018
    Assignee: The Regents of the University of California
    Inventors: Chih-Ming Ho, Yitong Zhao, James C. Liao
  • Patent number: 10005713
    Abstract: The present invention relates to lipid comprising docosapentaenoic acid and/or docosahexaenoic acid preferentially esterified at the sn-2 position of triacylglycerol, and processes for producing and using the lipid.
    Type: Grant
    Filed: December 18, 2015
    Date of Patent: June 26, 2018
    Assignees: COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION, GRAINS RESEARCH AND DEVELOPMENT CORPORATION, NUSEED PTY LTD.
    Inventors: James Robertson Petrie, Surinder Pal Singh, Pushkar Shrestha, Jason Timothy McAllister, Robert Charles De Feyter, Malcolm David Devine, Xue-Rong Zhou
  • Patent number: 9968578
    Abstract: The invention is directed to microbial oils containing omega-3 polyunsaturated fatty acids comprising docosahexaenoic acid, eicosapentaenoic acid, and optionally docosapentaenoic acid and dosage forms containing such oils.
    Type: Grant
    Filed: April 7, 2017
    Date of Patent: May 15, 2018
    Assignee: DSM IP Assets B.V.
    Inventors: Kirk E. Apt, Paul Warren Behrens, Jon Milton Hansen, Joseph W. Pfeifer, III, Tracey Lynn Stahl, Ross Zirkle
  • Patent number: 9961846
    Abstract: A sunflower seed having imidazolinone resistance and an oleic acid content of greater than 85 percent is provided. Sunflower cultivars designated E83329, OI1601A, OI2653R, and OI1601B and having high oleic acid and imidazolinone resistance, plants and seeds of the E83329, OI1601A, OI2653R, and OI1601B sunflower cultivars, methods for producing a sunflower plant produced by crossing the E83329, OI1601A, OI2653R, or OI1601B cultivar with itself or with another sunflower plant, and hybrid sunflower seeds and plants produced by crossing the E83329, OI1601A, OI2653R, or OI1601B cultivar with another sunflower line or plant are also provided.
    Type: Grant
    Filed: April 16, 2012
    Date of Patent: May 8, 2018
    Assignee: Dow AgroSciences LLC
    Inventors: Robert M. Benson, James T. Gerdes, Guillermo Nestor Pozzi Jauregui, Maria Magdalena Lopez Olaciregui
  • Patent number: 9649287
    Abstract: The invention is directed to microbial oils containing omega-3 polyunsaturated fatty acids comprising docosahexaenoic acid, eicosapentaenoic acid, and optionally docosapentaenoic acid and dosage forms containing such oils.
    Type: Grant
    Filed: June 30, 2016
    Date of Patent: May 16, 2017
    Assignee: DSM IP Assets B.V.
    Inventors: Kirk E. Apt, Paul Warren Behrens, Jon Milton Hansen, Joseph W. Pfeifer, III, Tracey Lynn Stahl, Ross Zirkle
  • Patent number: 9611488
    Abstract: The invention is directed to microbial oils containing omega-3 polyunsaturated fatty acids comprising docosahexaenoic acid, eicosapentaenoic acid, and optionally docosapentaenoic acid and dosage forms containing such oils.
    Type: Grant
    Filed: April 28, 2015
    Date of Patent: April 4, 2017
    Assignee: DSM IP Assets B.V.
    Inventors: Kirk E. Apt, Paul Warren Behrens, Jon Milton Hansen, Joseph W. Pfeifer, III, Tracey Lynn Stahl, Ross Zirkle
  • Patent number: 9567550
    Abstract: Provided is a fragrance composition containing a compound that is highly harmonious with other various fragrances and that can impart a stronger floral feeling by being blended. A fragrance composition containing 3,6-dimethyl-heptane-2-ol. The fragrance composition may further contain at least one selected from the group consisting of, for example, 7-methyloctane-3-ol, esters, carbonates, aldehydes, ethers, lactones, and alcohols other than 3,6-dimethylheptane-2-ol.
    Type: Grant
    Filed: May 30, 2013
    Date of Patent: February 14, 2017
    Assignee: Kao Corporation
    Inventors: Junko Ueda, Yoshiharu Ataka, Takahiro Asada, Naotoshi Toki
  • Patent number: 9550718
    Abstract: The present invention relates to extracted plant lipid, comprising fatty acids in an esterified form.
    Type: Grant
    Filed: August 20, 2014
    Date of Patent: January 24, 2017
    Assignees: COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION, GRAINS RESEARCH AND DEVELOPMENT CORPORATION, NUSEED PTY LTD
    Inventors: James Robertson Petrie, Surinder Pal Singh, Robert Charles de Feyter
  • Patent number: 9410108
    Abstract: The present invention is directed to seed oil compositions that can be used for cooking and frying applications. These oil compositions of the present invention have advantageous stability characteristics. In some embodiments, the oil compositions have a low concentration of ?-linolenic acid.
    Type: Grant
    Filed: November 14, 2011
    Date of Patent: August 9, 2016
    Assignee: Monsanto Technology LLC
    Inventors: Vallabh Makadia, Juan P. Arhancet, Jerald D. Heise
  • Patent number: 9222112
    Abstract: The invention is directed to microbial oils containing omega-3 polyunsaturated fatty acids comprising docosahexaenoic acid, eicosapentaenoic acid, and optionally docosapentaenoic acid and dosage forms containing such oils.
    Type: Grant
    Filed: July 20, 2012
    Date of Patent: December 29, 2015
    Assignee: DSM IP Assets B.V.
    Inventors: Kirk E. Apt, Paul Warren Behrens, Jon Milton Hansen, Joseph W. Pfeifer, III, Tracey Lynn Stahl, Ross Zirkle
  • Publication number: 20150141510
    Abstract: The present invention provides the following: a cardiovascular disease primary prevention agent, which comprises as the active ingredient at least one selected from the group consisting of EPA, salts thereof, and esters thereof and is for lowering the risk of cardiovascular disease by administration to subjects having a blood (serum or plasma) hs-CRP level of 1.0 mg/L or higher in spite of no history of cardiovascular disease; a combination marker comprising the blood hs-CRP value and serum EPA/AA ratio for evaluating the primary risk of cardiovascular disease in subjects having no history of cardiovascular disease; and a method for extracting subjects with high risk of cardiovascular disease and/or a method for preventing cardiovascular disease.
    Type: Application
    Filed: May 14, 2013
    Publication date: May 21, 2015
    Applicants: KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION, MOCHIDA PHARMACEUTICAL CO., LTD.
    Inventors: Yutaka Kiyohara, Toshiharu Ninomiya, Takashi Yano
  • Patent number: 9029584
    Abstract: A method for lowering content of a sterol in a highly unsaturated fatty acid-concentrated oil in a method to concentrate a highly unsaturated fatty acid by using a lipase reaction, may include removing the free form of the sterol from a raw material oil that includes a highly unsaturated fatty acid-containing glyceride prior to performing the lipase reaction; and thereafter concentrating the highly unsaturated fatty acid in the glyceride by using a lipase that is less reactive for the highly unsaturated fatty acid.
    Type: Grant
    Filed: March 2, 2012
    Date of Patent: May 12, 2015
    Assignee: Nippon Suisan Kaisha, Ltd.
    Inventors: Nobushige Doisaki, Hideo Ikemoto, Kazuhiko Hata, Shinji Tokiwa, Kazunori Matsushima
  • Publication number: 20150126760
    Abstract: A highly unsaturated fatty acid or a highly unsaturated fatty acid ethyl ester that has been produced using as a feedstock oil a fat or oil that contains highly unsaturated fatty acids as constituent fatty acids and which has been reduced in the contents of environmental pollutants, wherein among the dioxins contained, polychlorinated dibenzoparadioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) are contained in amounts of less than 0.05 pg-TEQ/g and coplanar PCBs (Co-PCBs) in amounts of less than 0.03 pg-TEQ/g. Also disclosed is a method for producing the highly unsaturated fatty acid or highly unsaturated fatty acid ethyl ester by the steps of removing free fatty acids and environmental pollutants by thin-film distillation from a feedstock oil, ethyl esterifying the resulting fat or oil, and refining the same by rectification and column chromatography.
    Type: Application
    Filed: May 14, 2013
    Publication date: May 7, 2015
    Applicant: Nippon Suisan Kaisha, Ltd.
    Inventors: Nobushige Doisaki, Kazuhiko Hata, Shinji Tokiwa, Kazunori Matsushima
  • Publication number: 20150111968
    Abstract: Disclosed herein are processes for enhancing ability to learn in a puppy or kitten comprising orally administering to the puppy or kitten a composition comprising an essential fatty acid component comprising a therapeutically effective amount of docosahexaenoic acid. Further disclosed are processes for enhancing ability to learn in a puppy or kitten comprising orally administering to a respective maternal animal a composition comprising an essential fatty acid component comprising a therapeutically effective amount of docosahexaenoic acid during gestation, nursing, or weaning of the puppy or kitten. Further disclosed are kits comprising a composition comprising an essential fatty acid component comprising a therapeutically effective amount of docosahexaenoic acid; and information that use of the composition will enhance ability to learn in a puppy or kitten.
    Type: Application
    Filed: December 23, 2014
    Publication date: April 23, 2015
    Inventor: Russell Lee Kelley
  • Publication number: 20150104557
    Abstract: The invention relates to an optimized method for cultivating microorganisms of the genus Thraustochytriales, according to which the microorganisms are cultivated in a low salt medium without adding sodium salts and chloride salts, the total salt content being less than 3.5 g/L (corresponding to less than 10 percent of sea water salt content), whereupon the PUFAs are isolated from the microorganisms and/or the medium. The invention especially relates to novel optimized media having a substantially reduced total salt content, above all a particularly reduced NaCl content. The production of PUFAs can be substantially improved and significantly simplified by using a novel combination of different salts as a media composition in which the overall weight ratios of ions do not exceed 1.75 g/L. Furthermore, said medium preferably contains no added sodium salt and chloride salt at all, which helps prevent environmental damages caused by wastewaters containing salt.
    Type: Application
    Filed: October 28, 2014
    Publication date: April 16, 2015
    Inventors: Matthias Rusing, Markus Luy
  • Publication number: 20150105566
    Abstract: A metathesized natural oil composition comprising a blend of (i) a high molecular weight metathesized natural oil, and (ii) at least 10% of metathesized natural oil back blended with the high molecular weight metathesized natural oil. The blend has a number average molecular weight in the range from about 300 g/mol to about 76,000 g/mol, a weight average molecular weight in the range from about 300 g/mol to about 81,000 g/mol, a z-average molecular weight in the range from about 300 g/mol to about 87,000 g/mol, and a polydispersity index of about 0.5 to about 1.5. The metathesized natural oil composition is metathesized at least once.
    Type: Application
    Filed: December 19, 2014
    Publication date: April 16, 2015
    Applicant: Elevance Renewable Sciences, Inc.
    Inventors: Steven A. Cohen, M. Michelle Morie-Bebel, Alexander D. Ilseman, Benjamin Bergmann, Stephen A. Di Biase, S. Alexander Christensen
  • Patent number: 8999646
    Abstract: Bioassays for detecting the ability of one sample of a food substance, nutritional supplement, therapeutic agent and/or disease preventive agent relative to that of a second sample of such a substance, supplement and/or agent to inhibit, upregulate or otherwise modulate translation initiation, and thereby demonstrate a disease curative and/or preventive effect in a human and/or animal that consumes a such substance, supplement and/or agent or to whom a such substance, supplement and/or agent is administered are provided.
    Type: Grant
    Filed: April 16, 2010
    Date of Patent: April 7, 2015
    Assignee: President and Fellows of Harvard College
    Inventors: Jose A. Halperin, Huseyin Aktas
  • Publication number: 20150093344
    Abstract: The present disclosure provides compositions comprising fatty acids, or derivatives thereof (e.g., C1-C4 esters) including, for example, DGLA, and/or 15-HETrE, used singly or in combination for the prevention and/or treatment of effects associated with UV radiation such as erythema.
    Type: Application
    Filed: December 9, 2014
    Publication date: April 2, 2015
    Inventors: Mehar Manku, John Climax, David Coughlan
  • Publication number: 20150094382
    Abstract: The present invention is directed to isolated microorganisms as well as strains and mutants thereof, biomasses, microbial oils, compositions, and cultures; methods of producing the microbial oils, biomasses, and mutants; and methods of using the isolated microorganisms, biomasses, and microbial oils.
    Type: Application
    Filed: December 10, 2014
    Publication date: April 2, 2015
    Inventors: Joseph W. PFEIFER, III, Jon Milton HANSEN, Jose R. GARCIA, Xiao Daniel DONG, Paul Warren BEHRENS, Kirk E. APT
  • Publication number: 20150089692
    Abstract: The present invention describes a vegetable oil comprising a polyunsatured fatty acid having at least 20 carbon atoms (LC-PUFA), which oil has (a) an anisidine value (AnV) of less than 25; (b) a peroxide value (POV) of less than 10; (c) a triglyceride content of greater than 90%; and/or (d) an Oil Stability Index (OSI) of greater than 5 hours at 80° C.
    Type: Application
    Filed: December 1, 2014
    Publication date: March 26, 2015
    Inventors: Daniel VERKOEIJEN, Kristian ZUUR, Hendrik Louis BIJL
  • Patent number: 8987488
    Abstract: A process for producing C10-C26 monobranched fatty acids or alkyl esters thereof which includes isomerizing unsaturated C10-C26 fatty acids or alkyl esters thereof in the presence of a catalyst which comprises both a zeolite and a Lewis base. The zeolite can be reused after simple separation from the reaction products without having to regenerate. The process is particularly suitable for producing highly monobranched fatty acids or alkyl esters thereof.
    Type: Grant
    Filed: June 20, 2014
    Date of Patent: March 24, 2015
    Assignee: Croda International, PLC
    Inventors: Tanja Van Bergen-Brenkman, Hans Ridderikhoff, Hendrikus Johannes Franciskus Philipse
  • Patent number: 8981137
    Abstract: The current invention describes processes for obtaining of concentrates of esters of eicosapentaenoic acid and docosahexaenoic acid for their use in massive and regular human consumption either as a pharmaceutical ingredient or as a food ingredient, which are characterized by having neutral and stable organoleptic properties, free of side effects, which are typical from marine oils derivatives, and with low content of Persistent Organic Pollutants (POP).
    Type: Grant
    Filed: September 3, 2013
    Date of Patent: March 17, 2015
    Assignee: Golden Omega S.A.
    Inventors: Tomas Francis Harting Glade, Miguel Angel Diaz Fuenzalida, Alejandro Markovits Rojas
  • Patent number: 8980949
    Abstract: The present invention provides a use of a lipid composition for the preparation of a nutritional, pharmaceutical or nutraceutical composition or a functional food, for the prevention and treatment of gastrointestinal diseases and disorders, and for promoting intestinal development, maturation, adaptation and differentiation.
    Type: Grant
    Filed: December 20, 2013
    Date of Patent: March 17, 2015
    Assignee: Enzymotec Ltd.
    Inventors: Fabiana Bar-Yosef, Gai Ben Dror, Tzafra Cohen, Yael Lifshitz
  • Publication number: 20150056672
    Abstract: Provided herein are systems and methods for producing eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) and/or derivatives and/or mixtures thereof by growing algae that produce the oils containing EPA and/or DHA and/or derivatives and/or mixtures thereof, harvesting the algae with fish in one or more enclosed systems, and then processing fish to separate and purify the EPA and/or DHA. The multi-trophic systems provided herein comprise at least one enclosure that contains the algae and the fishes, and means for controllably feeding the algae to the fishes. Also provided herein are the lipid compositions extracted from the fishes.
    Type: Application
    Filed: October 2, 2014
    Publication date: February 26, 2015
    Applicant: LiveFuels, Inc.
    Inventors: Benjamin Chiau-pin Wu, David Stephen, Gaye Elizabeth Morgenthaler, David Vancott Jones
  • Patent number: 8957231
    Abstract: An efficient and simple process to obtain a concentrate that includes over 80% in weight of ethyl esters of ?-3 fatty acids based on a composition of matter that contains esters of ?-3 fatty acids or free ?-3 fatty acids that comprises the stages of: a) contacting the composition of matter with ethanol of at least 96% in weight and a hydroxide of an alkali metal at a temperature between 60 and 200° C. to form a liquid mixture that includes alkaline salts of fatty acids; b) cool the liquid mixture to a temperature between 50 and ?20° C. to form a solid phase and a liquid phase and separate the liquid phase from the solid phase; c) contact the separated liquid phase of stage b) with an acid to form an acidified mixture with a water content under 10%, where the mixture consists of a solid phase that includes the alkali metal salt of the acid and a liquid phase that comprises ?-3 fatty acids; d) heat the mixture of stage c) between 50 to 150° C.
    Type: Grant
    Filed: December 25, 2011
    Date of Patent: February 17, 2015
    Assignee: Golden Omega S.A.
    Inventors: Juvenal Antonio Sepulveda Reyes, Miriam Rosa Berrios Cornejo, Miguel Angel Fuenzalida Dias, Alejandro Markovits Rojas, Thomas Francis Harting Glade
  • Patent number: 8956596
    Abstract: The present invention is drawn to a process for improving the efficiency of sunscreens using a series of polyesters based upon sorbeth ethoxylates esterified with fatty acids, then crosslinked with dimer acid. These polyesters exhibit a synergistic interaction with sunscreen actives improving the efficiency providing a “shield” for the body from the harmful effects of the sun. These sorbitol alkoxylates are then reacted with dimer acid, resulting in a series of novel polyesters. The linking of the two spider esters together with dimer provide an amphilic macromolecule possessing both hydrophilic and hydrophobic portions covalently bonded to the same molecule, this provides both a boost in sun protection factor (SPF) and the ability for the sunscreen actives to be applied to wet skin.
    Type: Grant
    Filed: March 25, 2013
    Date of Patent: February 17, 2015
    Assignee: SurfaTech Corporation
    Inventor: Thomas George O'Lenick
  • Publication number: 20150044356
    Abstract: The present invention describes a bio-based process to produce high quality protein concentrate (HQPC) and lipids by converting plant derived materials into bioavailable protein and lipids via solid state fermentation (SSF) and hybrid-SSF, including the use of such HQPC and lipids so produced as nutrients, including use as a fish meal replacement in aquaculture diets. Also disclosed is a SSF reactor and method of using the reactor.
    Type: Application
    Filed: August 6, 2014
    Publication date: February 12, 2015
    Applicant: PRAIRIE AQUATECH
    Inventors: Jason A. Bootsma, William R. Gibbons, Michael L. Brown
  • Publication number: 20150045569
    Abstract: The present invention relates to extracted plant lipid, comprising fatty acids in an esterified form.
    Type: Application
    Filed: August 20, 2014
    Publication date: February 12, 2015
    Applicants: Commonwealth Scientific and Industrial Research Organisation, Grains Research and Development Corporation, Nuseed Pty Ltd
    Inventors: James Robertson Petrie, Surinder Pal Singh, Robert Charles de Feyter
  • Patent number: 8946460
    Abstract: The present invention relates to a process for producing ethyl esters of polyunsaturated fatty acids, comprising transesterifying triacylglycerols in extracted plant lipid.
    Type: Grant
    Filed: June 14, 2013
    Date of Patent: February 3, 2015
    Assignees: Commonwealth Scientific and Industrial Research Organisation, Grains Research and Development Corporation, Nuseed Pty Ltd
    Inventors: James Robertson Petrie, Surinder Pal Singh, Robert Charles de Feyter
  • Publication number: 20150018435
    Abstract: The present invention includes a solid fat composition that includes an oil having saturated fat and a microbial oil having a long chain polyunsaturated fatty acid and an emulsifier. In particular, the solid fat composition can have high levels of long chain polyunsaturated fatty acid and low amounts of emulsifiers. In preferred embodiments, the polyunsaturated oil is an unwinterized microbial oil. The invention also relates to methods for making such compositions and food, nutritional, and pharmaceutical products comprising said compositions. The present invention also includes a microbial oil product prepared by extracting an oil-containing fraction comprising at least one LC-PUFA from a microbial biomass, and treating the fraction by a process of vacuum evaporation, wherein the oil product has not been subject to one or more of a solvent winterization step, a caustic refining process, a chill filtration process, or a bleaching process.
    Type: Application
    Filed: September 24, 2014
    Publication date: January 15, 2015
    Inventors: Jaouad FICHTALI, Neil Francis LEININGER, Jesus Ruben ABRIL, Naseer AHMED, S. P. Janaka Namal SENANAYAKE
  • Publication number: 20150011786
    Abstract: The present invention provides novel lysophospholipid acyltransferases. The object of the present invention is attained by the nucleotide sequences of SEQ ID NOs: 1 and 6 and the amino acid sequences of SEQ ID NOs: 2 and 7 of the present invention.
    Type: Application
    Filed: June 6, 2014
    Publication date: January 8, 2015
    Inventor: Misa OCHIAI
  • Patent number: 8895040
    Abstract: The present invention relates to cosmetic and/or personal care formulations and/or compounds. In one embodiment, the present invention relates to ester compounds that can be used in various personal care formulations and/or compounds. In another embodiment, the present invention relates to branced ester compounds having a molecular weight of at least about 1,500 daltons that can be used in various personal care formulations and/or compounds.
    Type: Grant
    Filed: June 4, 2009
    Date of Patent: November 25, 2014
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Brian J. Vondruska, Peter Frank, Anchuu Wu
  • Patent number: 8895767
    Abstract: Extract of oil rich in saturated, monounsaturated and polyunsaturated fatty acids containing oil extracted from insect larvae comprising saturated, MUFA and PUFA fatty acids and procedure for obtaining oil extract.
    Type: Grant
    Filed: June 11, 2010
    Date of Patent: November 25, 2014
    Assignee: Investigación y Comercialización Biotecnológica Omebit S.A
    Inventor: Benjamin Patricio Araneda Herrera
  • Patent number: 8889895
    Abstract: The present invention relates to a method for working up a mixture which contains esters of EPA and/or DHA with monohydric alcohols having 1 to 6 carbon atoms, esters of other fatty acids with monohydric alcohols having 1 to 6 carbon atoms, and free cholesterol, wherein the method comprises adding a transesterification catalyst to the mixture, converting at least some of the free cholesterol into esterified cholesterol and thereafter distilling the mixture, wherein the distillation is carried out in such a manner that a product is obtained which contains EPA and/or DHA, both in the form of esters thereof with monohydric alcohols having 1 to 6 carbon atoms, in a higher relative amount, based on all fatty acids in free or bound form present in the product, than said mixture. In addition, the present invention relates to a product which is obtainable by the method according to the invention, wherein the product contains 10 to 99.
    Type: Grant
    Filed: March 3, 2012
    Date of Patent: November 18, 2014
    Assignee: Cognis IP Management GmbH
    Inventors: Dieter Hietsch, Peter Horlacher
  • Publication number: 20140336397
    Abstract: A method for preparing 13C labeled docosahexaenoic acid (DHA) represented by Formula A: The method comprises the conversion of 2-pentyn-1-ol to 13C labeled DHA by reaction with propargyl alcohol, 13C labeled propargyl alcohol and methyl pent-4-ynoate. The various steps involved include tosylation, coupling, bromination, selective hydrogenation and ester hydrolysis to obtain the final product.
    Type: Application
    Filed: November 16, 2012
    Publication date: November 13, 2014
    Inventors: M. Amin Khan, Paul L. Wood, Dayan Goodenowe
  • Patent number: 8884043
    Abstract: Provided is an oil or fat composition, which has an MCPD-FS content (ppm) of 13 ppm or less, the content being measured by a Deutsche Gesellschaft für Fettwissenschaft (DGF) standard method C-III 18(09), has a diacylglycerol content of 15 mass % or more, and is subjected to deodorization treatment.
    Type: Grant
    Filed: December 14, 2010
    Date of Patent: November 11, 2014
    Assignee: Kao Corporation
    Inventors: Rika Homma, Masao Shimizu, Junya Moriwaki, Minoru Kase, Tetsuya Abe, Shinpei Fukuhara, Toshiteru Komatsu, Keiji Shibata
  • Publication number: 20140316151
    Abstract: An improved pasteurisation protocol for pasteurising microbial cells is disclosed. The protocol has three stages, a first heating stage, a second plateau stage at which the cells are held at a (maximum and) constant temperature, and a third cooling stage. Both the heating and the cooling stages are rapid, with the temperature of the cells passing through 40 to 80° C. in no more than 30 minutes in the heating stage. The heating rate is at least 0.5° C./minute and during cooling is at least ?0.5° C./minute. The plateau maximum temperature is from 70 to 85° C. By plotting the pasteurisation protocol on a time (t, minutes) versus temperature (T, ° C.) graph, one obtains a trapezium having an area less than 13,000° C. minute. Not only does this result in a smaller energy input (and so a reduction in costs), but a better quality (and less oxidised) oil results having a peroxide value (POV) of less than 1.5 and an anisidine value (AnV) of less than 1.0.
    Type: Application
    Filed: June 23, 2014
    Publication date: October 23, 2014
    Inventors: Albert SCHAAP, Daniel VERKOEIJEN
  • Publication number: 20140314727
    Abstract: The present invention relates to methods of synthesizing long-chain polyunsaturated fatty acids, especially eicosapentaenoic acid, docosapentaenoic acid and docosahexaenoic acid, in recombinant cells such as yeast or plant cells. Also provided are recombinant cells or plants which produce long-chain polyunsaturated fatty acids. Furthermore, the present invention relates to a group of new enzymes which possess desatorase or elongase activity that can be used in methods of synthesizing long-chain polyunsaturated fatty acids.
    Type: Application
    Filed: July 3, 2014
    Publication date: October 23, 2014
    Applicant: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Surinder Pal Singh, Stanley Suresh Robert, Peter David Nichols, Susan Irene Ellis Blackburn, Xue-Rong Zhou, James Robertson Petrie, Allan Graham Green
  • Patent number: 8853437
    Abstract: An object of the present invention is to provide a compound having a novel structure for overcoming the defects of conventional steroid agents and NSAIDs. It is found that the particular dihydroxy bodies of eicosapentaenoic acid and docosahexaenoic acid, which have not conventionally been known (11,18-dihydroxy eicosapentaenoic acid (11,18-diHEPE), 17,18-dihydroxy eicosapentaenoic acid (17,18-diHEPE) etc.), have activity of inhibiting neutrophil, thereby solving the object. The present invention unexpectedly remarkably inhibits infiltration into a tissue of, and activation of neutrophil found out at acute inflammation. The compound of the present invention is a compound which has not conventionally been known. Therefore, utility as a new therapeutic is provided.
    Type: Grant
    Filed: February 19, 2010
    Date of Patent: October 7, 2014
    Assignee: The University of Tokyo
    Inventors: Makoto Arita, Hiroyuki Arai, Yousuke Isobe, Ryo Taguchi
  • Patent number: 8846972
    Abstract: The invention relates to fatty acid acylated salicylate derivatives; compositions comprising an effective amount of a fatty acid acylated salicylate derivative; and methods for treating or preventing an inflammatory disorder comprising the administration of an effective amount of a fatty acid acylated salicylate derivative.
    Type: Grant
    Filed: February 26, 2010
    Date of Patent: September 30, 2014
    Assignee: Catabasis Pharmaceuticals, Inc.
    Inventors: Chi B. Vu, Jean E. Bemis, Michael R. Jirousek, Jill C. Milne, Jesse J. Smith
  • Publication number: 20140275483
    Abstract: Provided herein are exemplary total algal oil compositions comprising by total weight between approximately 0% and 99% EPA, and one or more of the following: between approximately 0% and 99% POA, less than approximately 20% saturated fats (including 0% saturated fats or substantially saturated fat free), between approximately 0% and 99% ARA, and/or between approximately 0% and 99% DHA. According to further exemplary total algal oil compositions, the saturated fats may comprise PA. Also provided herein are exemplary total algal oil compositions comprising by total weight at least 20% EPA and one or more of the following: at least 17% POA, approximately 0% to 20% saturated fats, less than approximately 10% ARA, and/or substantially no DHA.
    Type: Application
    Filed: September 12, 2013
    Publication date: September 18, 2014
    Applicant: Aurora Algae, Inc.
    Inventors: Jeffrey Gerard Hippler, Michelle L. Collins, Andrew Thompson
  • Publication number: 20140275596
    Abstract: Provided herein are exemplary algal fatty acid compositions comprising by dry weight approximately 0.5% to approximately 99% C20:5 n3 Eicosapentaenoic acid (EPA) and approximately 0.5% to approximately 99% C16:1 n7 palmitoleic acid (POA). Further exemplary algal fatty acid compositions may comprise (in addition to the above) one or more of the following by dry weight: between approximately 0% and 99% arachidonic acid; between approximately 0% and 99% docosahexaenoic acid; and/or less than approximately 10% saturated fatty acids (including 0% saturated fatty acids or substantially saturated fatty acid free). Further exemplary saturated fatty acyl moiety-rich algal compositions may be in a form of an ethyl ester (EE), a mono, di- or triacylglycerol (MAG, DAG, TAG), a phospholipid (PL), a galactolipid (GL), free fatty Acid (FFA), or a sulfoquinovosyl diacylglycerol (SQDG).
    Type: Application
    Filed: September 12, 2013
    Publication date: September 18, 2014
    Applicant: Aurora Algae, Inc.
    Inventors: James Astwood, Leslie van der Meulen, Michelle Collins, Jeffrey Gerard Hippler
  • Publication number: 20140256973
    Abstract: The present invention relates to the production of a triacylglycerol oil that is produced from a Pythium species of alga. In one embodiment, the algal species contains at least about 20 weight percent total lipids and contains at least about 10 weight percent of its total fatty acids as eicosapentaenoic acid (EPA) and less than about 5 weight percent of its total fatty acids as arachidonic acid (ARA). In another embodiment, the present invention relates to various methods to produce eicosapentaenoic acid (EPA) from a Pythium species of algae. In particular, Pythium irregulare can be utilized as a viable production organism.
    Type: Application
    Filed: March 7, 2013
    Publication date: September 11, 2014
    Applicant: Algysis LLC
    Inventors: Charles L. Roe, James P. Wynn
  • Publication number: 20140252129
    Abstract: A device and composition for spraying on dry pet food, such as pellets, with an oil composition containing Omega 3 compounds, where the device uses an aerosol sprayer device of the bag on valve type, and the product to be sprayed, can combine different oils and pharmaceutical grade fish oils concentrates which contain Omega 3, improving the pellet pet food organoleptic characteristics, its taste and simplifying the administration to the pet of all the advantages the compound containing Omega 3, provides.
    Type: Application
    Filed: March 4, 2014
    Publication date: September 11, 2014
    Inventors: RODRIGO FERNANDO DURRUTY ORTEGA, GONZALO FERNANDO ACUÑA FERRARI, RODRIGO MAURICIO NUÑEZ LARA
  • Publication number: 20140256812
    Abstract: The present invention relates to novel antimicrobial compounds, methods of their production as well as uses thereof.
    Type: Application
    Filed: February 12, 2014
    Publication date: September 11, 2014
    Applicant: Agency for Science, Technology and Research
    Inventors: Lianhui Zhang, Yinyue Deng, Jien Wu
  • Publication number: 20140242238
    Abstract: A method of extracting oil from algae by drying algae paste to a predetermined moisture content, contacting the algae paste with a polar solvent to make an algae-solvent solution and extracting oils from the algae paste into a solvent-oil solution, and separating extracted algae from the solvent-oil solution. An oil of whole and unhydrolyzed phospholipids, whole and unhydrolyzed glycolipids, lysolipids, and carotenoids extracted by the above method. An omega-3 fatty acid of docosahexanoic acids (DNAs) and eicosapentaenoic acids (EPAs) extracted from the above method. Isolated nutraceutical grade and pharmaceutical grade oil derived from algae and being free of toxins extracted by the above method. Isolated oil derived from algae including at least one omega-3 fatty acid of DHA and EPA at least partially in the form of whole and unhydrolyzed phospholipids and whole and unhydrolyzed glycolipids extracted by the above method.
    Type: Application
    Filed: November 19, 2013
    Publication date: August 28, 2014
    Inventors: Kiran L. Kadam, Brian Leslie Goodall
  • Publication number: 20140243540
    Abstract: A method of extracting oil from algae by drying algae paste to a predetermined moisture content, contacting the algae paste with a polar solvent to make an algae-solvent solution and extracting oils from the algae paste into a solvent-oil solution, and separating extracted algae from the solvent-oil solution. An oil of whole and unhydrolyzed phospholipids, whole and unhydrolyzed glycolipids, lysolipids, and carotenoids extracted by the above method. An omega-3 fatty acid of docosahexanoic acids (DNAs) and eicosapentaenoic acids (EPAs) extracted from the above method. Isolated nutraceutical grade and pharmaceutical grade oil derived from algae and being free of toxins extracted by the above method. Isolated oil derived from algae including at least one omega-3 fatty acid of DHA and EPA at least partially in the form of whole and unhydrolyzed phospholipids and whole and unhydrolyzed glycolipids extracted by the above method.
    Type: Application
    Filed: February 28, 2014
    Publication date: August 28, 2014
    Inventors: Kiran L. Kadam, Brian Leslie Goodall