Proline; Hydroxyproline; Histidine Patents (Class 435/107)
  • Patent number: 7300776
    Abstract: An L-amino acid-producing strain of Escherichia coli is bred by modifying an Escherichia coli K12 strain or a derivative thereof so as to become resistant to L-valine and have an ability to produce one or more L-amino acids selected from the group consisting of L-tryptophan, L-phenylalanine, L-lysine, L-tyrosine, L-glutamic acid, L-histidine, L-cysteine, and L-proline.
    Type: Grant
    Filed: April 25, 2005
    Date of Patent: November 27, 2007
    Assignee: Ajinomoto Co., Inc.
    Inventors: Hisao Ito, Yuji Joe
  • Patent number: 7300777
    Abstract: The present invention relates to a mutated pyruvate carboxylase gene from Corynebacterium. The mutant pyruvate carboxylase gene encodes a pyruvate carboxylase enzyme which is resistant to feedback inhibition from aspartic acid. The present invention also relates to a method of replacing the wild-type pyruvate carboxylase gene in Corynebacterium with this feedback-resistant pyruvate carboxylase gene. The present invention further relates to methods of the production of amino acids, preferably lysine, comprising the use of this mutant pyruvate carboxylase enzyme in microorganisms.
    Type: Grant
    Filed: May 25, 2005
    Date of Patent: November 27, 2007
    Assignees: Archer-Daniels-Midland Company, Massachusetts Institute of Technology
    Inventors: Paul D. Hanke, Anthony J. Sinskey, Laura B. Willis, Stephane Guillouet
  • Patent number: 7238501
    Abstract: The present invention is directed to a process for producing trans-4-hydroxy-L-proline, which is useful as a raw material for medicines or as an additive to foods. In the process, L-proline is converted into trans-4-hydroxy-L-proline in the presence of an enzyme source which is derived from a microorganism belonging to the genus Dactylosporangium, Amycolatopsis or Streptomyces and which catalyzes the hydroxylation of L-proline into trans-4-hydroxy-L-proline, a divalent iron ion and 2-ketoglutaric acid, in an aqueous medium, and the produced trans-4-hydroxy-L-proline is collected from the aqueous medium. In addition, the present invention is directed to a process for producing trans-4-hydroxy-L-proline, wherein the L-proline biosynthesis activity of the host cell of the transformant is reinforced.
    Type: Grant
    Filed: July 2, 2003
    Date of Patent: July 3, 2007
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Shigeru Chiba
  • Patent number: 7160703
    Abstract: The present invention provides nucleotide sequences from Coryneform bacteria which code for the PtsI protein and a process for the fermentative preparation of amino acids using bacteria in which the ptsI gene is enhanced.
    Type: Grant
    Filed: June 13, 2003
    Date of Patent: January 9, 2007
    Assignee: Degussa AG
    Inventors: Bettina Moeckel, Stephan Hans, Natalie Schischka, Walter Pfefferle
  • Patent number: 7157251
    Abstract: The present invention relates to the processes of racemization and deprotection of special N-protected amino acids in the acylase/racemase system for the total conversion of special N-protected racemic amino acids into optically pure amino acids.
    Type: Grant
    Filed: September 2, 2003
    Date of Patent: January 2, 2007
    Assignee: Degussa AG
    Inventors: Andreas Bommarius, Karlheinz Drauz, Stefan Verseck
  • Patent number: 7067289
    Abstract: The present invention provides a method for producing an amino acid selected from the group consisting of L-alanine, L-valine, L-leucine, L-isoleucine, L-methionine, L-phenylalanine, L-proline, glycine, L-serine, L-threonine, L-cysteine, L-tyrosine, L-asparagine, L-glutamine, L-lysine, L-histidine, L-arginine, L-aspartic acid and L-glutamic acid and useful as medicament, chemical agent, food material and feed additive at high industrial efficiency, the method comprising culturing a microorganism having an ability to produce the amino acid and having resistance to an aminoquinoline derivative in a medium, producing and accumulating the amino acid in the present invention in the culture, and recovering the amino acid from the culture.
    Type: Grant
    Filed: September 19, 2000
    Date of Patent: June 27, 2006
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kuniki Kino, Tetsuya Abe
  • Patent number: 7037690
    Abstract: In a method for producing an L-amino acid by culturing a microorganism having an ability to produce an L-amino acid in a medium to produce and accumulate the L-amino acid in the medium and collecting the L-amino acid from the medium, a Gram-negative bacterium having the Entner-Doudoroff pathway and modified so that 6-phosphogluconate dehydratase activity or 2-keto-3-deoxy-6-phosphogluconate aldolase activity, or activities of the both are enhanced is used as the microorganism.
    Type: Grant
    Filed: March 26, 2003
    Date of Patent: May 2, 2006
    Assignee: Ajinomoto Co., Inc.
    Inventors: Yoshihiko Hara, Hiroshi Izui, Takahiro Asano, Yasuyuki Watanabe, Tsuyoshi Nakamatsu
  • Patent number: 6984514
    Abstract: L-Glutamic acid, L-proline or L-arginine is produced by culturing a bacterium belonging to the genus Escherichia, which is L-isoleucine auxotrophic and has ability to produce L-glutamic acid, L-proline or L-arginine, in a medium containing L-isoleucine, to produce and accumulate L-glutamic acid, L-proline or L-arginine in a culture, and collecting L-glutamic acid, L-proline or L-arginine from the culture.
    Type: Grant
    Filed: September 17, 2001
    Date of Patent: January 10, 2006
    Assignee: Ajinomoto Co., Inc.
    Inventors: Maria Grigorievna Lunts, Svetlana Aleksandrovna Fomina, Tatyana Viktorovna Leonova, Mikhail Markovich Gusyatiner
  • Patent number: 6979560
    Abstract: A bacterium belonging to the genus Escherichia and having an ability to produce an L-amino acid, wherein the ability to produce the L-amino acid is increased by increasing an expression amount of an L-amino acid excretion protein, and a method for producing the L-amino acid using the bacterium.
    Type: Grant
    Filed: December 13, 1999
    Date of Patent: December 27, 2005
    Assignee: Ajinomoto Co., Inc.
    Inventors: Vitaliy Arkadievich Livshits, Natalia Pavlovna Zakataeva, Kazuo Nakanishi, Vladimir Veniaminovich Aleshin, Petr Vladimirovich Troshin, Irina Lyvovna Tokhmakova
  • Patent number: 6953677
    Abstract: A novel rec-L-N-carbamoylase from Arthrobacter aurescens and its method of use for producing L-amino acids. The recombinantly produced L-carbamoylase is unexpectedly stable, so that an industrial method of producing L-amino acids can be established with it, in contrast to previously known L-carbamoylases.
    Type: Grant
    Filed: January 15, 2002
    Date of Patent: October 11, 2005
    Assignees: Degussa AG, Universitat Stuttgart
    Inventors: Josef Altenbuchner, Ralf Mattes, Markus Pietzsch, Christoph Syldatk, Anja Wiese, Burkard Wilms
  • Patent number: 6808914
    Abstract: The invention relates to nucleotide sequences coding for the accDA gene and to a process for the preparation of L-amino acids, especially L-lysine, by fermentation using corynebacteria in which the accDA gene is amplified.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: October 26, 2004
    Assignee: Degussa AG
    Inventors: Yvonne Tilg, Bernhard Eikmanns, Lothar Eggeling, Hermann Sahm, Bettina Möckel
  • Publication number: 20040191876
    Abstract: L-Glutamic acid, L-proline or L-arginine is produced by culturing a bacterium belonging to the genus Escherichia, which is L-isoleucine auxotrophic and has ability to produce L-glutamic acid, L-proline or L-arginine, in a medium containing L-isoleucine, to produce and accumulate L-glutamic acid, L-proline or L-arginine in a culture, and collecting L-glutamic acid, L-proline or L-arginine from the culture.
    Type: Application
    Filed: April 13, 2004
    Publication date: September 30, 2004
    Applicant: AJINOMOTO CO., INC.
    Inventors: Maria Grigorievna Lunts, Svetlana Aleksandrovna Fomina, Tatyana Viktorovna Leonova, Mikhail Markovich Gusyatiner
  • Patent number: 6767726
    Abstract: An isolated gene encodes for a L-proline-3-hydroxylase having the amino acid sequence of SEQ ID NOS: 1, 2, 15, 16 and 17, or for a protein having enzymatic activity to hydroxylate the 3-position of L-proline and to act on free L-proline in the presence of 2-ketoglutaric acid and divalent iron ions to produce cis-3-hydroxy-L-proline. The gene is inserted into a vector and the resulting recombinant DNA is used to create a transformant. L-proline-3-hydroxylase is produced by culturing the transformant in a medium.
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: July 27, 2004
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Keiko Ochiai, Shigeru Chiba, Yoichi Uosaki
  • Patent number: 6706517
    Abstract: The present invention provides an industrially efficient method for producing an L-amino acid useful as medicament, chemical agent, food material and feed additive, and the method comprising culturing in a medium a microorganism having an ability to produce the L-amino acid and having resistance to a DNA gyrase inhibitor or a microorganism having an ability to produce the L-amino acid and having both resistance to a DNA gyrase inhibitor and resistance to an aminoquinoline derivative, producing and accumulating the L-amino acid therein and recovering the L-amino acid therefrom.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: March 16, 2004
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kuniki Kino, Tetsuya Abe
  • Publication number: 20040048345
    Abstract: Provided is an industrially applicable process for producing trans-4-hydroxy-L-proline, which is useful as a raw material for medicines or as an additive to foods. In the process, L-proline is converted into trans-4-hydroxy-L-proline in the presence of an enzyme source which is derived from a microorganism belonging to the genus Dactylosporangium, Amycolatopsis or Streptomyces and which catalyzes the hydroxylation of L-proline into trans-4-hydroxy-L-proline, a divalent iron ion and 2-ketoglutaric acid, in an aqueous medium, and the produced trans-4-hydroxy-L-proline is collected from the aqueous medium.
    Type: Application
    Filed: July 2, 2003
    Publication date: March 11, 2004
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Shigeru Chiba
  • Patent number: 6686181
    Abstract: Process for the preparation of L -amino acids from their racemic N-acetyl-D,L derivatives by enzymatic resolution by means of isolated, recombinant enzymes A process for the preparation of proteinogenic or nonproteinogenic L-amino acids, in particular L-phosphinothricin, from their racemic N-acetyl-D,L derivatives comprises a) selectively deacetylating N-acetyl-L derivatives of the corresponding L-amino acids by an enzymatic resolution by means of isolated, recombinant enzymes, while N-acetyl-D derivatives of the corresponding D-amino acids are not deacetylated and (b) separating the deacetylated L-amino acids obtained preparatively from the nondeacetylated N-acetyl-D derivatives and/or the incompletely deacetylated N-acetyl-L derivatives.
    Type: Grant
    Filed: January 17, 2002
    Date of Patent: February 3, 2004
    Assignee: Aventis Corporation GmbH
    Inventor: Klaus Bartsch
  • Publication number: 20040014180
    Abstract: The invention relates to a method for the microbial production of metabolic products, polynucleotides from coryne-form bacteria and use thereof. According to the invention, by means of said method and polynucleotides it is possible to influence the synthesis of ATP in a controlled manner and also to control the synthesis of metabolic products. The invention relates to genes from Corynebacterium glutamicum coding for cytochrome aa3 oxidase and the cytochrome bc1 complex. The monocistronic ctaD gene codes for a 65 kDa protein, the primary structure of which displays all the typical properties of the sub-unit I of cytochrome aa3 oxidase. The genes which code for the sub-unit III of the cytochrome aa3 (ctaE) and the three characteristic sub-units of the cytochrome bc1 complex (qcrABC) are arranged in a group with the sequence ctaE-qcrCAB.
    Type: Application
    Filed: August 1, 2003
    Publication date: January 22, 2004
    Inventors: Michael Bott, Axel Niebisch, Brigitte Bathe, Achim Marx, Thomas Hermann
  • Patent number: 6656710
    Abstract: The present invention relates to the processes of racemization and deprotection of special N-protected amino acids in the acylase/racemase system for the total conversion of special N-protected racemic amino acids into optically pure amino acids.
    Type: Grant
    Filed: October 11, 2001
    Date of Patent: December 2, 2003
    Assignee: Degussa AG
    Inventors: Andreas Bommarius, Karlheinz Drauz, Stefan Verseck
  • Publication number: 20030219881
    Abstract: The invention relates to coryneform bacteria which have, in addition to at least one copy, present at the natural site (locus), of an open reading frame (ORF), gene or allele which codes for the synthesis of a protein or an RNA, in each case a second, optionally third or fourth copy of this open reading frame (ORF), gene or allele at in each case a second, optionally third or fourth site in a form integrated into the chromosome and processes for the preparation of chemical compounds by fermentation of these bacteria.
    Type: Application
    Filed: February 5, 2003
    Publication date: November 27, 2003
    Applicant: Degussa AG
    Inventors: Bathe Brigitte, Kreutzer Caroline, Mockel Bettina, Thierbach Georg
  • Patent number: 6617140
    Abstract: Provided is an industrially applicable process for producing trans-4-hydroxy-L-proline, which is useful as a raw material for medicines or as an additive to foods. In the process, L-proline is converted into trans-4-hydroxy-L-proline in the presence of an enzyme source which is derived from a microorganism belonging to the genus Dactylosporangium, Amycolatopsis or Streptomyces and which catalyzes the hydroxylation of L-proline into trans-4-hydroxy-L-proline, a divalent iron ion and 2-ketoglutaric acid, in an aqueous medium, and the produced trans-4-hydroxy-L-proline is collected from the aqueous medium. Also provided is a novel enzyme L-proline-4-hydroxylase which is useful for the process, a gene of L-proline-4-hydroxylase which is useful for the process, a transformant containing the gene, and a process for producing L-proline-4-hydroxylase using the transformant.
    Type: Grant
    Filed: April 13, 2001
    Date of Patent: September 9, 2003
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Shigeru Chiba
  • Publication number: 20030092153
    Abstract: An isolated gene encodes for a L-proline-3-hydroxylase having the amino acid sequence of SEQ ID NOS: 1, 2, 15, 16 and 17, or for a protein having enzymatic activity to hydroxylate the 3-position of L-proline and to act on free L-proline in the presence of 2-ketoglutaric acid and divalent iron ions to produce cis-3-hydroxy-L-proline. The gene is inserted into a vector and the resulting recombinant DNA is used to create a transformant. L-proline-3-hydroxylase is produced by culturing the transformant in a medium.
    Type: Application
    Filed: May 6, 2002
    Publication date: May 15, 2003
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Keiko Ochiai, Shigeru Chiba, Yoichi Uosaki
  • Patent number: 6551803
    Abstract: A process is described for purifying an amino acid-containing solution by means of electrodialysis, wherein an amino acid-containing solution is employed which is obtained from the fermentation for producing at least one amino acid.
    Type: Grant
    Filed: May 1, 2002
    Date of Patent: April 22, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Fischer, Christoph Martin, Jürgen Müller
  • Publication number: 20020151000
    Abstract: Provided is an industrially applicable process for producing trans-4-hydroxy-L-proline, which is useful as a raw material for medicines or as an additive to foods. In the process, L-proline is converted into trans-4-hydroxy-L-proline in the presence of an enzyme source which is derived from a microorganism belonging to the genus Dactylosporangium, Amycolatopsis or Streptomyces and which catalyzes the hydroxylation of L-proline into trans-4-hydroxy-L-proline, a divalent iron ion and 2-ketoglutaric acid, in an aqueous medium, and the produced trans-4-hydroxy-L-proline is collected from the aqueous medium.
    Type: Application
    Filed: April 13, 2001
    Publication date: October 17, 2002
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Shigeru Chiba
  • Patent number: 6413748
    Abstract: An industrially applicable process for producing cis-3-hydroxy-L-proline, which is useful as a raw material for medicines or as an additive to foods. In the process, L-proline is converted into cis-3-hydroxy-L-proline in the presence of an enzyme source which is derived from a microorganism belonging to the genus Streptomyces or Bacillus and which catalyzes hydroxylation of L-proline into cis-3-hydroxy-L-proline, a divalent iron ion and 2-ketoglutaric acid, in an aqueous medium, and the produced cis-3-hydroxy-L-proline is collected from the aqueous medium. A novel enzyme L-proline-3-hydroxylase, a gene of L-proline-3-hydroxylase which is useful for the process, a transformant containing the gene, and a process for producing L-proline-3-hydroxylase using the transformant.
    Type: Grant
    Filed: December 6, 1999
    Date of Patent: July 2, 2002
    Assignee: Kyowa Hakko Kogyo, Co., Ltd.
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Keiko Ochiai, Shigeru Chiba, Yoichi Uosaki
  • Publication number: 20020058315
    Abstract: L-Glutamic acid, L-proline or L-arginine is produced by culturing a bacterium belonging to the genus Escherichia, which is L-isoleucine auxotrophic and has ability to produce L-glutamic acid, L-proline or L-arginine, in a medium containing L-isoleucine, to produce and accumulate L-glutamic acid, L-proline or L-arginine in a culture, and collecting L-glutamic acid, L-proline or L-arginine from the culture.
    Type: Application
    Filed: September 17, 2001
    Publication date: May 16, 2002
    Applicant: AJINOMOTO CO., INC.
    Inventors: Maria Grigorievna Lunts, Svetlana Aleksandrovna Fomina, Tatyana Viktorovna Leonova, Mikhail Markovich Gusyatiner
  • Patent number: 6365381
    Abstract: The present invention provides a method for industrially advantageously producing (S)-4-hydroxy-2-ketoglutaric acid and for producing compounds which are formed by biosynthesis from the precursor (S)-4-hydroxy-2-ketoglutaric acid, for example, for producing the compounds (2S,4S)-4-hydroxy-L-glutamic acid and (2S,4S)-4-hydroxy-L-proline, using a recombinant microorganism carrying a recombinant DNA harboring the DNA fragment encoding 4(S)-4-hydroxy-2-ketoglutaric acid aldolase gene.
    Type: Grant
    Filed: January 19, 2001
    Date of Patent: April 2, 2002
    Assignee: Kyowa Hakko Kogyo, Ltd.
    Inventors: Shin-ichi Hashimoto, Ryoichi Katsumata
  • Publication number: 20020037559
    Abstract: Microorganism which can utilize an N-protected proline derivative of general formula (I) in the form of the racemate or one of its optically active isomers, R1 meaning —(CH2)2—COOH or, optionally substituted in each case, C1-C4 alkoxy, aryl or aryloxy, and R2 meaning hydrogen or hydroxy, as the only nitrogen, only carbon or only carbon and nitrogen source. These microorganisms can be used in a process for producing N-protected cyclic or aliphatic D-amino acid derivatives of general formulae (II) and (V), A together with —N— and —CH— and R3, R4 and R5 having the given meanings.
    Type: Application
    Filed: August 25, 1998
    Publication date: March 28, 2002
    Inventors: MARTIN SAUTER, DANIEL VENETZ, FABIENNE HENZEN, DIEGO SCHMIDHALTER, GABRIELA PFAFFEN, OLEG WERBITZKY
  • Publication number: 20020025565
    Abstract: Disclosed is a method for optically resolving a racemic &agr;-substituted heterocyclic carboxylic acid (&agr;-HCCA) by taking advantage of enantioselectivity of enzymes. &agr;-HCCA is reacted with alcohol to give a racemic &agr;-HCCA ester, which is then reacted with an enzyme with enantioselectivity, whereby either R-form or S-form of the racemate is hydrolyzed. Extraction with an organic solvent can obtain enantiomers of the &agr;-HCCA ester. The extracted enantiomeric &agr;-HCCA ester is converted to enantiomeric &agr;-HCCA by catalytic hydrogenation in an organic solution or by enzymatic hydrolysis in an aqueous solution. Thus, a racemic mixture of &agr;-HCCA can be optically resolved with high optical purity at high yields as well as at low cost.
    Type: Application
    Filed: May 31, 2001
    Publication date: February 28, 2002
    Inventors: Ki-Nam Uhm, Sang-Chul Lim, Jong-Ho Lim
  • Patent number: 6344347
    Abstract: The present invention provides an industrially efficient method for producing an L-amino acid useful as medicament, chemical agent, food material and feed additive, and the method comprising culturing in a medium a microorganism having an ability to produce the L-amino acid and having resistance to a DNA gyrase inhibitor or a microorganism having an ability to produce the L-amino acid and having both resistance to a DNA gyrase inhibitor and resistance to an aminoquinoline derivative, producing and accumulating the L-amino acid therein and recovering the L-amino acid therefrom.
    Type: Grant
    Filed: September 18, 2000
    Date of Patent: February 5, 2002
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kuniki Kino, Tetsuya Abe
  • Publication number: 20020006644
    Abstract: Disclosed is a method for preparing an R- or S-forms of &agr;-substituted heterocyclic carboxylic acid (&agr;-HCCA) and a counter enantiomeric form of &agr;-substituted heterocyclic carboxylic acid ester thereto by use of an enzyme. A racemic &agr;-HCCA is reacted with alcohol to give a racemic &agr;-HCCA ester, which is then brought into contact with an enzyme with enantioselectivity, whereby either R-form or S-form of the racemate is hydrolyzed. Extraction with an organic solvent can obtain enantiomers of the &agr;-HCCA ester. Thus, a certain enantiomeric form of &agr;-HCCA and a counter enantiomeric form of &agr;-HCCA ester thereto, respectively can be prepared with high optical purity at high yields as well as at low cost.
    Type: Application
    Filed: May 30, 2001
    Publication date: January 17, 2002
    Inventors: Ki-Nam Uhm, Sang-Chul Lim, Jong-Ho Lim
  • Publication number: 20010012898
    Abstract: The present invention relates to a method for preparing a chiral ester and more particularly, the method for preparing an optically pure chiral ester from an alkenyl ester at a high yield by mixing and reacting:
    Type: Application
    Filed: December 1, 2000
    Publication date: August 9, 2001
    Inventors: Jai Wook Park, Mahn-Joo Kim, Jeong Hwan Koh, Hyun Min Jung
  • Patent number: 6238895
    Abstract: The use of strains of the genus Microbacterium for the production of organic acids or amino acids by the enzymatic conversion of a fumaric acid to the organic acid or amino acid desired, as well as methods for such use and the conversion solution produced by such use and the methods of the present invention are disclosed. The uses and the methods of the present invention provide the L-isomer form of the desired organic acid or amino acid produced thereby in the absence of the D-isomer form of the desired organic acid or amino acid. Also disclosed are reactants solutions which include the strain of the genus Microbacterium and the L-isomer form of either the organic acid or the amino acid.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: May 29, 2001
    Assignee: Genencor International, Inc.
    Inventor: James M. Miers
  • Patent number: 6207427
    Abstract: The present invention provides a method for industrially advantageously producing (S)-4-hydroxy-2-ketoglutaric acid and for producing compounds which are formed by biosynthesis from the precursor (S)-4-hydroxy-2-ketoglutaric acid, for example, for producing the compounds (2S,4S)-4-hydroxy-L-glutamic acid and (2S,4S)-4-hydroxy-L-proline, using a recombinant microorganism carrying a recombinant DNA harboring the DNA fragment encoding 4(S)-4-hydroxy-2-ketoglutaric acid aldolase gene.
    Type: Grant
    Filed: June 5, 1998
    Date of Patent: March 27, 2001
    Assignee: Kyowa Hakko Kogyo, Ltd.
    Inventors: Shin-ichi Hashimoto, Ryoichi Katsumata
  • Patent number: 6204050
    Abstract: The present invention relates to two novel microorganisms, Acinetobacter baumanni WT-50/50-4A (ATCC 202144) and Serratia marcescens WT-L-4A1(RED) (ATCC 202145) characterized by 4-hydroxyproline epimerase activity. The compounds trans-4-hydroxy-L-proline (THLP) or cis-4-hydroxy-D-proline (CHDP) are converted with this epimerase activity to a mixture of THLP and CHDP. Additionally, the compounds trans-4-hydroxy-D-proline (THDP) or cis-4-hydroxy-L-proline (CHLP) are converted with this epimerase activity to a mixture of THDP and CHLP.
    Type: Grant
    Filed: July 19, 1999
    Date of Patent: March 20, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Robert Dicosimo, Susan K. Fager, John E. Gavagan
  • Patent number: 6171829
    Abstract: A substance PF1191 having an inhibitory activity to kainic acid toxicity represented by the following formula (I) which is obtained by incubating a fungus belonging to the genus Eupenicillium and isolating the product thus produced from the culture by solvent extraction, adsorption column chromatography, gel filtration, etc.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: January 9, 2001
    Assignee: Meiji Seika Kaisha, Ltd.
    Inventors: Haruo Seto, Kazuo Shin-Ya, Takashi Yaguchi, Toru Sasaki
  • Patent number: 6143552
    Abstract: The present invention provides a process for producing an L-amino acid which comprises culturing in a nutrient medium a microorganism which is capable of producing the L-amino acid and which can not grow in a synthetic medium containing said L-amino acid as the sole nitrogen source in an amount of 5 mg/ml or below, allowing the L-amino acid to accumulate in the culture, and recovering the L-amino acid from the culture.
    Type: Grant
    Filed: March 11, 1999
    Date of Patent: November 7, 2000
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kazuyuki Okamoto, Masato Ikeda, Kuniki Kino
  • Patent number: 6133018
    Abstract: 2-Aminopropane is used as the amine donor in the stereoselective synthesis of a chiral amine from a ketone with a transaminase. In a typical embodiment, (S)-1-methoxy-2-aminopropane is prepared by bringing methoxyacetone into contact with a transaminase in the presence of 2-aminopropane as an amine donor until a substantial amount of methoxyacetone is converted to (S)-1-methoxy-2-aminopropane and 2-aminopropane is converted to acetone. In a second embodiment, L-alanine is prepared by bringing pyruvic acid into contact with a transaminase in the presence of 2-aminopropane as an amine donor.
    Type: Grant
    Filed: March 10, 1999
    Date of Patent: October 17, 2000
    Assignee: Celgro
    Inventors: Wei Wu, Mohit B. Bhatia, Craig M. Lewis, Wei Lang, Alice L. Wang, George W. Matcham
  • Patent number: 6083917
    Abstract: Disclosed are methods and compositions for the identification, characterization and inhibition of mammalian protein farnesyltransferases, enzymes involved in the farnesylation of various cellular proteins, including cancer related ras proteins such as p21.sup.ras. One protein farnesyltransferase which is disclosed herein exhibits a molecular weight of between about 70,000 and about 100,000 upon gel exclusion chromatography. Also disclosed are methods and compositions for the preparation of farnesyltransferase by recombinant means, following the molecular cloning and co-expression of its two subunits, for assay and purification of the enzyme, as well as procedures for using the purified enzyme in screening protocols for the identification of possible anticancer agents which inhibit the enzyme and thereby prevent expression of proteins such as p21.sup.ras.
    Type: Grant
    Filed: August 24, 1992
    Date of Patent: July 4, 2000
    Assignee: Board of Regents, The University of Texas System
    Inventors: Michael S. Brown, Joseph L. Goldstein, Yuval Reiss, Jim Marsters
  • Patent number: 6063615
    Abstract: Disclosed is a process for preparing acylated amino esters and a process for preparing optically active amino esters from racemic amino esters with a carboxylic ester as acylating agent, whose acid component has a halogen, nitrogen, oxygen or sulfur atom neighboring the carbonyl carbon atom, in the presence of a hydrolase selected from the group of amidase, protease, esterase and lipase, and subsequent separation of the enantioselectively acylated amino ester from the non-acylated other enantiomer of the amino ester.
    Type: Grant
    Filed: June 25, 1998
    Date of Patent: May 16, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Sturmer, Klaus Ditrich, Wolfgang Siegel
  • Patent number: 6010891
    Abstract: An industrially applicable process for producing cis-3-hydroxy-L-proline, which is useful as a raw material for medicines or as an additive to foods. In the process, L-proline is converted into cis-3-hydroxy-L-proline in the presence of an enzyme source which is derived from a microorganism belonging to the genus Streptomyces or Bacillus and which catalyzes hydroxylation of L-proline into cis-3-hydroxy-L-proline, a divalent iron ion and 2-ketoglutaric acid, in an aqueous medium, and the produced cis-3-hydroxy-L-proline is collected from the aqueous medium. A novel enzyme L-proline-3-hydroxylase, a gene of L-proline-3-hydroxylase which is useful for the process, a transformant containing the gene, and a process for producing L-proline-3-hydroxylase using the transformant, is also provided.
    Type: Grant
    Filed: April 7, 1999
    Date of Patent: January 4, 2000
    Assignee: Kyowa Hakko Kogyo, Co, Ltd.
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Keiko Ochiai, Shigeru Chiba, Yoichi Uosaki
  • Patent number: 5962292
    Abstract: An industrially applicable process for producing cis-3-hydroxy-L-proline, which is useful as a raw material for medicines or as an additive to foods. In the process, L-proline is converted into cis-3-hydroxy-L-proline in the presence of an enzyme source which is derived from a microorganism belonging to the genus Streptomyces or Bacillus and which catalyzes hydroxylation of L-proline into cis-3-hydroxy-L-proline, a divalent iron ion and 2-ketoglutaric acid, in an aqueous medium, and the produced cis-3-hydroxy-L-proline is collected from the aqueous medium. A novel enzyme L-proline-3-hydroxylase, a gene of L-proline-3-hydroxylase which is useful for the process, a transformant containing the gene, and a process for producing L-proline-3-hydroxylase using the transformant.
    Type: Grant
    Filed: September 9, 1996
    Date of Patent: October 5, 1999
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Keiko Ochiai, Shigeru Chiba, Yoichi Uosaki
  • Patent number: 5928933
    Abstract: The present invention relates to a process for the enzymatic resolution of racemic mixtures of N-(alkoxycarbonyl)-4-keto-D,L-proline alkyl esters, using Candida antarctica lipase fraction B (CALB) as enzyme catalyst to enantioselectively hydrolyze the alkyl ester of one of the two enantiomers present. Separating the unreacted N-(alkoxycarbonyl)-4-keto-D-proline alkyl ester from the N-(alkoxycarbonyl)-4-keto-L-proline, followed by hydrogenation of the keto group of the D-isomer and subsequent hydrolysis of the ester and N-(alkoxy-carbonyl) groups produces cis-4-hydroxy-D-proline in high yield. Diastereomeric mixtures of N-(alkoxycarbonyl)-4-hydroxyproline alkyl esters can also be resolved using CALB to ultimately produce cis-4-hydroxy-D-proline or trans-4-hydroxy-L-proline.
    Type: Grant
    Filed: June 26, 1998
    Date of Patent: July 27, 1999
    Assignee: E. I. du Pont de Nemours & Company
    Inventors: Robert Dicosimo, Wonpyo Hong
  • Patent number: 5919670
    Abstract: The present invention provides a process for producing an L-amino acid which comprises culturing in a nutrient medium a microorganism which is capable of producing the L-amino acid and which can not grow in a synthetic medium containing said L-amino acid as the sole nitrogen source in an amount of 5 mg/ml or below, allowing the L-amino acid to accumulate in the culture, and recovering the L-amino acid from the culture.
    Type: Grant
    Filed: June 18, 1998
    Date of Patent: July 6, 1999
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kazuyuki Okamoto, Masato Ikeda, Kuniki Kino
  • Patent number: 5876983
    Abstract: A phosphoenolpyruvate carboxylase gene, which has mutation such as mutation to replace 625th glutamic acid from the N-terminus of phosphoenolpyruvate carboxylase with lysine, mutation to replace 438th arginine from the N-terminus with cysteine and the like, is introduced into Escherichia coli or coryneform bacteria, so as to produce a phosphoenolpyruvate carboxylase which is not substantially inhibited by aspartic acid, thereby amino acid is efficiently produced.
    Type: Grant
    Filed: April 29, 1996
    Date of Patent: March 2, 1999
    Assignee: Ajinomoto Co., Inc.
    Inventors: Masakazu Sugimoto, Tomoko Suzuki, Hiroshi Matsui, Katsura Izui
  • Patent number: 5854040
    Abstract: Isolated and purified L-proline-4-hydroxylase which catalyzes hydroxylation of L-proline at the 4-position of L-proline in the presence of 2-ketoglutaric acid and a divalent iron ion to produce trans-4-hydroxy-L-proline. The L-proline-4-hydroxylase may be isolated from a microorganism selected from the group consisting of Dactylosporanlium sp. RHI deposited with the National Institute of Bioscience and Human-Technology Agency of Industrial Science and Technology, Japan, under the designation PERM BP-4400 and Amycolatopsis sp. RH2 deposited as FERM BP-4581.
    Type: Grant
    Filed: September 9, 1996
    Date of Patent: December 29, 1998
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Akio Ozaki, Hideo Mori, Takeshi Shibasaki, Katsuhiko Ando, Shigeru Chiba
  • Patent number: 5783427
    Abstract: Disclosed is a process for preparing a D-amino acid selected from the group consisting of D-methionine, D-valine, D-leucine, D-isoleucine and D-histidine, which comprises the steps of:making a culture or treated culture of a microorganism having ability to asymmetrically degrade a L-amino acid selected from the group consisting of L-methionine, L-valine, L-leucine, L-isoleucine and L-histidine act on a corresponding racemic amino acid to the L-amino acid; andseparating and collecting the remaining D-amino acid.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: July 21, 1998
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Masakatsu Furui, Eiji Takahashi, Hiroyasu Seko, Takeji Shibatani
  • Patent number: 5773321
    Abstract: A method of counting semiconductor integrated circuit devices comprising steps of forming a semiconductor device block having a plurality of semiconductor integrated circuit devices of vertical mounting type coupled to each other in parallel, and mounting the semiconductor device block on a printed board. A block of semiconductor integrated circuit devices comprising a plurality of semiconductor integrated circuit devices of vertical mounting type, and coupling means for coupling the plurality of semiconductor integrated circuit devices each other in parallel.
    Type: Grant
    Filed: December 13, 1996
    Date of Patent: June 30, 1998
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Toshimitsu Ishikawa, Atsushi Kitamura, Kenji Hirayama
  • Patent number: 5728555
    Abstract: The present invention relates to materials and methods for production of natural and unnatural D-amino acids. In particular, the present invention relates to a fermentation method for the production of D-amino acids using recombinant host cells.Specifically, the invention relates to a method for producing a D-amino acid in a cell, comprising:(a) incorporating into the cell a D-aminotransferase gene and a L-aminodeaminase gene;(b) culturing the cell in a cell culture medium; and(c) isolating the D-amino acid from the cell culture medium.The invention also relates to a method for producing D-phenylalanine in a cell, comprising:(a) incorporating into the cell a D-aminotransferase gene, a L-aminodeaminase gene and means for increasing production of phenylpyruvate;(b) culturing the cell in a cell culture medium; and(c) isolating the D-phenylalanine from the cell culture medium.The invention also relates to the preparation of recombinant cells for use in the production of enantiomerically pure D-amino acids.
    Type: Grant
    Filed: September 30, 1996
    Date of Patent: March 17, 1998
    Assignee: Monsanto Company
    Inventors: Ian G. Fotheringham, Paul P. Taylor, Jennifer L. Ton
  • Patent number: 5714355
    Abstract: DSM 9771 is a mutant of DSM 7330 which was obtained under selective pressure. Its enzymatic activity is higher by a factor of 2.3 than that of its parent organism. In the presence of an inducer, this activity may be farther increased by a factor of 2.7. The reaction catalyzed by this microorganism or enzymes therefrom is the enantioselective conversion of a D-5-monosubstituted hydantoin or an L-5-monosubstituted hydantoin or a D-N-carbamoyl amino acid or an L-N-carbamoyl amino acid to a corresponding L-.alpha.-amino acid.
    Type: Grant
    Filed: May 29, 1996
    Date of Patent: February 3, 1998
    Assignee: Degussa Aktiengesellschaft
    Inventors: Fritz Wagner, Britta Hantke, Thomas Wagner, Karlheinz Drauz, Andreas Bommarius
  • Patent number: 5705370
    Abstract: Culturing an L-amino acid producing microorganism belonging to the genus Brevibacterium or Corynebacterium and having a resistance to a peptide containing glutamic acid or aspartic acid gives L-amino acids in high yield.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: January 6, 1998
    Assignee: Ajinomoto Company, Inc.
    Inventors: Takayasu Tsuchida, Haruo Uchibori, Hiroshi Takeuchi, Mitsuyoshi Seki