Methionine Per Se Or Salt Thereof Patents (Class 562/559)
  • Patent number: 8106237
    Abstract: The present invention provides a process for producing methionine, which comprises steps of: hydrolyzing 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione in the presence of a basic potassium compound in a non-stirred continuous first reaction tank, and heat-treating the reaction solution after hydrolysis in a second reaction tank. According to the process of the present invention, a methionine crystal with a higher bulk density can be produced.
    Type: Grant
    Filed: June 8, 2009
    Date of Patent: January 31, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshiyuki Koizumi, Fumio Kubo
  • Patent number: 8101797
    Abstract: 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 the 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 the 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 the 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 (2).
    Type: Grant
    Filed: November 6, 2009
    Date of Patent: January 24, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshiyuki Koizumi, Akinori Goto, Takushi Azemi
  • Publication number: 20110319659
    Abstract: A method for producing methionine includes a hydrolyzing step of hydrolyzing 5-(?-methylmercaptoethyl)hydantoin, and a crystallizing step of crystallizing with carbon dioxide introduced into a reaction solution after hydrolysis, to obtain methionine. In the crystallizing step, as carbon dioxide introduced into the hydrolysis reaction solution, carbon dioxide that is separated in a carbon dioxide separation section from a reformed gas formed by steam reforming reaction in a steam reformation section and carbon dioxide that is separated in an exhaust gas separation section from a combustion exhaust gas generated by pure oxygen combustion in a hydrocarbon heating furnace and a reformation reaction heating furnace are used.
    Type: Application
    Filed: June 28, 2011
    Publication date: December 29, 2011
    Inventors: Motonobu YOSHIKAWA, Takehiro Nakasuji
  • Publication number: 20110229626
    Abstract: 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: Application
    Filed: November 19, 2009
    Publication date: September 22, 2011
    Inventors: Jean-Francois Devaux, Jean-Luc Dubois
  • Publication number: 20110224430
    Abstract: 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: Application
    Filed: March 9, 2011
    Publication date: September 15, 2011
    Applicant: NOVUS INTERNATIONAL INC.
    Inventors: Stephen J. Lorbert, Kevin A. Trankler, Richard Vonder Embse, Dayna L. Turner, Tracy Rode, James C. Peterson
  • Publication number: 20110224458
    Abstract: 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: Application
    Filed: March 9, 2011
    Publication date: September 15, 2011
    Applicant: NOVUS INTERNATIONAL INC.
    Inventors: Stephen J. Lorbert, Kevin A. Trankler, Richard Vonder Embse, Dayna L. Turner, Tracy Rode, Cynthia K. Snoddy, James C. Peterson
  • Publication number: 20110207962
    Abstract: The present invention aims to provide a method of producing methionine by hydrolyzing M-hydantoin in the presence of a basic potassium compound, which can effectively prevent corrosion of reaction vessels in both the liquid phase and gaseous phase of a hydrolysis solution even at a higher temperature, and enables a longer period of stable production of methionine. Provided is a method of producing methionine, comprising hydrolyzing 5-(?-methylmercaptoethyl)hydantoin in water in the presence of a basic potassium compound in a reaction system having a potassium concentration of not more than 9 wt % at a temperature of not less than 170° C.
    Type: Application
    Filed: February 22, 2011
    Publication date: August 25, 2011
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Faber Raymond Ojahan HUTAGALUNG, Yoshiyuki KOIZUMI
  • Publication number: 20110123976
    Abstract: A method is provided for the parallel identification of one or more metabolite species within a biological sample. The method comprises analyzing the sample to produce a spectrum containing individual spectral peaks representative of the one or more metabolite species contained within the sample; subjecting each of the individual spectral peaks to a statistical pattern recognition analysis to identify the one or more metabolite species contained within the sample; and identifying the one or more metabolite species contained within the sample by analyzing the individual spectral peaks of the spectra.
    Type: Application
    Filed: October 13, 2010
    Publication date: May 26, 2011
    Applicant: Purdue Research Foundation
    Inventors: M. Daniel Raftery, Vincent Asiago
  • Publication number: 20110033560
    Abstract: The present invention relates to the use of a preparation comprising a substance that is capable of binding acetaldehyde, and to the use of a filter that is attached to a tobacco product to reduce tobacco and/or alcohol dependence.
    Type: Application
    Filed: September 12, 2008
    Publication date: February 10, 2011
    Applicant: BIOHIT OYJ
    Inventors: Osmo Suovaniemi, Mikko Salaspuro, Ville Salaspuro, Martti Marvola
  • Publication number: 20110034726
    Abstract: The invention relates to a process for preparing optically active ?-aminoacetals by resolution of a racemic mixture or of a mixture of enantiomers via the formation of diastereoisomeric salts, and also novel intermediates in the form of diastereoisomeric salts.
    Type: Application
    Filed: January 21, 2009
    Publication date: February 10, 2011
    Applicant: CLARIANT SPECIALTY FINE CHEMICALS (FRANCE)
    Inventors: Muriel Albalat, Geraldine Primazot, Didier Wilhelm, Jean-Claude Vallejos
  • Publication number: 20110033362
    Abstract: The present invention relates to an improved process for producing hydrocyanic acid by reaction of ammonia with methane in which a small amount of at least one sulphur-containing compound corresponding to the general formula R S (S)x—R? is added, in which R and R? which are identical or different, represent a linear or branched alkyl or alkenyl radical containing from 1 to 5 carbon atoms, and x is a number ranging from 1 to 5, to the reactive gas mixture before it passes over the catalyst. The process according to the invention makes it possible to obtain improved yields of HCN. Another subject of the invention relates to the use of the resulting product for producing methionine, acetone cyanohydrin, adiponitrile or sodium cyanide.
    Type: Application
    Filed: March 20, 2009
    Publication date: February 10, 2011
    Applicant: ARKEMA FRANCE
    Inventors: Enzo Formentin, Catherine Schafer
  • Patent number: 7884240
    Abstract: The invention relates to a method for production of D- and/or L-methionine via D- and/or L-homoserine with subsequent chemical transformation to give methionine.
    Type: Grant
    Filed: February 13, 2008
    Date of Patent: February 8, 2011
    Assignee: Evonik Degussa GmbH
    Inventors: Martin Hateley, Christoph Kobler, Christoph Weckbecker, Thomas Häussner, Jürgen Bilz, Klaus Huthmacher
  • Publication number: 20110008261
    Abstract: The invention relates to a dynamic nuclear polarisation (DNP) method for producing hyperpolarised amino acids and amino sulphonic acids and compositions for use in the method. As a sample, an ammonium salt of an amino acid, an ammonium salt of an aminosulphonic acid, a carboxylate salt of an amino acid, a sulphonate salt of an aminosulphonic acid or mixtures thereof is used.
    Type: Application
    Filed: February 3, 2009
    Publication date: January 13, 2011
    Applicant: GE HEALTHCARE LIMITED
    Inventors: Mathilde H. Lerche, Magnus Karlsson, Pernille R. Jensen
  • Publication number: 20100304449
    Abstract: The invention relates to a method for producing different products comprising a target substance, particularly amino acids or vitamins, wherein the target substance is produced by fermentation.
    Type: Application
    Filed: December 11, 2007
    Publication date: December 2, 2010
    Inventors: Matthias Moll, Stefan Stockhammer, Hans Christian Alt, Joachim Pohlisch, Klaus Huthmacher
  • Publication number: 20100121102
    Abstract: 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 the 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 the 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 the 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 (2).
    Type: Application
    Filed: November 6, 2009
    Publication date: May 13, 2010
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yoshiyuki KOIZUMI, Akinori GOTO, Takushi AZEMI
  • Publication number: 20100121104
    Abstract: 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: Application
    Filed: November 6, 2009
    Publication date: May 13, 2010
    Applicant: Sumitomo Chemical Company, Limited
    Inventors: Takushi AZEMI, Yoshiyuki KOIZUMI
  • Publication number: 20100121103
    Abstract: 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: Application
    Filed: November 6, 2009
    Publication date: May 13, 2010
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yoshiyuki KOIZUMI, Akinori GOTO, Takushi AZEMI
  • Patent number: 7655072
    Abstract: A process for purifying CO2 offgas streams to free them of chemical compounds, and to the recycling of the purified gas streams into the production process.
    Type: Grant
    Filed: July 20, 2005
    Date of Patent: February 2, 2010
    Assignee: Degussa AG
    Inventors: Hans-Joachim Hasselbach, Jose Vanrobaeys, Martin Körfer
  • Publication number: 20100004486
    Abstract: The present invention provides a process for producing methionine which is advantageous from the viewpoints of cost and wastewater disposal, and which comprises the following steps (1) to (5): (1) a reaction step comprising hydrolysis of 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione in the presence of a basic potassium compound; (2) a first crystallization step comprising introduction of carbon dioxide into the reaction solution obtained in the step (1) to precipitate methionine, and separation of the resultant slurry into a precipitate and a mother liquor; (3) a second crystallization step comprising concentration of the mother liquor obtained in the step (2), mixing with a lower alcohol, introduction of carbon dioxide into the mixture to precipitate methionine and potassium hydrogen carbonate, and separation of the resultant slurry into a precipitate and a mother liquor; (4) a heating step comprising concentration of the mother liquor obtained in the step (3) followed by a heating treatment at 150 to 20
    Type: Application
    Filed: June 8, 2009
    Publication date: January 7, 2010
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yoshiyuki KOIZUMI, Akinori Goto, Takushi Azemi
  • Patent number: 7635787
    Abstract: A process for producing methionine by hydrolysis of 5-(?-methylmercaptoethyl)hydantoin in the presence of an alkali, in which the concentration of hydrogen sulfide is 5 ppm or less in a solution used for hydrolysis comprising 5-(?-methylmercaptoethyl)hydantoin and the alkali, whereby methionine can be stably produced for a long period of time.
    Type: Grant
    Filed: March 25, 2008
    Date of Patent: December 22, 2009
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuo Fujita, Kozo Onishi
  • Publication number: 20090306426
    Abstract: The present invention provides a process for producing methionine, which comprises steps of: hydrolyzing 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione in the presence of a basic potassium compound in a non-stirred continuous first reaction tank, and heat-treating the reaction solution after hydrolysis in a second reaction tank. According to the process of the present invention, a methionine crystal with a higher bulk density can be produced.
    Type: Application
    Filed: June 8, 2009
    Publication date: December 10, 2009
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yoshiyuki Koizumi, Fumio Kubo
  • Publication number: 20090281353
    Abstract: The present invention features improved processes and organisms for the production of methionine. The invention demonstrates that a ?metF organism or a ?metE AmetH organism, for example, mutants of C. glutamicum or E. coli, can use a methyl capped sulfide source, e.g., dimethyl disulfide (DMDS), as a source of both sulfur and a methyl group, bypassing the need for MetH/MetE and MetF activity and the need to reduce sulfate, for the synthesis of methionine. Also described in this patent are data implicating MetY (also called MetZ) as an enzyme that incorporates a methyl capped sulfide source, e.g., DMDS, into methionine. A ?metF ?metB strain of C. glutamicum can use a methyl capped sulfide source, e.g., DMDS, as a source of both sulfide and a methyl group. Furthermore, methionine production by engineered prototrophic organisms that overproduce O-acetyl-homoserine was improved by the addition of a methyl capped sulfide source, e.g., DMDS.
    Type: Application
    Filed: July 18, 2006
    Publication date: November 12, 2009
    Applicant: BASF AG
    Inventors: Oskar Zelder, Stefan Haefner, Andrea Herold, Corinna Klopprogge, Hartwig Schroder, R. Rogers Yocum, Mark K. Williams
  • Patent number: 7572937
    Abstract: The present invention relates to a sequence for the preparation of amino acids, for example alpha amino acids, in particular methionine, by making use of an amidocarbonylation reaction and reuse of the catalyst.
    Type: Grant
    Filed: May 14, 2005
    Date of Patent: August 11, 2009
    Assignee: Evonik Degussa GmbH
    Inventors: Martin Hateley, Thomas Hauhlner, Christoph Weckbecker, Klaus Huthmacher, Dieter Buss
  • Patent number: 7534916
    Abstract: In the process for producing methionine of the present invention uses, as an equipment material for a step of hydrolyzing 5-(?-methylmercaptoethyl)hydantoin in the presence of potassium carbonate to produce methionine, a stainless steel containing 21.0 to 30.0% by weight of a Cr element, 2.5 to 11.0% by weight of a Ni element and 1.0 to 5.0% by weight of a Mo element, a ratio of the total content of the Cr element and the Mo element to the content of the Ni element being from 4.7 to 14.0, is used.
    Type: Grant
    Filed: April 23, 2007
    Date of Patent: May 19, 2009
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Kozo Onishi
  • Publication number: 20090105328
    Abstract: An Amino Acid Compound is described. The Amino Acid Compound may comprise an Amino Acid and one of a Nitrate and a Nitrite. The Amino Acid may be one of Aspartic Acid, Cysteine, Glycine, Lysine, Methionine, Proline, Tyrosine, and Phenylalanine.
    Type: Application
    Filed: December 17, 2008
    Publication date: April 23, 2009
    Inventors: Ronald Kramer, Alexander Nikolaidis
  • Publication number: 20090076302
    Abstract: A method for preparing ?-keto acids, especially ?-ketomethionine, and/or derivatives thereof, whereby an aldehyde is reacted with thiols to give a corresponding dithioacetal, the dithioacetal formed, is reacted with an electrophile in the presence of a strong base, and the resulting ?,?-(dithio)carboxylic acid is solvolyzed with acid-catalysis to release thiol and give the ?-keto acid or a derivative thereof. Umpolung of aliphatic or aromatic aldehydes is effected by reaction with thiols.
    Type: Application
    Filed: July 9, 2008
    Publication date: March 19, 2009
    Applicant: EVONIK DEGUSSA GmbH
    Inventors: Christoph Kobler, Martin Hateley, Philipp Roth, Barbara Jaeger, Christoph Weckbecker, Klaus Huthmacher
  • Publication number: 20080242888
    Abstract: A process for producing methionine by hydrolysis of 5-(?-methylmercaptoethyl)hydantoin in the presence of an alkali, in which the concentration of hydrogen sulfide is 5 ppm or less in a solution used for hydrolysis comprising 5-(?-methylmercaptoethyl)hydantoin and the alkali, whereby methionine can be stably produced for a long period of time.
    Type: Application
    Filed: March 25, 2008
    Publication date: October 2, 2008
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Kazuo FUJITA, Kozo Onishi
  • Publication number: 20080146840
    Abstract: The invention relates to a method for production of D- and/or L-methionine via D- and/or L-homoserine with subsequent chemical transformation to give methionine.
    Type: Application
    Filed: February 13, 2008
    Publication date: June 19, 2008
    Applicant: Degussa GmbH
    Inventors: Martin Hateley, Christoph Kobler, Christoph Weckbecker, Thomas Haussner, Jurgen Bilz, Klaus Huthmacher
  • Patent number: 7368600
    Abstract: The invention relates to a method for production of D- and/or L-methionine via D- and/or L-homoserine with subsequent chemical transformation to give methionine.
    Type: Grant
    Filed: January 25, 2007
    Date of Patent: May 6, 2008
    Assignee: Degussa GmbH
    Inventors: Martin Hateley, Christoph Kobler, Christoph Weckbecker, Thomas Häussner, Jürgen Bilz, Klaus Huthmacher
  • Patent number: 7304181
    Abstract: More efficient and/or economical methods for synthesizing heptapeptide alcohol analogs of oxytocin are provided along with novel intermediates which are useful in synthesizing such oxytocin analogs. Efficient and economical methods for synthesizing intermediates useful in synthesizing these oxytocin analogs are also provided.
    Type: Grant
    Filed: July 14, 2006
    Date of Patent: December 4, 2007
    Assignee: Ferring BV
    Inventors: Kazimierz Wisniewski, Jacek Stalewski, Guangcheng Jiang
  • Publication number: 20070225523
    Abstract: Disclosed is a process for producing methionine, which comprises hydrolyzing 5-(?-methylmercaptoethyl)hydantoin using at least one potassium compound selected from potassium carbonate, potassium bicarbonate and potassium hydroxide, crystallizing the hydrolyzate under pressure of carbonic acid gas thereby separating and collecting methionine, and heat treating at least a portion of the resulting filtrate thereby recovering methionine dimer contained in the filtrate as methionine, the process being characterized by using, as a material of an equipment of a facility for recovery through a heat treatment, a ferritic stainless steel containing 17.0 to 32.0% by weight of Cr element of, 1.0 to 3.0% by weight of Mo element and 0.6% by weight or less of Ni element, or zirconium.
    Type: Application
    Filed: March 23, 2007
    Publication date: September 27, 2007
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Kazuo Fujita, Yoshihisa Tokumasu
  • Patent number: 7238375
    Abstract: This invention relates to a composition of matter for producing hair growth and preventing hair loss in humans and the method for using said composition. The composition comprises four complexes and a carrier liquid, mixed together and added to any topical treatment or produced as an ingestible dietary supplement. Complexes 1, 2, and 3 are comprised of substances that prevent hair loss while Complex 4 promotes hair growth. Complex 1 is comprised of octyl butyrate and glutaminpeptides. Complex 2 comprises a mixture of minerals, plant extracts, vitamin B6, and linolenic acid. Complex 3 comprises a mixture of Ginkgo biloba extract, emu oil, a source of silicon, and a blend of amino acids. Complex 4 comprises a mixture of several plant extracts. The product should be used by the consumer at regular intervals, preferably 5 to 7 times per week in the form of a serum.
    Type: Grant
    Filed: December 20, 2004
    Date of Patent: July 3, 2007
    Inventor: Stephen C. Perry
  • Patent number: 7223884
    Abstract: A process by which high-quality crystals of methionine in the form of granules or thick plates having high bulk density can be stably produced. The process for production of methionine comprises the step of hydrolyzing 5-(2-methylmercaptoethyl)hydantoin into a metal salt of methionine by the use of at least one metal compound selected from the group consisting of metal hydroxides, metal carbonates, and metal bicarbonates, the step of neutralizing the metal salt of methionine under pressurizing with carbon dioxide to crystallize methionine, the step of separating the resulting mixture into methionine and a filtrate, and the step of recycling the filtrate to the step of hydrolysis of 5-(2-methylmercaptoethyl)-hydantoin, wherein the content of methionine polymers and/or salts thereof in the aqueous solution used in the crystallization step in terms of methionine polymers is adjusted to 8 wt % or below based on the amount of methionine to be formed.
    Type: Grant
    Filed: November 28, 2002
    Date of Patent: May 29, 2007
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Toru Kawabe, Toshimichi Okubo, Tadashi Umezawa, Masayuki Sato, Takeomi Koga
  • Patent number: 7195772
    Abstract: An amino-acid iodine complex, viz. amino-acid amino-carboxyl iodine complex, was provided wherein its coordinate center is iodine molecule, complex reagent is amino-acid, sites of complexing reaction are amino and carboxyl groups of amino-acid. The complex can be used for the production of feedstuff, food additive, disinfectant, antiseptic and medicament. Also provided is a method for the production of said complex comprising opening the inner-complex ring of amino-acid by acid catalysis and allowing the amino-acid to combine with iodine molecule to form an amino-acid amino-carboxyl iodine complex; because amino-acid is a nutriment and amino-carboxyl complex is achieved, their introduction not only increases the nutritional function of the complex and improves the stability of iodine, but also is beneficial to the environment protection and enhances the disinfecting activity against viruses and bacteria.
    Type: Grant
    Filed: October 19, 2001
    Date of Patent: March 27, 2007
    Inventors: Xiongfei Zeng, Jiang Zeng, Yan Zeng
  • Patent number: 7179938
    Abstract: The invention relates to a process for the preparation of methionine of high bulk density, in which a mixture which comprises a compound which has a foaming action and a compound which influences the crystallization is added to the hydrolysis solution, and to the mixture itself.
    Type: Grant
    Filed: August 6, 2002
    Date of Patent: February 20, 2007
    Assignee: Degussa AG
    Inventors: Christoph Weckbecker, Horst Krull, Jürgen Bilz, Klaus Huthmacher, Hans Joachim Hasselbach
  • Patent number: 6992067
    Abstract: Compounds of the formula I, in which R1, R2, R3, R4, R5, and R6 have the meanings given in the description, and their physiologically acceptable salts. The compounds are suitable for use, for example, as hypolipidemics.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: January 31, 2006
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Heiner Glombik, Werner Krame, Stefanie Flohr, Wendelin Frick, Hubert Heuer, Gerhard Jaehne, Andreas Lindenschmidt, Hans-Ludwig Schäfer
  • Patent number: 6989464
    Abstract: A process for the preparation of granules of methionine which process comprises (a) forming a mixture of methionine powder, a binding agent and water (b) applying the mixture to high shear rate mixing, thereby forming granules of said mixture; and (c) drying said granules. Granules produced by the aforementioned process characterised by a bulk density of at least 0.6 g/cm3, and a particle siye distribution of from 50 to 2000 microns are also claimed as well as an animal feed composition comprising the granules.
    Type: Grant
    Filed: July 16, 2001
    Date of Patent: January 24, 2006
    Assignee: Adisseo France S.A.S.
    Inventors: Veronique Chiavazza, Bruno Alban
  • Patent number: 6911557
    Abstract: A process for the production of methionine which comprises (a) hydrolysing the methionine amide in the presence of a catalyst comprising titanium to produce ammonium methioninate, said catalyst having a porosity of from 5 to 1000 nm, a total pore volume of from 0.2 to 0.55 cm3/g and a surface area of from 30 to 150 m2/g, and (b) a second step of recuperating methionine from the ammonium methioninate salt by removing ammonia. Also claimed is an industrial process for the production of methionine incorporating the aforementioned hydrolysis.
    Type: Grant
    Filed: August 14, 2002
    Date of Patent: June 28, 2005
    Assignee: Adisseo France S.A.S.
    Inventors: Herve Ponceblanc, Jean-Christophe Rossi, Phillippe Laval, Georges Gros
  • Patent number: 6846843
    Abstract: Thio-alpha-amino acids of general formula (I), wherein R1, R2 and R3 have the meanings given in the description, methods for producing them, and medicaments containing these compounds. The invention also provides methods for treating pain and other diseases using the pharmaceutical compositions comprising the thioamino acids.
    Type: Grant
    Filed: March 14, 2003
    Date of Patent: January 25, 2005
    Assignee: Gruenenthal GmbH
    Inventors: Boris Chizh, Matthias Gerlach, Michael Haurand, Claudia Puetz, Gero Gaube, D. Enders
  • Patent number: 6797284
    Abstract: Phytopharmaceutical food products which contain plant extracts and aminoacids and which can be used in order to reduce tobacco smoke addiction.
    Type: Grant
    Filed: December 11, 2001
    Date of Patent: September 28, 2004
    Inventor: Ursula Mariah Rothlin
  • Patent number: 6696611
    Abstract: The present invention provides a method for enantioselectively reducing a prochiral carbon centered radical having one or more electron donator groups attached directly to the central prochiral carbon atom of the radical, and/or attached to a carbon atom within 1 to 4 atoms of the central prochiral carbon atom, comprising treating said radical with a chiral non-racemic organotin hydride in the presence of a Lewis acid.
    Type: Grant
    Filed: July 27, 2001
    Date of Patent: February 24, 2004
    Assignee: Chirogen Pty. Limited
    Inventors: Dainis Dakternieks, Carl H. Schiesser, Tamara Perchyonok
  • Patent number: 6673942
    Abstract: The present invention relates to a process for the resolution of DL-racemic mixtures of compounds which crystalize in the form of a conglumerate. Both, the D and L-enantiomers are obtained according to the invention in a industrially feasable process by adding chiral enantioselective polymers to the supersaturated solution of the racemat to inhibit crystalization of one enantiomer. Next a DL-racemic mixture of said compound is suspended in about twice the amount of the crystallized enantiomer. Consequently, the opposite enantiomer could be recovered by said suspension by physical separation.
    Type: Grant
    Filed: July 23, 2002
    Date of Patent: January 6, 2004
    Assignees: Degussa AG, Yeda Research and Development Co., Ltd.
    Inventors: Matthias Kottenhahn, Guenter Knaup, Karlheinz Drauz, Meir Lahav, David Zbaida
  • Publication number: 20030165611
    Abstract: A process for the preparation of granules of methionine which process comprises (a) forming a mixture of methionine powder, a binding agent and water (b) applying the mixture to high shear rate mixing, thereby forming granules of said mixture; and (c) drying said granules. Granules produced by the aforementioned process characterised by a bulk density of at least 0.6 g/cm3, and a particle siye distribution of from 50 to 2000 microns are also claimed as well as an animal feed composition comprising the granules.
    Type: Application
    Filed: January 21, 2003
    Publication date: September 4, 2003
    Inventors: Veronique Chiavazza, Bruno Alban
  • Patent number: 6552222
    Abstract: A process for the preparation of racemic amino acids, characterized in that an acylamino acid of the formula R1—CH(NH—CO—R2)COOH wherein R1 is hydrogen, a linear, branched or cyclic alkyl that has from 1 to 7 carbon atoms and that may contain substituents such as a hydroxyl, alkyloxy or alkylthio group; and R2 is a hydrogen atom or an alkyl having from 1 to 3 carbon atoms; is heated in the presence of water, in a pressure-resistant vessel, to a temperature in the range from 110° C. to 220° C. and is hydrolyzed.
    Type: Grant
    Filed: August 13, 2001
    Date of Patent: April 22, 2003
    Assignee: Degussa AG
    Inventors: Klaus Huthmacher, Christoph Weckbecker, Horst Weigel
  • Patent number: 6545179
    Abstract: A process for the production of methionine which comprises (a) hydrolysing the methionine amide in the presence of a catalyst comprising titanium to produce ammonium methioninate, said catalyst having a porosity of from 5 to 1000 nm, a total pore volume of from 0.2 to 0.55 cm3/g and a surface area of from 30 to 150 m2/g, and (b) a second step of recuperating methionine from the ammonium methioninate salt by removing ammonia. Also claimed is an industrial process for the production of methionine incorporating the aforementioned hydrolysis.
    Type: Grant
    Filed: February 13, 2001
    Date of Patent: April 8, 2003
    Assignee: Aventis Animal Nutrition, SA
    Inventors: Herve Ponceblanc, Jean-Christophe Rossi, Phillippe Laval, Georges Gros
  • Patent number: 6417395
    Abstract: The invention concerns a method for preparing methionine aminoamide. The invention also concerns the preparation of methionine without co-production of salts, from an aqueous solution containing essentially methionine aminonitrile by producing during a first step aminoamide followed by two complementary steps.
    Type: Grant
    Filed: July 12, 2001
    Date of Patent: July 9, 2002
    Assignee: Aventis Animal Nutrition S.A.
    Inventors: Hervé Ponceblanc, Olivier Favre-Bulle, Georges Gros
  • Publication number: 20010037038
    Abstract: A process for the production of methionine which comprises (a) hydrolyzing the methionine amide in the presence of a catalyst comprising titanium to produce ammonium methioninate, said catalyst having a porosity of from 5 to 1000 nm, a total pore volume of from 0.2 to 0.55 cm3/g and a surface area of from 30 to 150 m2/g, and (b) a second step of recuperating methionine from the ammonium methioninate salt by removing ammonia. Also claimed is an industrial process for the production of methionine incorporating the aforementioned hydrolysis.
    Type: Application
    Filed: February 13, 2001
    Publication date: November 1, 2001
    Inventors: Herve Ponceblanc, Jean-Christophe Rossi, Philippe Laval, Georges Gros
  • Patent number: 6156908
    Abstract: The invention is directed to a process for the preparation of lactams of Formula I. It is further directed to new advantageous intermediates of Formula II and the use thereof. By the cyclization of compounds of Formula II, compounds of Formula I are obtained.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: December 5, 2000
    Assignee: Rohm Gesellschaft, GmbH
    Inventors: Karlheinz Drauz, Ingo Klement, Gunter Knaup
  • Patent number: 6126972
    Abstract: A process for the preparation of aqueous sodium methioninate solutions having a low sodium carbonate content from the crude hydrolysis mixtures obtained in the hydrolysis of 5-(.beta.-methylmercaptoethyl)-hydantoin with from 1.1 to 6 equivalents of sodium hydroxide and/or sodium carbonate, by separating off sodium carbonate monohydrate while heating, and granulates subsequently prepared from those solutions by various processes.
    Type: Grant
    Filed: May 11, 1999
    Date of Patent: October 3, 2000
    Assignee: Degussa-Huls AG
    Inventors: Martin Korfer, Lutz Rohland, Wolfram Binder, Hans Joachim Hasselbach, Hans Christian Alt, Klaus Huthmacher, Heidemarie Kniesel
  • Patent number: 6080887
    Abstract: With known methods of racemizing N-acetyl-D(L)-.alpha.-amino carboxylic acids in the non-aqueous state by heating them to temperatures above room temperatures, significant quantities of by-products are formed, especially acetyl dipeptides. By converting at least a proportion of the N-acetyl-D(L)-.alpha.-amino carboxylic acids to corresponding N-acetyl-D(L)-.alpha.-amino carboxylic acid salts before or during the heating, it is possible to increase the sojourn time of the educt which is to be racemized at higher temperatures without any evident increase in the quantity of by-product formed (in particular acetylated dipeptides). Also disclosed is the production of optically active amino acids by enzymatic splitting of racemic compounds.
    Type: Grant
    Filed: June 10, 1998
    Date of Patent: June 27, 2000
    Assignee: Degussa Aktiengesellschaft
    Inventors: Karlheinz Drauz, Michael Karrenbauer, Andreas Bommarius, Gunter Knaup