Methionine Per Se Or Salt Thereof Patents (Class 562/559)
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Patent number: 11577190Abstract: The present invention provides a method for purifying carbon dioxide gas characterized in that carbon dioxide gas containing at least one of 3-methylmercaptopropionaldehyde and acrolein is contacted with activated carbon to remove at least one of the 3-methylmercaptopropionaldehyde and acrolein. The present invention provides also a method for producing methionine comprising the purification step of the recovered carbon dioxide.Type: GrantFiled: April 27, 2018Date of Patent: February 14, 2023Assignee: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Ryosuke Iwasaki, Takuya Katayama, Norihito Omoto, Yoshiyuki Koizumi, Ryousuke Katagami
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Patent number: 11180447Abstract: An object of the present invention to provide a method for producing methionine with consideration given to the environment. The production method of the present invention comprises a removal step of blowing an inert gas into a liquid containing 5-(2-methylmercaptoethyl)hydantoin and thereby diffusing ammonia remaining in the liquid to obtain an emission gas containing the ammonia, and a recovery step of bringing the emission gas into contact with a washing liquid to recover ammonia contained in the emission gas.Type: GrantFiled: December 12, 2018Date of Patent: November 23, 2021Assignee: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Noriyuki Shimada, Takao Mizuno, Daisuke Yamashita
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Patent number: 11111213Abstract: The present provides a method for producing methionine which is characterized by a crystallization step in which carbon dioxide is introduced into a reaction solution containing an alkali salt of methionine which is obtained by hydrolyzing 5-[2-(methylthio)ethyl] imidazoline-2,4-dione in the presence of an alkali compound, thereby precipitating the methionine, and further comprises a step of adding waste methionine to the reaction solution. The method of production of the present invention can improve a yield in the production of methionine.Type: GrantFiled: April 27, 2018Date of Patent: September 7, 2021Assignee: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Yoshitaka Satoh, Norihito Omoto, Yoshiyuki Koizumi, Naoya Yamashiro, Ryousuke Katagami
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Patent number: 11014878Abstract: The present invention relates to a method for preparing 3-methylthiopropionaldehyde by reacting methyl mercaptan with acrolein, in which deviations in the stoichiometry of methyl mercaptan to acrolein in the reaction to give 3-methylthiopropionaldehyde are compensated for by supplying or by forming 1,3-bis(methylthio)-1-propanol, and also to the use of 1,3-bis(methylthio)-1-propanol as a storage form of methyl mercaptan and/or 3-methylthiopropionaldehyde.Type: GrantFiled: February 14, 2017Date of Patent: May 25, 2021Assignee: Evonik Operations GmbHInventors: Stephan Rautenberg, Sascha Ceylan, Martin Koerfer, Judith Hierold, Harald Jakob, Christian Kaiser, Rainer Malzkorn, Thorsten Merker, Anja Nordschild
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Patent number: 10774037Abstract: The present invention relates to a method for producing a specified ?-amino acid, the method including allowing a specified ?-amino acid amide and water to react with each other in the presence of a zirconium compound which contains zirconium and at least one metal element selected from the group consisting of lithium, nickel, copper, zinc, cesium, barium, hafnium, tantalum, cerium, and dysprosium.Type: GrantFiled: July 25, 2017Date of Patent: September 15, 2020Assignee: SHOWA DENKO K.K.Inventors: Takanori Aoki, Akira Shibuya, Takamitsu Kobayashi, Hideo Miyata, Shinya Tsukamoto, Manabu Kuwajima, Motoki Murai
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Patent number: 10329240Abstract: There is disclosed a process for the separation of long chain amino acid and long chain dibasic acid, comprising: (1) recovering alkylamine from an aqueous solution of an alkali hydroxide hydrolysis of the mixed amide derivatives by distilling or by extracting with an extractant solvent; (2) cooling the aqueous solution of step (1) to precipitate a mixed alkali salts of long chain amino acid and dibasic acid; (3) recovering the mixed alkali salts of long chain amino acid and dibasic acid to provide a mother liquor; (4) separating long chain amino acid and dibasic acid by acidification-extraction of long chain dibasic acid with an extractant solvent or by selective dissolution of alkali salt of long chain amino acid in an aqueous solvent; and (4) adding an acid to the mother liquor of step (3) to obtain alkanoic acid.Type: GrantFiled: July 7, 2017Date of Patent: June 25, 2019Assignee: VITAWORKS IP, LLCInventor: Songzhou Hu
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Patent number: 10329241Abstract: There is disclosed a process for the separation of long chain amino acid and long chain dibasic acid, comprising: (1) cooling the hydrolysis solution to crystallize and separate alkali salt of long chain dibasic acid to provide an aqueous solvent solution; (2) distilling the aqueous solvent solution of step (1) to recover the solvent and to recover alkylamine; (3) cooling the residual solution of step (2) to precipitate and separate alkali salt of long chain amino acid to provide a mother liquor; (4) adding an acid to the mother liquor of step (3) to yield alkanoic acid; (5) adding an acid to an aqueous solution of the alkali salt of long chain dibasic acid of step (1) to obtain long chain dibasic acid; and (6) neutralizing the alkali salt of long chain amino acid of step (3) with an acid to obtain long chain amino acid.Type: GrantFiled: July 10, 2017Date of Patent: June 25, 2019Assignee: VITAWORKS IP, LLCInventor: Songzhou Hu
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Patent number: 9617209Abstract: The invention relates to a method for crystallizing D,L-methionine from aqueous solutions and/or suspensions containing D,L-methionine and D,L-methionine ammonium salts, having a Met content of 70-180 g/kg, an NH4+ content of 1-5 g/kg, in the presence of a crystallization additive, which comprises a nonionic or anionic surfactant or a mixture of various nonionic or anionic surfactants, in which the temperature of the solution and/or suspension is lowered directly or stepwise from T1=85-110° C. to T2=30-50° C., so that D,L-methionine precipitates as a solid.Type: GrantFiled: September 10, 2014Date of Patent: April 11, 2017Assignee: EVONIK DEGUSSA GmbHInventors: Stefan Reichert, Harald Jakob, Hans Joachim Hasselbach, Martin Koerfer
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Patent number: 9206120Abstract: The present invention discloses a clean method for preparing a D,L-methionine comprising the steps of: preparing a potassium cyanide solution using a crystallized mother solution containing potassium carbonate as an absorbing liquid to absorb hydrocyanic acid, then reacting the potassium cyanide solution with 3-methylthio propionaldehyde and an ammonium bicarbonate solution at 50-150° C. for 3-15 minutes so as to obtain a 5-(?-methylthioethyl)glycolyurea solution, then bring the 5-(?-methylthioethyl)glycolyurea solution to a temperature of 140-220° C. and subjecting to a saponification reaction for 2-5 minutes, after the completion of the saponification, reducing the temperature to 0-40° C., extracting with an organic solvent, neutralizing the water phase with CO2 and crystallizing, then filtering, washing, and drying to obtain an acceptable D,L-methionine product; bring the crystallized D,L-methionine mother solution from filtration to a temperature to 110-160° C.Type: GrantFiled: January 6, 2013Date of Patent: December 8, 2015Assignees: ZHEJIANG NHU COMPANY LTD., ZHEJIANG UNIVERSITY, SHANDONG NHU AMINO ACIDS CO., LTD.Inventors: Zhirong Chen, Cunchao Wang, Chuqiu Zhao, Sujuan Wang, Chengfeng Zhang, Tao Long, Xinhong Liu
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Patent number: 9024063Abstract: The present invention relates to a method for increasing L-methionine productivity and organic acid productivity. More particularly, the present invention relates to a method which involves adding a mixture containing methyl mercaptan and dimethyl sulfide at a appropriate ratio to O-acetyl homoserine or O-succinyl homoserine and to an enzyme having an activity of converting methionine precursor into L-methionine, so as to perform an enzyme reaction, to thereby improve the conversion rate of L-methionine and organic acid from the L-methionine precursor, and thus increasing L-methionine yield as compared to conventional method.Type: GrantFiled: February 26, 2010Date of Patent: May 5, 2015Assignee: CJ Cheiljedang CorporationInventors: So Young Kim, Yong Uk Shin, In Kyung Heo, Hyun Ah Kim, Ju Eun Kim, Chang Il Seo, Sung Kwang Son, Sang Mok Lee, Sung Hoo Jhon, Han Jin Lee, Kwang Ho Na, Il Chul Kim
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Patent number: 8968791Abstract: The present invention provides a dietary supplement that promote the growth, repair, and maintenance of mammalian bone and joint connective tissue. In particular, the dietary supplement comprises a combination of at least one metal chelate and at least one chondroprotective agent.Type: GrantFiled: May 30, 2008Date of Patent: March 3, 2015Assignee: Novus International, Inc.Inventors: Jeremy D. Moore, Thomas R. Hampton, Robert Harrell
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Publication number: 20150056452Abstract: The present invention relates to pulverulent compositions of a complex between an acid and a metal and the method of preparation thereof.Type: ApplicationFiled: March 15, 2013Publication date: February 26, 2015Applicant: INNOV'IA 3IInventors: Pierre Buisson, Robert Huet, Sebastien Fournier, Jean-Eudes Vendeville
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Publication number: 20140316005Abstract: A food composition that is useful for increasing antioxidant levels in the body is provided having increased levels of sulfur-containing amino acids, such as methionine, cysteine, or mixtures thereof. Methods of using these compositions for increasing antioxidant levels in the body in mammals, especially in companion animals, are also provided.Type: ApplicationFiled: July 2, 2014Publication date: October 23, 2014Inventors: Kim Gene Friesen, Dennis Edward Jewell
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Publication number: 20140243282Abstract: The present invention relates to novel drug conjugates, where in two drugs are linked together through an appropriate linker having at least two functional groups capable of forming covalent bond with drugs D1 and D2. The invention also relates to developing novel compositions, methods for their preparation and their use in treating various disease conditions.Type: ApplicationFiled: December 12, 2011Publication date: August 28, 2014Inventor: Satish Reddy Kallam
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Publication number: 20140213819Abstract: A method for the production of 2-hydroxy-4-(methylthio)butyronitrile having good storage stability in a multi-zone reactor, is provided. 3-methylmercaptopropionaldehyde is reacted with hydrogen cyanide in the presence of a base as catalyst in a main reaction zone of the multizone reactor to form a reaction mixture comprising the 2-hydroxy-4-(methylthio)butyronitrile, unreacted 3-methylmercaptopropionaldehyde, the catalyst and residual amounts of gaseous hydrogen cyanide. The residual gaseous hydrogen cyanide is removed from the main reaction zone to an absorption and post-reaction zone of the reactor which comprises a mixture of 3-methylmercaptopropionaldehyde and the catalyst; and the gaseous hydrogen cyanide is further reacted with the 3-methylmercaptopropionaldehyde in the absorption and post reaction zone. A molar ratio of hydrogen cyanide to 3-(methylthio)propanal in the main reaction zone is from 0.98 to 1.03.Type: ApplicationFiled: March 27, 2014Publication date: July 31, 2014Applicant: EVONIK DEGUSSA GmbHInventors: Dieter BUSS, Martin STEURENTHALER, Michael R. RINNER, Stephan KRETZ, Hans Joachim HASSELBACH, Caspar-Heinrich FINKELDEI, Martin KOERFER, Pablo ZACCHI
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Patent number: 8779190Abstract: According to the present invention, a new process for producing a sulfur-containing amino acid without using of hydrogen cyanide or sodium azide which requires careful handling as a raw material can be provided. The present invention relates to a process for producing a sulfur-containing amino acid represented by the following formula (1) or a salt thereof: wherein R1 is an alkyl group having 1 to 12 carbon atoms and optionally having substituents or a cycloalkyl group having 3 to 12 carbon atoms and optionally having substituents, and n is an integral number of from 1 to 4, comprising a step of reacting a sulfur-containing 2-ketocarboxylic acid represented by the formula (2) or a salt thereof: wherein R1 and n mean the same as defined above, with ammonia and hydrogen in the presence of a transition metal catalyst.Type: GrantFiled: March 24, 2011Date of Patent: July 15, 2014Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
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Publication number: 20140155652Abstract: The invention provides the following method capable of producing methionine in a shorter time by making rapid progress of the hydrolysis of 5-(2-methylmercaptoethyl)hydantoin from an aqueous 5-(2-methylmercaptoethyl)hydantoin solution containing ammonia component. A method of producing methionine is the method comprising hydrolyzing 5-(2-methylmercaptoethyl)hydantoin in an aqueous 5-(2-methylmercaptoethyl)hydantoin solution containing ammonia component, wherein the hydrolysis is performed after the ammonia component is removed from the aqueous solution.Type: ApplicationFiled: November 18, 2013Publication date: June 5, 2014Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Naoya YAMASHIRO, Junichi NISHIDA, Yoshiyuki KOIZUMI
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Patent number: 8742170Abstract: Provided herein are processes for the production of methionine or selenomethionine from homoserine. In particular, the processes proceed via the production of 4-substituted 2-aminobutanoic acid intermediates or derivatives thereof.Type: GrantFiled: March 9, 2011Date of Patent: June 3, 2014Assignee: Novus International, Inc.Inventors: Stephen J. Lorbert, Kevin A. Trankler, Richard Vonder Embse, Dayna L. Turner, Tracy Rode, Cynthia K. Snoddy, James C. Peterson
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Patent number: 8735631Abstract: The present invention relates to a method for manufacturing methylmercaptopropionaldehyde (MMP) including at least the following steps: (a) dehydrating glycerol to acrolein from an aqueous solution of glycerol in the presence of an acid catalyst; (b) purifying the aqueous flux from step (a) to obtain a flux of acrolein containing at least 15 wt % of water relative to the acrolein; (c) causing a reaction of the acrolein flux obtained in step (b) with methylmercaptan in the presence of a catalyst; (d) optionally purifying the product obtained in step (c). The method of the invention can also include a reaction of the product obtained in step (c) or (d) with hydrocyanic acid, or sodium cyanide during a step (e) followed by a subsequent transformation to produce methionine or methionine hydroxyanalogue, which can then optionally be purified.Type: GrantFiled: November 19, 2009Date of Patent: May 27, 2014Assignee: Arkema FranceInventors: Jean-François Devaux, Jean-Luc Dubois
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Patent number: 8729288Abstract: A method for the production of 2-hydroxy-4-(methylthio)butyronitrile having good storage stability in a multi-zone reactor, is provided. 3-methylmercaptopropionaldehyde is reacted with hydrogen cyanide in the presence of a base as catalyst in a main reaction zone of the multizone reactor to form a reaction mixture comprising the 2-hydroxy-4-(methylthio)butyronitrile, unreacted 3-methylmercaptopropionaldehyde, the catalyst and residual amounts of gaseous hydrogen cyanide. The residual gaseous hydrogen cyanide is removed from the main reaction zone to an absorption and post-reaction zone of the reactor which comprises a mixture of 3-methylmercaptopropionaldehyde and the catalyst; and the gaseous hydrogen cyanide is further reacted with the 3-methylmercaptopropionaldehyde in the absorption and post reaction zone. A molar ratio of hydrogen cyanide to 3-(methylthio)propanal in the main reaction zone is from 0.98 to 1.03.Type: GrantFiled: February 22, 2012Date of Patent: May 20, 2014Assignee: Evonik Degussa GmbHInventors: Dieter Buss, Martin Steurenthaler, Michael R. Rinner, Stephan Kretz, Hans Joachim Hasselbach, Caspar-Heinrich Finkeldei, Martin Koerfer, Pablo Zacchi
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Publication number: 20140099696Abstract: Microspheres are produced by contacting a solution of a macromolecule or small molecule in a solvent with an antisolvent and a counterion, and chilling the solution. The microspheres are useful for preparing pharmaceuticals, nutraceuticals, cosmetic products and the like of defined dimensions.Type: ApplicationFiled: April 30, 2013Publication date: April 10, 2014Applicant: Ansun Biopharma, Inc.Inventors: Michael P. Malakhov, Fang Fang
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Patent number: 8669111Abstract: The present invention provides reagents and methods for limiting adsorptive and/or oxidative protein losses in a sample.Type: GrantFiled: January 24, 2013Date of Patent: March 11, 2014Assignee: Arizona Board of Regents, A Body Corporate of the State of Arizona Acting for and on Behalf of Arizona State UniversityInventors: Douglas Rehder, Matthew Schaab, Chad Borges
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Patent number: 8653136Abstract: Compositions based on amino acids are described, for improving the myocardial ventricular function in patients suffering from diabetes, particularly but not exclusively II type diabetes. The compositions according to the invention comprise up to 75% of the branched chain amino acids leucine, isoleucine and valine, as active ingredients. Preferably, the compositions also comprise, as further active ingredients, up to 50% of threonine and lysine. Other essential amino acids are preferably also provided, in particular methionine, phenylalanine, histidine, tryphtophan, as well as non essential amino acids, in particular tyrosine and/or cyst(e)ine (i.e., cystine and cysteine). Other amino acids can be added, provided that their sum is in a percentage being lower than 20% with respect to the other active ingredients, and less than 10% for each single amino acid.Type: GrantFiled: April 17, 2008Date of Patent: February 18, 2014Assignee: Determinants of Metabolism Research Laboratory S.R.L.Inventors: Franco Conti, Francesco Saverio Dioguardi
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Patent number: 8546601Abstract: A storage stable mixture containing 86 to 97% by weight of 2-hydroxy-4-methylthiobutyronitrile, 2 to 14% by weight of water, 0.05 to 0.5% by weight of HCN and having a pH of 1 to 4, measured using a pH electrode at 23° C. is provided. A method to produce the storage stable mixture and its use in manufacture of DL-methionine or 2-hydroxy-4-methylthiobutyric acid is also provided.Type: GrantFiled: February 22, 2012Date of Patent: October 1, 2013Assignee: Evonik Degussa GmbHInventors: Dieter Buss, Martin Steurenthaler, Joachim Hans Hasselbach, Michael R. Rinner, Benjamin Fonfe, Martin Koerfer, Stephan Kretz
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Publication number: 20130231503Abstract: The present invention relates to a method for producing L-methionine, comprising: i) culturing an L-methionine precursor-producing microorganism strain in a fermentation solution, so that the L-methionine precursor accumulates in the solution; and ii) mixing a converting enzyme and methylmercaptan or its salts with at least a portion of the solution to convert the accumulated L-methionine precursor into L-methionine, as well as to microorganism strains used in each step.Type: ApplicationFiled: January 29, 2013Publication date: September 5, 2013Applicant: CJ CHEILJEDANG CORPORATIONInventors: So-young Kim, Kwang-myung Choi, Yong-uk Shin, Hye-won Um, Kyung-oh Choi, Jin-sook Chang, Young-wook Cho, Young-hoon Park
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Publication number: 20130217909Abstract: A continuous process for obtaining acrolein by catalytic dehydration of glycerol or glycerin, in the presence of an acid catalyst, wherein said process comprises the concomitant regeneration of said catalyst and is carried out in a fluidized bed reactor, said reactor comprising two zones, a first zone, or lower zone, termed catalyst regeneration zone, in which a fluidization gas comprising oxygen is introduced, and a second zone, or upper zone, termed reaction zone, in which the glycerol or glycerin is introduced and converted into acrolein.Type: ApplicationFiled: October 26, 2011Publication date: August 22, 2013Applicants: ECOLE CENTRALE DE LILLE, ADISSEO FRANCE S.A.S.Inventors: Stephane Pariente, Virginie Belliere-Baca, Sebastien Paul, Nouria Fatah
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Publication number: 20130211078Abstract: Provided herein are processes for the production of methionine or selenomethionine from homoserine. In particular, the processes proceed via the production of carbamate intermediates.Type: ApplicationFiled: March 20, 2013Publication date: August 15, 2013Applicant: Novus International Inc.Inventor: Novus International Inc.
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Publication number: 20130197258Abstract: The invention concerns a method for preparing acrolein from glycerol or glycerine, wherein dehydration of the glycerol or glycerine is achieved in the presence of a catalyst based on zirconium oxide and which active phase consists in at least a) a silicon oxide, a zirconium oxide and at least one metal M oxide, said metal being selected from tungsten, cerium, manganese, niobium, tantalum, vanadium and titanium, b) a titanium oxide, a zirconium oxide and at least one metal M oxide, said metal being selected from tungsten, cerium, manganese, niobium, tantalum, vanadium and silicon. This method can be used for making 3-(methylthio)propionic aldehyde MMP, 2-hydroxy-4-,methylthiobutyronitrile HMTBN, methionine and its analogs.Type: ApplicationFiled: June 16, 2011Publication date: August 1, 2013Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, ADISSEO FRANCE S.A.S.Inventors: Pascaline Lauriol-Garbey, Virginie Belliere-Baca, Stéphane Loridant, Jean-Marc Millet
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Publication number: 20130184474Abstract: The invention relates to a method for preparing an amino acid, or its salts, from 2-aminobutyrolactone (2ABL), said amino acid fitting the formula I, XCH2CH2CHNH2COOH, wherein X is such that X? represents a nucleophilic ion, according to which N-carboxylation of 2-aminobutyrolactone (2ABL) is achieved with carbon dioxide, and the thereby obtained 2ABL carbamate is reactive with an XH reagent or its salts.Type: ApplicationFiled: October 4, 2011Publication date: July 18, 2013Applicant: ADISSEO FRANCE S.A.S.Inventors: Robert Huet, Jean-Michel Joerger, Vivien Henryon
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Patent number: 8476427Abstract: Provided herein are processes for the production of methionine or selenomethionine from homoserine. In particular, the processes proceed via the production of carbamate intermediates.Type: GrantFiled: March 9, 2011Date of Patent: July 2, 2013Assignee: Novus International, Inc.Inventors: Stephen J. Lorbert, Kevin A. Trankler, Richard Vonder Embse, Dayna L. Turner, Tracy Rode, James C. Peterson
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Publication number: 20130158292Abstract: A novel method capable of producing methionine without using hydrogen cyanide as a raw material has been desired. The present invention relates to a method for producing methionine including Step A of oxidizing 4-methylthio-2-oxo-1-butanal in the presence of an alcohol, and Step B of reductively aminating 4-methylthio-2-oxo-butyrate obtained in Step A. It is preferable that Step A is carried out by reacting 4-methylthio-2-oxo-1-butanal, the alcohol and an oxidizing agent in the presence of a carbene catalyst.Type: ApplicationFiled: December 13, 2012Publication date: June 20, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: SUMITOMO CHEMICAL COMPANY, LIMITED
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Publication number: 20130108560Abstract: A thin film composition for oral administration that adheres to and dissolves in a mouth of a user, wherein the thin film is a single layered water-soluble solid comprising at least one D-amino acid contained in a plurality of hydrophobic carriers dispersed throughout the thin film. The hydrophobic carriers comprise oil and the composition further comprises a phospholipid, an emulsifier, and a water soluble polymer. The preferred D-amino acids are D-leucine, D-tryptophan, D-methionine, and D-tyrosine. A method of reducing dental plaque in a subject entails placing the thin film composition contemplated herein into a mouth of the subject.Type: ApplicationFiled: November 1, 2012Publication date: May 2, 2013Inventors: Robert Davidson, Eric Allen, Ed Maliski
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Publication number: 20130072713Abstract: A novel method for producing methionine without using hydrogen cyanide as a raw material has been demanded. A method for producing methionine including a step A of oxidizing 4-methylthio-2-oxo-1-butanal in the presence of an alcohol; a step B of hydrolyzing a 4-methylthio-2-oxo-butanoic acid ester obtained in the step A; and a step C of subjecting 4-methylthio-2-oxo-butanoic acid obtained in the step B to reductive amination.Type: ApplicationFiled: September 14, 2012Publication date: March 21, 2013Inventors: Koji HAGIYA, Kazuyasu TANI
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Publication number: 20130012737Abstract: According to the present invention, a new process for producing a sulfur-containing amino acid without using of hydrogen cyanide or sodium azide which requires careful handling as a raw material can be provided. The present invention relates to a process for producing a sulfur-containing amino acid represented by the following formula (1) or a salt thereof: wherein R1 is an alkyl group having 1 to 12 carbon atoms and optionally having substituents or a cycloalkyl group having 3 to 12 carbon atoms and optionally having substituents, and n is an integral number of from 1 to 4, comprising a step of reacting a sulfur-containing 2-ketocarboxylic acid represented by the formula (2) or a salt thereof: wherein R1 and n mean the same as defined above, with ammonia and hydrogen in the presence of a transition metal catalyst.Type: ApplicationFiled: March 24, 2011Publication date: January 10, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
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Publication number: 20130008384Abstract: An animal feed mixture containing DL-methionyl-DL-methionine and salts thereof for animals kept in aquacultures is provided. Methods for preparing DL-methionyl-DL-methionine of formula (I) and methods to fractionate the diasteriomeric forms obtained are also provided.Type: ApplicationFiled: September 14, 2012Publication date: January 10, 2013Applicant: Evonik Degussa GmbHInventors: Christoph KOBLER, Thomas Haeussner, Christoph Weckbecker
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Publication number: 20130011514Abstract: An animal feed mixture containing DL-methionyl-DL-methionine and salts thereof for animals kept in aquacultures is provided. Methods for preparing DL-methionyl-DL-methionine of formula (I) and methods to fractionate the diasteriomeric forms obtained are also provided.Type: ApplicationFiled: September 14, 2012Publication date: January 10, 2013Applicant: EVONIK DEGUSSA GmbHInventors: Christoph KOBLER, Thomas Haeussner, Christoph Weckbecker
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Publication number: 20130006014Abstract: Provided herein are processes for the production of methionine or selenomethionine from homoserine. In particular, the processes proceed via the production of lactone intermediates.Type: ApplicationFiled: August 30, 2012Publication date: January 3, 2013Applicant: NOVUS INTERNATIONAL INC.Inventors: Stephen J. Lorbert, Kevin A. Trankler, Richard Vonder Embse, Dayna L. Turner, Tracy Rode, Cynthia K. Snoddy, James C. Peterson
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Publication number: 20120329846Abstract: Disclosed is an agent for use in the treatment or prevention of inflammatory bowel disease. Also disclosed is an agent for inhibiting the production of TNF-?. A therapeutic or prophylactic agent for inflammatory bowel disease comprising at least one amino acid selected from the group consisting of lysine, histidine, phenylalanine, methionine, tryptophan, glutamine, glycine, cysteine, cystine and threonine, the amino acid being administered at a dose of 0.1 to 4000 mg/kg per day; and a TNF-? production inhibitor comprising an amino acid selected from the group consisting of histidine, phenylalanine and tryptophan, the amino acid being administered at a dose of 0.1 to 4000 mg/kg per day.Type: ApplicationFiled: March 27, 2012Publication date: December 27, 2012Applicant: Ajinomoto Co., Inc.Inventors: Hideki Matsumoto, Tomohisa Okutsu, Tomoko Takeda, Hideki Suzuki, Tetsuo Yano, Masaki Hashimoto, Miho Ono, Manabu Suzuki
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Publication number: 20120294866Abstract: The present invention provides a liquid pharmaceutical formulation comprising a therapeutic protein, a surfactant and at least an antioxidant selected from the group of radical scavengers, chelating agents or chain terminators.Type: ApplicationFiled: January 14, 2010Publication date: November 22, 2012Applicant: F. HOFFMANN-LA ROCHE AGInventors: Hanns-Christian Mahler, Satya Krishna Kishore Ravuri
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Publication number: 20120253068Abstract: Provided is a process for producing methionine, which involves: (1) hydrolyzing 5-[2-(methylthio)ethylimidazolidine-2,4-dione in the presence of a basic potassium compound, (2) introducing carbon dioxide into a reaction liquid obtained in step (1), thereby precipitating methionine, and separating the resulting slurry into a precipitate and a mother liquid, (3) heat-treating the mother liquid obtained in step (2), and (4) introducing carbon dioxide into the mother liquid heat-treated in step (3), thereby precipitating methionine and potassium bicarbonate, and separating the resulting slurry into a precipitate and a mother liquid, wherein the alanine content in the mother liquid to be subjected to step (4) is 0.75 wt % or less.Type: ApplicationFiled: March 27, 2012Publication date: October 4, 2012Inventors: Naoko IMADA, Yoshiyuki KOIZUMI
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Publication number: 20120215022Abstract: A method for the production of 2-hydroxy-4-(methylthio)butyronitrile having good storage stability in a multi-zone reactor, is provided. 3-methylmercaptopropionaldehyde is reacted with hydrogen cyanide in the presence of a base as catalyst in a main reaction zone of the multizone reactor to form a reaction mixture comprising the 2-hydroxy-4-(methylthio)butyronitrile, unreacted 3-methylmercaptopropionaldehyde, the catalyst and residual amounts of gaseous hydrogen cyanide. The residual gaseous hydrogen cyanide is removed from the main reaction zone to an absorption and post-reaction zone of the reactor which comprises a mixture of 3-methylmercaptopropionaldehyde and the catalyst; and the gaseous hydrogen cyanide is further reacted with the 3-methylmercaptopropionaldehyde in the absorption and post reaction zone. A molar ratio of hydrogen cyanide to 3-(methylthio)propanal in the main reaction zone is from 0.98 to 1.03.Type: ApplicationFiled: February 22, 2012Publication date: August 23, 2012Applicant: Evonik Degussa GmbHInventors: Dieter Buss, Martin Steurenthaler, Michael R. Rinner, Stephan Kretz, Hans Joachim Hasselbach, Caspar-Heinrich Finkeldei, Martin Koerfer, Pablo Zacchi
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Publication number: 20120215021Abstract: A storage stable mixture containing 86 to 97% by weight of 2-hydroxy-4-methylthiobutyronitrile, 2 to 14% by weight of water, 0.05 to 0.5% by weight of HCN and having a pH of 1 to 4, measured using a pH electrode at 23° C. is provided. A method to produce the storage stable mixture and its use in manufacture of DL-methionine or 2-hydroxy-4-methylthiobutyric acid is also provided.Type: ApplicationFiled: February 22, 2012Publication date: August 23, 2012Applicant: Evonik Degussa GmbHInventors: Dieter Buss, Martin Steurenthaler, Hans Joachim Hasselbach, Michael R. Rinner, Benjamin Fonfe, Martin Koerfer, Stephan Kretz
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Publication number: 20120178966Abstract: A method comprising: (a) enzymatically processing an O-acetylhomoserine (OAHS) fermentation liquor to produce L-methionine and an acetate source; (b) separating at least a portion of said L-methionine from at least a fraction of said acetate source to form separated L-methionine and a residual liquor comprising an acetate-source; and (c) recovering at least a portion of said acetate source from said residual liquor as recovered acetate.Type: ApplicationFiled: December 29, 2011Publication date: July 12, 2012Applicant: CJ CHEILJEDANG CORPORATIONInventors: Soon Won HONG, In Seok HWANG, Sang Mok LEE, Youn Jae LEE, Jun Young JUNG, Aharon Eyal
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Patent number: 8217197Abstract: A process for producing methionine advantageously in view of cost, while efficiently recovering useful components, is provided, including the following steps (1) hydrolyzing 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione in the presence of a basic potassium compound; (2) introducing carbon dioxide into the reaction solution obtained in step (1) to thereby precipitate methionine, and separating the resulting slurry into a precipitate and a mother liquor; (3) concentrating the mother liquor obtained in step (2), mixing the resulting concentrate with a lower alcohol, introducing carbon dioxide into the resulting mixture to thereby precipitate methionine and potassium hydrogencarbonate, and separating the resulting slurry into a precipitate and a mother liquor; and (4) concentrating the mother liquor obtained in step (3), treating the resulting concentrate by heating at a temperature of from 150 to 200° C., and recycling the treated solution for use in step (3).Type: GrantFiled: November 6, 2009Date of Patent: July 10, 2012Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiyuki Koizumi, Akinori Goto, Takushi Azemi
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Publication number: 20120141590Abstract: Microspheres are produced by contacting a solution of a macromolecule or small molecule in a solvent with an antisolvent and a counterion, and chilling the solution. The microspheres are useful for preparing pharmaceuticals, nutraceuticals, cosmetic products and the like of defined dimensions.Type: ApplicationFiled: September 30, 2011Publication date: June 7, 2012Inventors: Michael Malakhov, Fang Fang
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Publication number: 20120123158Abstract: The present invention relates to a method for increasing L-methionine productivity and organic acid productivity. More particularly, the present invention relates to a method which involves adding a mixture containing methyl mercaptan and dimethyl sulfide at a appropriate ratio to O-acetyl homoserine or O-succinyl homoserine and to an enzyme having an activity of converting methionine precursor into L-methionine, so as to perform an enzyme reaction, to thereby improve the conversion rate of L-methionine and organic acid from the L-methionine precursor, and thus increasing L-methionine yield as compared to conventional method.Type: ApplicationFiled: February 26, 2010Publication date: May 17, 2012Applicant: CJ CHEILJEDANG CORPORATIONInventors: So Young Kim, Yong Uk Shin, In Kyung Heo, Hyun Ah Kim, Ju Eun Kim, Chang Il Seo, Sung Kwang Son, Sang Mok Lee, Sung Hoo Jhon, Han Jin Lee, Kwang Ho Na, Il Chul Kim
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Publication number: 20120058905Abstract: Naturally-occurring and modified recombinant nucleic acid molecules have been isolated that encode linear pre-cursors of cyclopeptides of the Caryophyllaceae (Ccps) and Caryophyllaceae-like (Clcps) type V1 class of cyclopeptides. Such nucleic acid molecules are useful for producing cyclopeptides and their linear precursors by recombinant methods.Type: ApplicationFiled: May 10, 2010Publication date: March 8, 2012Inventors: Patrick S. Covello, Raju S.S. Datla, Sandra Lee Stone, J. John Balsevich, Martin John Reaney, Paul Grenville Arnison, Janet Anne Condie
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Patent number: 8119837Abstract: A process for producing methionine, while corrosion of a pipe and a reaction vessel is well inhibited, is provided including the following steps (1) to (3), wherein a content of thiols in 3 -methylthiopropanal is 500 ppm or less, based on the propanal, and a content of hydrogen sulfide in 3-methylthiopropanal is 60 ppm or less, based on the propanal; step (1) in which 3 -methylthiopropanal is reacted with hydrogen cyanide in the presence of a base to give 2 -hydroxy -4-methylthiobutanenitrile; step (2) in which the 2-hydroxy-4-methylthiobutanenitrile obtained in step (1) is reacted with ammonium carbonate to give 5-(?-methylmercaptoethyl) hydantoin; and step (3) in which the 5-(?-methylmercaptoethyl)hydantoin obtained in step (2) is hydrolyzed in the presence of a basic potassium compound to give methionine.Type: GrantFiled: November 6, 2009Date of Patent: February 21, 2012Assignee: Sumitomo Chemical Company, LimitedInventors: Takushi Azemi, Yoshiyuki Koizumi
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Patent number: 8119836Abstract: Derivatives of seleno-alpha amino acids, particularly selenomethionine as enhanced bioavailable sources of selenium in animal diets.Type: GrantFiled: May 6, 2009Date of Patent: February 21, 2012Assignee: Zinpro CorporationInventors: Mahmoud M. Abdel-Monem, Michael D. Anderson
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Coenzyme Q10 Nanoparticles, Preparation Method Thereof and Composition Containing Said Nanoparticles
Publication number: 20120041178Abstract: Provided are a coenzyme Q10 nanoparticle, a method of preparing the same and a composition having the nanoparticle. According to the present invention, Coenzyme Q10 may be dissolved in only a water-miscible organic solvent, and easily made into a nano-sized particle and solubilized under a low energy condition, for example, by simple stirring. The coenzyme Q10 may be dispersion-stabilized by an amino acid or protein. The coenzyme Q10 is formed in a nano-sized particle and solubilized, an absorption rate may be increased and simultaneously deliver the amino acid and protein with the nanoparticle. Thus, the coenzyme Q10 nanoparticle can be effectively used in food, cosmetics and medicine.Type: ApplicationFiled: April 6, 2010Publication date: February 16, 2012Applicant: Korea Research Institute of Bioscience and BiotechnologyInventors: Bong Hyun Chung, Jung Hyun Han