Purification Or Recovery Per Se Patents (Class 562/554)
-
Publication number: 20100267986Abstract: Betaines of formula R3N+-Q-COO? (I), wherein R is C1-4 alkyl and Q is C1-4 alkanediyl, optionally substituted with hydroxy, are prepared in one step by adding an ?-halocarboxylate of formula X-Q-COOR? (II), wherein Q is as defined above, R? is C11-4 alkyl and X is chlorine, bromine or iodine, to an aqueous solution containing a tertiary amine of formula R3N (III), Wherein R is as defined above and a base selected from alkali hydroxides and alkaline earth hydroxides. The process is particularly suited to the production of L-carnitine.Type: ApplicationFiled: November 14, 2008Publication date: October 21, 2010Inventors: Gesa Paradies, Markus Bicker, Anton Zenklusen, Dario Veghini
-
Patent number: 7772280Abstract: The present invention provides crystals of L-ornithine and a process for producing the crystals of L-ornithine including the steps of (i) exposing L-ornithine or a salt thereof, a composition comprising L-ornithine or a salt thereof, or a solution containing L-ornithine, a salt thereof, or the composition to a cation exchange resin to adsorb L-ornithine onto the cation exchange resin; (ii) eluting L-ornithine from the cation exchange resin on which L-ornithine is adsorbed with an aqueous alkaline solution, and removing an alkaline component from the resulting eluate to prepare an aqueous L-ornithine solution; and (iii) mixing the aqueous L-ornithine solution with a hydrophilic organic solvent, and crystallizing L-ornithine from the resulting mixed solution.Type: GrantFiled: November 14, 2005Date of Patent: August 10, 2010Assignee: Kyowa Hakko Bio Co., Ltd.Inventors: Hideki Murata, Ikuhiro Nakatani, Mariko Shitashige, Kenji Tajima
-
Patent number: 7750183Abstract: In the method for separating and purifying a basic amino acid, preferably the basic amino acid selected from arginine, lysine or ornithine from a culture containing the amino acid, the culture containing the a basic amino acid and microbial cells, preferably the culture whose pH is 4 to 10, is charged onto the top of a column filled with a weak acid cation exchange resin whose particle size is 300 ?m or more and passed therethrough, and then an eluent is poured into the column from the top thereof whereby accomplishing the separation and the purification of the basic amino acid.Type: GrantFiled: March 15, 2007Date of Patent: July 6, 2010Assignee: Kyowa Hakko Bio Co., Ltd.Inventors: Hideki Murata, Hiroshi Nagano
-
Publication number: 20100105907Abstract: A process and system for continuous crystallization of a compound using antisolvent addition in which a solution is prepared with an organic compound and a solvent. An antisolvent is added to the solution in a continuous plug flow system comprising at least one process module. The antisolvent can be added in multiple addition points such that the overall amount of antisolvent added to the continuous plug flow reactor remains fixed. The multiple addition point technique provides every process module with an equal volume of antisolvent. Finally, crystals are recovered from the slurry upon exiting the system. Preferably, the mean crystal size is less than 100 ?m.Type: ApplicationFiled: October 27, 2008Publication date: April 29, 2010Inventors: Allan S. Myerson, Alejandro Alvarez
-
Patent number: 7678938Abstract: The invention relates to pure (R)-CMH and to the optical resolution of CMH-racemate, a key intermediate in the synthesis of (S)-Pregabalin. The invention also relates to the process for optically purifying (R)-CMH and to the process for isolating (S)-CMH from the mother liquor.Type: GrantFiled: August 14, 2007Date of Patent: March 16, 2010Assignee: Teva Pharmaceutical Industries Ltd.Inventors: Lilach Hedvati, Ziv Dee-Noor, Claude Singer, Gideon Pilarski
-
Publication number: 20100048947Abstract: (2S,3R,4S)-4-hydroxyisoleucine or a chemically acceptable salt thereof may be purified and separated by: (a) reacting (2S,3R,4S)-4-hydroxyisoleucine or a chemically acceptable salt thereof in a mixture with an aldehyde compound represented by formula: Q-CHO, wherein Q is an aryl group having 6 to 14 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, or a 5- to 10-membered heterocyclic group, each of which optionally has one or more substituents, or an equivalent form thereof to obtain a compound represented by formula (1) wherein Q is as defined above; (b) extracting the compound represented by formula (1) with an organic solvent; and (c) converting the compound represented by formula (1) to (2S,3R,4S)-4-hydroxyisoleucine or a chemically acceptable salt thereof.Type: ApplicationFiled: August 21, 2009Publication date: February 25, 2010Applicant: AJINOMOTO CO., INC.Inventor: Munetaka TOKUMASU
-
Publication number: 20090318730Abstract: [Problems] To provide a method for efficiently separating and collecting an optically active amino acid amide and an optically active amino acid which are highly important substances as intermediates in the production of various industrial chemicals, agricultural chemicals, and pharmaceuticals, from an aqueous solution containing the optically active amino acid amide and the optically active amino acid.Type: ApplicationFiled: April 21, 2006Publication date: December 24, 2009Applicant: MITSUBISHI GAS CHEMICAL CO., INC.Inventors: Masaki Sugita, Satoshi Nanba, Akinori Tanaka
-
Publication number: 20090306340Abstract: The present invention provides: a method for purifying an oligopeptide, which comprises a step of contacting a solution comprising the oligopeptide and a neutral amino acid with an ion exchange resin in an effective pH range; the method for purifying an oligopeptide, which comprises (a) a step of passing a solution comprising the oligopeptide and the neutral amino acid through a column packed with an ion exchange resin, and (b) a step of eluting the oligopeptide contacted with the ion exchange resin with an eluting solvent; the above method using a weakly acidic cation exchange resin; the above method using a weakly basic anion exchange resin, etc.Type: ApplicationFiled: June 28, 2007Publication date: December 10, 2009Applicant: KYOWA HAKKO BIO CO., LTD.Inventors: Shizuo Tsuchiya, Tetsuo Nishimura, Toshikatsu Shindo
-
Process for producing enantiopure ?-amino acid derivatives, and enantiopure ?-amino acid derivatives
Patent number: 7592476Abstract: Process for producing enantiopure ?-amino acid derivatives corresponding to general formula (I) R1-NZ-CHR2-CH2—COOR3 (I) in which R1 and R2 independently denote organic residues optionally forming a cyclic substituent, R3 denotes H or an organic residue, and Z represents H or an amino function-protecting group, comprising a step in which a mixture of enantiomers of a compound corresponding to general formula (II) R1-NZ-CHR2—CH2—COOR4 (II) in which R1, R2 and Z are as defined for formula (I), and R4 is an organic residue, is subjected to hydrolysis in the presence of a lipase.Type: GrantFiled: April 2, 2004Date of Patent: September 22, 2009Assignee: Solvay S.A.Inventors: Roland Callens, Marc Larcheveque, Cyrille Pousset -
Patent number: 7586001Abstract: New nateglinide crystals, i. e. nateglinide A-type crystals (main peaks in powder X-ray diffraction: 4.4°, 5.2°, 15.7°, 18.5° (2?)), M-type crystals (main peaks in powder X-ray diffraction: 6.0°, 14.2°, 15.2°, 18.8° (2?)) and P-type crystals (main peaks in powder X-ray diffraction: 4.8°, 5.3°, 14.3°, 15.2° (2?)), can be produced by dissolving nateglinide in a solvent in which nateglinide is highly soluble and then adding a solvent in which nateglinide is difficultly soluble or, alternatively, by dissolving nateglinide in a mixed solvent composed of a solvent in which nateglinide is highly soluble and another solvent in which it is difficultly soluble, cooling the nateglinide solution to form crystals, filtering the mixture and drying the crystals at a specified temperature.Type: GrantFiled: April 4, 2008Date of Patent: September 8, 2009Assignee: Ajinomoto Co., Inc.Inventors: Yoshihito Koguchi, Tomoko Nakao, Michito Sumikawa
-
Publication number: 20090192331Abstract: This invention relates to the preparation of (R)-(?)-3-(carbamoylmethyl)-5- methylhexanoic acid, in particular, the resolution of the acid racemate by means of salification with optically active amines and subsequent acidification to give the (R) enantiomer of the acid; this invention also concerns the salt intermediates formed with said amines and the conversion of said (R)-(?)-3-(carbamoylmethyl)-5- methylhexanoic acid into biologically active molecules such as pregabalin.Type: ApplicationFiled: June 6, 2007Publication date: July 30, 2009Inventors: Annibale Salvi, Antonio Nardi, Bruno De Angelis
-
Publication number: 20090062565Abstract: A continuous process for the production of mono- or dicarboxylic acid alkyl amides is described, which is characterized in that: fresh mono- or dicarboxylic acid is placed into a first reactor (R1) connected with a distillation column (C1) and subjected to a reaction with ammonia or gaseous alkyl amine to form a pre-mixture consisting of mono- or dicarboxylic acid alkyl amide and unreacted mono- or dicarboxylic acid, while the water of condensation is distilled off; said pre-mixture is transferred into a second reactor (R2) also equipped with a distillation column (C2) and subjected to a further reaction with ammonia or gaseous alkyl amine to substantially convert all unreacted mono- or dicarboxylic acid into mono- or dicarboxylic acid alkyl amide; and all unreacted ammonia or gaseous alkyl amine is transferred into the first reactor (R1) to start the amidation reaction.Type: ApplicationFiled: March 9, 2007Publication date: March 5, 2009Applicant: Cognis IP Management GmbHInventors: Joaquin Bigorra Llosas, Javier Raya, Emilio Brau Balague, Manuel Seva, Ivan Francia, Ramon Valls
-
Publication number: 20090054685Abstract: In the method for separating and purifying a basic amino acid, preferably the basic amino acid selected from arginine, lysine or ornithine from a culture containing the amino acid, the culture containing the a basic amino acid and microbial cells, preferably the culture whose pH is 4 to 10, is charged onto the top of a column filled with a weak acid cation exchange resin whose particle size is 300 ?m or more and passed therethrough, and then an eluent is poured into the column from the top thereof whereby accomplishing the separation and the purification of the basic amino acid.Type: ApplicationFiled: March 15, 2007Publication date: February 26, 2009Applicant: KYOWA HAKKO KOGYO CO., LTD.Inventors: Hideki Murata, Hiroshi Nagano
-
Patent number: 7488846Abstract: The present invention encompasses Pregabalin substantially free of Lactam and a process for obtaining Pregabalin substantially free of Lactam comprising extracting an acidic mixture containing a complex of Pregabalin with a strong mineral acid, with C3-8 alcohol; and combining the organic phase with an organic base.Type: GrantFiled: April 11, 2006Date of Patent: February 10, 2009Assignee: Teva Pharmaceuical Industries Ltd.Inventors: Lilach Hedvati, Gideon Pilarski, Yuriy Raizi, Sharon Tomer, Ziv Dee-Noor, Claude Singer
-
Patent number: 7473801Abstract: The present invention provides a method for purifying an amino acid contained in an aqueous solution of alkali metal salt of amino acid comprising the steps of: (1) cation exchanging, which comprises subjecting an aqueous solution of alkali metal salt of amino acid to a desalting purification treatment using a moving bed type continuous ion exchange apparatus comprising a cation exchange resin to obtain an aqueous solution of crude amino acid; and (2) anion exchanging, which comprises adsorbing to a weakly basic anion exchange resin an iminodicarboxylic acid, which is a coexisting by-product, in the resulting aqueous solution of crude amino acid to remove the iminodicarboxylic acid, wherein the aqueous solution of crude amino acid is passed even after adsorbing the iminodicarboxylic acid to the break through point of the weakly basic anion exchange resin.Type: GrantFiled: April 6, 2005Date of Patent: January 6, 2009Assignee: Asahi Kasei Chemicals CorporationInventors: Yoshikazu Takamatsu, Minoru Yamamoto, Yoshinari Sato
-
Publication number: 20080300421Abstract: The present invention provides a process for purifying theanine from an aqueous solution having a dominant cation and comprising impurities. The process comprises the steps of: introducing the aqueous solution into a column in an amount of from 2 to 20% of the column volume, wherein the column is packed with a cation exchange resin of the same cation type as the dominant cation; then introducing an aqueous mobile phase having a pH of from 2.5 to 8.5 into the column thereby to elute a zone enriched in the impurities followed by a zone enriched in theanine; and then recovering at least one fraction of the zone enriched in theanine.Type: ApplicationFiled: May 8, 2008Publication date: December 4, 2008Inventor: Stanislas Xavier Baudouin
-
Patent number: 7417165Abstract: Crystalline form of Pregabalin characterized by X-ray powder diffraction peaks at about 5.8, 18.4, 19.2, 20.7, and 23.7° 2?±0.2° 2?, methods for its preparation, its pharmaceutical compositions thereof, and methods for the preparation of crystalline form of Pregabalin characterized by X-ray powder diffraction peaks at about 5.7, 15.4, 17.2, 18.2, and 23.0° 2?±0.2° 2?, are provided.Type: GrantFiled: April 6, 2006Date of Patent: August 26, 2008Assignee: Teva Pharmaceutical Industries Ltd.Inventors: Judith Aronhime, Sigalit Levi, Lilach Hedvati
-
Patent number: 7411062Abstract: The present invention involves intermediates, including a 7?-substituted steroid (II), and processes which are used to prepare eplerenone, a useful pharmaceutical agent.Type: GrantFiled: December 21, 2006Date of Patent: August 12, 2008
-
Patent number: 7411089Abstract: New nateglinide crystals, i.e. nateglinide A-type crystals (main peaks in powder X-ray diffraction: 4.4°, 5.2°, 15.7°, 18.5°(2?)), M-type crystals (main peaks in powder X-ray diffraction: 6.0°, 14.2°, 15.2°, 18.8°(2?)) and P-type crystals (main peaks in powder X-ray diffraction: 4.8°, 5.3°, 14.3°, 15.2°(2?)), can be produced by dissolving nateglinide in a solvent in which nateglinide is highly soluble and then adding a solvent in which nateglinide is difficultly soluble or, alternatively, by dissolving nateglinide in a mixed solvent composed of a solvent in which nateglinide is highly soluble and another solvent in which it is difficultly soluble, cooling the nateglinide solution to form crystals, filtering the mixture and drying the crystals at a specified temperature.Type: GrantFiled: October 15, 2004Date of Patent: August 12, 2008Assignee: Ajinomoto Co., Inc.Inventors: Yoshihito Koguchi, Tomoko Nakao, Michito Sumikawa
-
Patent number: 7402695Abstract: A method for separately collecting an optically active amino acid amide and an optically active amino acid from an aqueous solution containing same, together with at least one member selected from the group consisting of an acid, a base, and a salt, includes a step of neutralizing an acid or base in the aqueous solution, a desalting step of removing a salt contained in the aqueous solution and/or formed in the neutralization step, and a step of separately collecting the optically active amino acid amide/amino acid separately from the desalted aqueous solution by a process which takes advantage of a difference in solubility between the two components in an organic solvent. The desalting step is preferably performed by electrodialysis, optionally with ammonia added to the aqueous solution. The optically active amino acid amide/amino acid can be separately collected with high efficiency using an organic solvent.Type: GrantFiled: April 22, 2005Date of Patent: July 22, 2008Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Atsushi Inoue, Akinori Tanaka, Satoshi Nanba
-
Patent number: 7378545Abstract: A method for reducing the particle size of amino acid crystals using ultrasound is discussed.Type: GrantFiled: September 19, 2005Date of Patent: May 27, 2008Assignee: Abbott LaboratoriesInventors: Siegfried Bechtel, Matthias Rauls, Richard Van Gelder, Seth C. Simpson
-
Patent number: 7084298Abstract: The present invention relates to a process for the preparation of N-phosphonomethyliminodiacetic acid by reacting an alkali metal salt of iminodiacetic acid with phosphorus trichloride in aqueous solution with formation of the hydrochloride of iminodiacetic acid, phosphorous acid and of the corresponding alkali metal chloride, followed by reaction with a formaldehyde source and, if desired, recovery of the N-phosphonomethyliminodiacetic acid from the reaction mixture, in which water, which may comprise HCl, is removed from the reaction mixture during and/or after reacting the alkali metal salt of iminodiacetic acid with phosphorus trichloride until the concentration of iminodiacetic acid hydrochloride is at least 40% by weight, based on the weight of the reaction mixture minus the weight of alkali metal chloride. The process makes possible the preparation of N-phosphonomethyliminodiacetic acid in a simple fashion and in high yield.Type: GrantFiled: January 11, 2002Date of Patent: August 1, 2006Assignee: BASF AktiengesellschaftInventors: Matthias Maase, Michael Drögemüller
-
Patent number: 7057038Abstract: One aspect of the present invention relates to a method for the kinetic resolution of racemic and diastereomeric mixtures of chiral compounds. The critical elements of the method are: a non-racemic chiral tertiary-amine-containing catalyst; a racemic or diastereomeric mixture of a chiral substrate, e.g., a cyclic carbonate or cyclic carbamate; and a nucleophile, e.g., an alcohol, amine or thiol. A preferred embodiment of the present invention relates to a method for achieving the kinetic resolution of racemic and diastereomeric mixtures of derivatives of ?- and ?-amino, hydroxy, and thio carboxylic acids. In certain embodiments, the methods of the present invention achieve dynamic kinetic resolution of a racemic or diastereomeric mixture of a substrate, i.e.Type: GrantFiled: May 26, 2004Date of Patent: June 6, 2006Assignee: Brandeis UniversityInventors: Li Deng, Jianfeng Hang, Liang Tang
-
Patent number: 7056450Abstract: An aqueous high-concentration solution of N,N-dialkylglycine, economical, easy to handle, and useful for subsequent organic chemical reactions, is provided. Also is provided a process for production thereof. The aqueous high-concentration solution of N,N-dialkylglycine which contains the N,N-dialkylglycine at a concentration of 30–80% by mass, and a metal-mineral acid salt at a content of 0.3–3% by mass can be produced industrially from an aqueous N,N-dialkylglycine alkali metal salt as the source material by the steps of (i) neutralizing an aqueous solution of an N,N-dialkylglycine alkali metal salt with a mineral acid, (ii) condensing the obtained aqueous solution by removal of water, and (iii) separating by solid-liquid separation the deposited alkali metal-mineral acid salt from the resulting slurry of the aqueous N,N-dialkylglycine solution and the alkali metal-mineral acid salt.Type: GrantFiled: October 3, 2002Date of Patent: June 6, 2006Assignees: Showa Denko K.K., Kao CorporationInventors: Takashi Ueda, Makoto Saito, Tohru Katoh, Katsuhisa Inoue
-
Patent number: 7009076Abstract: The invention relates to a separation process of fractionating a solution comprising betaine and sucrose by subjecting said solution to chromatographic fractionation and nanofiltration and recovering a fraction enriched in betaine and optionally a fraction enriched in sucrose. The solution to be fractionated in accordance with the present invention is typically a sugar beet-derived solution, for instance a molasses solution.Type: GrantFiled: February 25, 2003Date of Patent: March 7, 2006Assignee: Finnfeeds Finland OyInventors: Hannu Paananen, Heikki Heikkila, Outi Puuppo, Hannu Koivikko, Kaj-Erik Monten, Mika Manttäri, Marianne Nyström
-
Patent number: 6949658Abstract: The present invention provides a process for efficiently producing an optically active ?-amino acid and an optically active ?-amino acid amide. After contacting with cells or processed cells thereof having an ability to asymmetrically hydrolyse, a water solvent is substituted with at least one solvent selected from the group consisting of linear, branched, or cyclic alcohol having 3 or more carbon atoms and the optically active ?-amino acid is preferentially precipitated from the alcohol solution. The addition of basic compounds, particularly potassium compounds to the alcohol solution containing the optically active ?-amino acid amide, which is obtained after the separation of the optically active ?-amino acid, enables the purification of the amide without the inclusion of amino acid into amino acid amide. Thus, the amide is subjected to the step of racemization and then recycled.Type: GrantFiled: May 18, 2001Date of Patent: September 27, 2005Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Osamu Katoh, Toshitaka Uragaki, Tetsuji Nakamura
-
Patent number: 6881861Abstract: Disclosed herein is a method of purifying L-glutamic acid by transformation recrystallization which method comprises maintaining crude crystals of L-glutamic acid containing ? crystals of L-glutamic acid in an aqueous solvent at a temperature of from 50° C. to the boiling point of said aqueous solvent in the coexistence of active carbon until about 30% or more of the crystals of L-glutamic acid have been transformed into ? crystals thereof, the amount of said aqueous solvent being an amount not more than the amount sufficient (i.e., an amount insufficient) to form a saturated solution of said crystals of L-glutamic acid, according to which method purified crystals of L-glutamic acid can be obtained extremely rapidly and in high yields, and remarkably conveniently and easily on an industrial scale, as compared with the conventional transformation recrystallization method which is a hitherto common purification method of L-glutamic acid.Type: GrantFiled: January 22, 2004Date of Patent: April 19, 2005Assignee: Ajinomoto Co., Inc.Inventors: Yoshiki Saitou, Takayuki Koda, Hiroshi Ueda, Kazuhiro Sato
-
Publication number: 20040006222Abstract: The invention relates to a separation process of fractionating a solution comprising betaine and sucrose by subjecting said solution to chromatographic fractionation and nanofiltration and recovering a fraction enriched in betaine and optionally a fraction enriched in sucrose. The solution to be fractionated in accordance with the present invention is typically a sugar beet-derived solution, for instance a molasses solution.Type: ApplicationFiled: February 25, 2003Publication date: January 8, 2004Applicant: Finnfeeds Finland OyInventors: Hannu Paananen, Heikki Heikkila, Outi Puuppo, Hannu Koivikko, Kaj-Erik Monten, Mika Manttari, Marianne Nystrom
-
Patent number: 6638360Abstract: Methods for the separation of chaotropic and kosmotropic enantiomers within a racemic mixture are provided. Such methods comprise differentially partitioning the enantiomers into stabilized microdomains of low density water and high density water abutting a porous surface.Type: GrantFiled: December 5, 2001Date of Patent: October 28, 2003Assignee: Biostore New Zealand LimitedInventor: Phillipa M. Wiggins
-
Patent number: 6576790Abstract: A process for the preparation of gabapentin starting from gabapentin hydrochloride, which comprises the following steps: preparing a gabapentin hydrochloride aqueous solution; adjusting the pH of the solution to or about to gabapentin isoelectric point by addition of a basic compound comprising a monovalent anion; diafiltering the solution through a membrane highly selective for organic compounds with molecular weight higher than 150 and poorly selective for inorganic monovalent ions, to separate the solution into an aqueous permeate containing chloride ions and a retentate containing unsalified gabapentin substantially free from chloride ions; concentrating the retentate by increasing the pressure exerted on the membrane to obtain a concentration of unsalified gabapentin in the retentate not lower than 5%; evaporating the retentate under reduced pressure and at T°<35°; precipitating gabapentin by addition of an alcohol.Type: GrantFiled: February 25, 2002Date of Patent: June 10, 2003Assignee: Bioindustria Laboratorio Italiano Medicinali S.p.A.Inventors: Franco Tenconi, Cristiana Giordani, Nicola Caraccia
-
Patent number: 6548700Abstract: A process for precipitating cystine from a solution in sulfuric acid, includes forming a mixture of a solution of cystine in aqueous sulfuric acid and of an aqueous solution of a base by simultaneous metering the cystine solution and the aqueous base solution into a mixing container. The metering takes place in such a way that the mixture in the container has a pH between 1.0 and 7.0 and a temperature between 30° C. and the boiling point of the mixture.Type: GrantFiled: July 13, 2001Date of Patent: April 15, 2003Assignee: Consortium fur elektrochemische Industrie GmbHInventors: Wolfgang Döring, Jürgen Stohrer
-
Patent number: 6515171Abstract: An oxidation reaction mixture (e.g. adipic acid, benzoic acid, butenediol) and an oxidation catalyst are efficiently separated from a reaction mixture with the use of an aqueous solvent (e.g. methyl benzoate, benzonitrile) containing at least water (e.g. water) and a non-water-soluble solvent separable from the aqueous solvent, the reaction mixture being obtained by oxidizing a substrate (e.g. a hydrocarbon) in the presence of an imide compound such as N-hydroxyphthalimide shown by the following formula (1) as the oxidation catalyst, wherein R1 and R2 represents a substituent such as a hydrogen atom and a halogen atom; R1 and R2 may together form a double bond, or an aromatic or nonaromatic 5- to 12-membered ring; X stands for O or OH; and n is 1 to 3. No decomposition of the oxidation catalyst is observed in this separation process.Type: GrantFiled: August 15, 1997Date of Patent: February 4, 2003Assignee: Daicel Chemical Industries, Ltd.Inventor: Naruhisa Hirai
-
Patent number: 6495716Abstract: Crystals of [S,S]-ethylenediamine-N,N′-disuccinic acid which have a bulk density of 0.45 to 1.2 g/cm3, and a process for obtaining these crystals comprising the steps of adjusting an aqueous solution of an [S,S]-ethylenediamine-N,N′-disuccinic acid metal salt to a temperature of 40 to 80° C. and a pH of 1.9 to 4.5, and cooling the solution to a temperature below 40° C. over a period of 0.2 to 10 hours while supplying a mineral acid so as to maintain the pH at 1.9 to 4.5 to precipitate [S,S]-ethylenediamine-N,N′-disuccinic acid in a high yield.Type: GrantFiled: February 27, 2002Date of Patent: December 17, 2002Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Hiroyasu Banba, Shigeho Tanaka, Kiyonobu Niwa, Takakazu Endo
-
Patent number: 6479700Abstract: This invention relates to a method for separating basic amino acids from fermentation broth comprising contacting the broth with strong acid cation exchange resins that have a low degree of cross-linkage and eluting the amino acid. The method described herein results in higher yield and higher purity of lysine, in addition to higher throughput, as compared to conventional processes of purification of lysine from fermentation broth.Type: GrantFiled: March 15, 2001Date of Patent: November 12, 2002Assignee: Archer-Daniels-Midland CompanyInventors: John Soper, Ahmad K. Hilaly, Kevin Moore, Thomas P. Binder
-
Publication number: 20020165408Abstract: The present invention describes a process for the industrial production of L-carnitine, comprising the enantioselective reduction of an alkyl 4-chloro-3-oxobutyrate or 4-chloro-3-oxobutyramide. The optically active 3-hydroxy derivative thus obtained is reacted with trimethylamine, obtaining crude L-carnitine, which is then finally purified. The catalyst used for the reduction is a complex of ruthenium bound to a penta-atomic bis-heteroaromatic system. The reduction reaction, performed in controlled conditions of hydrogen pressure, substrate concentration, temperature, and substrate: catalyst molar ratio, enables 4-chloro-3-hydoxybutyrate or 4-chloro-hydroxybutyamide to be obtained in a high yield. The process described, which leads to L-carnitine being obtained, is easily applicable on an industrial scale.Type: ApplicationFiled: May 7, 2001Publication date: November 7, 2002Inventors: Maria Ornella Tinti, Oreste Piccolo, Fausto Bonifacio, Cristina Crescenzi, Sergio Penco
-
Patent number: 6414189Abstract: Crystals of [S,S]-ethylenediamine-N,N′-disuccinic acid which have a bulk density of 0.45 to 1.2 g/cm3, and a process for obtaining these crystals comprising the steps of adjusting an aqueous solution of an [S,S]-ethylenediamine-N,N′-disuccinic acid metal salt to a temperature of 40 to 80° C. and a pH of 1.9 to 4.5, and cooling the solution to a temperature below 40° C. over a period of 0.2 to 10 hours while supplying a mineral acid so as to maintain the pH at 1.9 to 4.5 to precipitate [S,S]-ethylenediamine-N,N′-disuccinic acid in a high yield.Type: GrantFiled: May 18, 2000Date of Patent: July 2, 2002Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Hiroyasu Banba, Shigeho Tanaka, Kiyonobu Niwa, Takakazu Endo
-
Patent number: 6392094Abstract: A method for recovering amino acids, which comprises supplying a mixed solution containing inorganic acid salts, amino acids and non-electrolytes such as saccharides to a first-step resin layer comprising an Na type or K type strongly acidic ion exchange resin; separating an effluent into at least a first fraction containing coloring matters, acidic amino acids and ashes, a second fraction containing neutral amino acids and saccharides, and a third fraction containing betaines; supplying the second fraction to a second-step resin layer comprising at least one resin selected from the group consisting of NH4 type, Ca type and Mg type strongly acidic ion exchange resins, and optionally further supplying it to a third-step resin layer comprising an Mg type or Ca type strongly acidic ion exchange resin different from the resin of the second-step resin layer, thereby recovering various kinds of amino acids contained in an effluent.Type: GrantFiled: June 19, 2001Date of Patent: May 21, 2002Assignee: Nippon Beet Sugar Mfg. Co., Ltd.Inventors: Takashi Kanno, Koji Sayama, Tsutomu Aritsuka, Hiroto Kikuchi
-
Publication number: 20020052528Abstract: According to the invention, waste materials containing amido-carboxylic acid esters, which are generated during the preparation of phenyl ester salts, can be converted into amido-carboxylic acids. The recovered amido-carboxylic acid is then useful in the preparation of additional phenyl ester salt by the original preparation process or other processes known in the art. The process of the invention combines a waste material containing amido-carboxylic acid esters with an aqueous solution of a strong acid having a pH less than about 1 to form a mixture. The process heats the mixture to a temperature of at least 90° C. and maintains the mixture at that temperature for a time sufficient to hydrolyze the amido-carboxylic acid esters to amido-carboxylic acids. Sufficient base is the added to adjust the pH of the mixture to greater than about 2. The mixture is then maintained at a temperature of at least 80° C.Type: ApplicationFiled: June 4, 2001Publication date: May 2, 2002Inventors: George C. Zima, Thomas H. Williams, David M. Hitch, Jerry L. Miller
-
Publication number: 20020035269Abstract: This invention relates to a method for separating basic amino acids from fermentation broth comprising contacting the broth with strong acid cation exchange resins that have a low degree of cross-linkage and eluting the amino acid. The method described herein results in higher yield and higher purity of lysine, in addition to higher throughput, as compared to conventional processes of purification of lysine from fermentation broth.Type: ApplicationFiled: March 15, 2001Publication date: March 21, 2002Inventors: John Soper, Ahmad K. Hilaly, Kevin Moore, Thomas P. Binder
-
Patent number: 6310242Abstract: Disclosed are a novel process for preparing D-alloisoleucine and an improved process for epimerizing L-isoleucine to prepare D-alloisoleucine. In the former process, (2S, 3S)-tartaric acid derivative of formula I below; wherein R stands for a hydrogen atom, a C1-C3 lower alkyl group, lower alkoxy group, chlorine atom, bromine atom and nitro group; and “n” is a number of 0, 1 and 2; is combined with an epimer mixture of L-isoleucine and D-alloisoleucine in a reaction medium to form a complex of D-alloisoleucine and the compound of formula I. The precipitated complex is decomposed by putting it in an alcohol to isolate D-alloisoleucine. In the latter process, L-isoleucine is suspended in an inert solvent which does not substantially dissolve amino acids, and epimerized in the presence of C1-C5 saturated lower fatty acid and salicylaldehyde.Type: GrantFiled: February 17, 1999Date of Patent: October 30, 2001Assignee: Yamakawa Chemical Industry Co., Ltd.Inventors: Hirofumi Noda, Koji Ohsaka, Kenichi Sakai, Hisamichi Murakami
-
Patent number: 6306344Abstract: The present invention provides a method for retaining or enriching &ggr;-aminobutyric acid in green grass leaves, which comprises the step of subjecting green grass leaves or processed products thereof to at least one treatment selected from the group consisting of incubation treatment, anaerobic treatment, and microwave treatment.Type: GrantFiled: April 25, 2000Date of Patent: October 23, 2001Assignee: Toyo Shinyaku Co., Ltd.Inventor: Toshimitsu Hattori
-
Publication number: 20010023304Abstract: An aminopolycarboxylate is described, which is represented by the following formula (1): 1Type: ApplicationFiled: January 17, 2001Publication date: September 20, 2001Inventors: Masahiro Aoki, Yasushi Hara
-
Patent number: 6171501Abstract: The invention provides a process for the separation of amino acids and their salts from impurities contained in an aqueous feed solution containing the same, the process comprising: a) bringing the feed solution into contact with a substantially immiscible extractant phase comprising an amine and an acid, both of which are substantially water immiscible in both free and salt forms, to extract amino acid and salts thereof in the phase, wherein the extraction is carried out while the feed solution is within two pH units of the initial pH of the feed solution; and b) backwashing the extractant phase with a substantially neutral aqueous system to recover substantially all of the extracted amino acid and the extracted salts thereof.Type: GrantFiled: March 10, 1999Date of Patent: January 9, 2001Assignee: Yissum Research Development Company of the University of JerusalemInventors: Aharon Meir Eyal, Nadjda Cohen-Sydov
-
Patent number: 6090979Abstract: The present invention is directed to a method for producing vinyl GABA by submitting 5-vinylpyrrolidin-2-one to a basic hydrolysis.Type: GrantFiled: August 18, 1997Date of Patent: July 18, 2000Assignee: Merrell Pharmaceuticals Inc.Inventors: Christian T. Goralski, John F. Hoops, Kuttanchery Ananthanarayanan Ramanarayanan
-
Patent number: 6077971Abstract: Disclosed is a method for purifying homocystine comprising treating crude homocystine with a base, a method for purifying homocystine comprising recovering homocystine by neutralizing an alkaline aqueous solution of crude homocystine with an acid, and a homocystine powder containing 1,000 ppm or less of a polysulfide.Type: GrantFiled: December 3, 1998Date of Patent: June 20, 2000Assignee: Mitsubishi Chemical CorporationInventors: Jun Takehara, Shuji Ichikawa, Hiroshi Iwane, Hirotaka Ryutou, Kenichi Sugimoto, Toshihiko Yahata
-
Patent number: 6071728Abstract: The invention provides a process for the preparation of aspartic acid via a fermentation process for the preparation of ammonia fumarate, wherein the pH of the fermentation broth is controlled by the addition of a calcium base to produce a calcium fumarate precipitate, characterized in that ammonium fumarate is produced by separating the precipitated calcium fumarate from the fermentation broth, and reacting the same with a reagent selected from ammonia, ammonium carbonate, ammonia in combination with CO.sub.2 and mixtures therefore, to form ammonium fumarate and a co-product selected from calcium carbonate and calcium hydroxide, wherein the energy of indirect neutralization of fumaric acid by ammonia serves as the driving force for the conversion of calcium fumarate to the desired ammonium fumarate product and for the regeneration of a calcium base reagent, and wherein diammonium fumarate is enzymatically converted to ammonium aspartate and acidulated to from aspartic acid.Type: GrantFiled: October 18, 1999Date of Patent: June 6, 2000Assignees: Amylum Belgium, N.V., A. E. Staley Manufacturing Co.Inventors: Aharon M. Eyal, Vitner Asher, Pierre Cami, Robert Jansen, Bruno Jarry, Didier Lecomte, Jean Scott, Thomas Chattaway, Frank Van Lancker
-
Patent number: 6072083Abstract: A method for purifying an amino acid selected from the group consisting of valine, leucine and isoleucine easily in high yield and with high purity using an inexpensive precipitant, comprising allowing p-ethylbenzenesulfonic acid or its water-soluble salt to act on an aqueous solution containing an amino acid to form crystals of the amino acid p-ethylbenzenesulfonate and then separating and decomposing the crystals to purify and obtain the amino acid. The p-ethylbenzenesulfonic acid may be used as the free acid, an alkali metal salt and an ammonium salt.Type: GrantFiled: February 26, 1998Date of Patent: June 6, 2000Assignee: Ajinomoto Co., Inc.Inventors: Kazuhiro Hasegawa, Yutaka Okamoto, Toru Nakamura, Tetsuya Kaneko, Chiaki Sano, Kinzo Iitani
-
Patent number: 6005148Abstract: A supported catalyst comprising a support, an anchoring agent such as a heteropoly acid or anion, and a metal complex which is useful in a wide variety on organic reactions, especially the hydrogenation of substituted .alpha.,.beta. unsaturated acids and esters, is provided. Various methods of preparing the supported catalyst of the present invention is also disclosed.Type: GrantFiled: November 17, 1998Date of Patent: December 21, 1999Assignee: Seton Hall UniversityInventors: Setrak K. Tanielyan, Robert L. Augustine
-
Patent number: 5907057Abstract: The present invention is directed to a method for the production of D,L-aspartic acid. The method comprises reacting an unsaturated dicarboxylic acid or anhydride, such as, maleic acid, fumaric acid, maleic anhydride, or mixtures thereof, with excess aqueous ammonia at an elevated temperature and pressure for a time sufficient to produce diammonium D,L-aspartate. The produced diammonium D,L-aspartate is then neutralized to D,L-aspartic acid. Excess unreacted ammonia and various by-products may be recycled and re-used in the method, thereby minimizing waste and reducing cost. The produced D,L-aspartic acid may be subsequently used to make polyaspartic acid.Type: GrantFiled: May 26, 1998Date of Patent: May 25, 1999Assignee: Donlar CorporationInventors: Grigory Ya. Mazo, Jacob Mazo, Barney Vallino, Jr., Robert J. Ross
-
Patent number: 5892112Abstract: Synthetic mammalian matrix metalloprotease inhibitors are disclosed that are useful for treating or preventing diseases wherein said diseases are caused by unwanted mammalian matrix metalloprotease activity and include skin disorders, keratoconus, restenosis, rheumatoid arthritis, wounds, cancer, angiogenesis and shock.Type: GrantFiled: January 21, 1994Date of Patent: April 6, 1999Assignees: Glycomed Incorporated, The University of FloridaInventors: Daniel E. Levy, Damian Grobelny, Cho Tang, Kevin R. Holme, Richard E. Galardy, Gregory S. Schultz, Asaad Nematalia, John H. Musser