Propionic Or Butyric Acid Patents (Class 435/141)
  • Patent number: 7202064
    Abstract: Several novel PHA polymer compositions produced using biological systems include monomers such as 3-hydroxybutyrate, 3-hydroxypropionate, 2-hydroxybutyrate, 3-hydroxyvalerate, 4-hydroxybutyrate, 4-hydroxyvalerate and 5-hydroxyvalerate. These PHA compositions can readily be extended to incorporate additional monomers including, for example, 3-hydroxyhexanoate, 4-hydroxyhexanoate, 6-hydroxyhexanoate or other longer chain 3-hydroxyacids containing seven or more carbons. This can be accomplished by taking natural PHA producers and mutating through chemical or transposon mutagenesis to delete or inactivate genes encoding undesirable activities. Alternatively, the strains can be genetically engineered to express only those enzymes required for the production of the desired polymer composition. Methods for genetically engineering PHA producing microbes are widely known in the art (Huisman and Madison, 1998, Microbiology and Molecular Biology Reviews, 63: 21–53).
    Type: Grant
    Filed: June 20, 2003
    Date of Patent: April 10, 2007
    Assignee: Metabolix, Inc.
    Inventors: Frank A. Skraly, Oliver P. Peoples
  • Patent number: 7067304
    Abstract: The invention relates to Monascus purpureus mutants, which are useful in the preparation of fermentation products having blood pressure lowering activity with a very low amount of citrinin. The invention also provides a process for preparing the fermentation products having blood pressure lowering activity using the Monascus purpureus mutants, and the use of the fermentation products in lowering blood pressure.
    Type: Grant
    Filed: July 29, 2003
    Date of Patent: June 27, 2006
    Assignee: Food Industry Research and Development Institute
    Inventors: Yen-Lin Chen, Ing-Er Hwang, Ming-Chin Lin, Chien-Cho Chen, Gwo-Fung Yuan
  • Patent number: 6926810
    Abstract: Disclosed herein are methods for the recovery of an organic acid, such as a heat stable lactic acid, from a feed stream which contains at least one of an organic acid amide, an organic acid ammonium salt, or an alkylamine-organic acid complex. The feed stream is mixed with at least one azeotroping agent. The azeotroping agent is a hydrocarbon capable of forming at least one azeotrope with the organic acid that is produced by the thermal decomposition of the amide, ammonium salt, or complex in the feed stream. Preferably the azeotrope is a heteroazeotrope. The mixture of the feed stream and the azeotroping agent is heated to produce a vapor stream. The azeotrope is a component of the vapor stream. The vapor stream can be condensed to a liquid stream, and the organic acid is recovered in the liquid stream that is produced. When the azeotrope is a heteroazeotrope, the vapor stream can be condensed into a liquid stream, which can be separated into a first phase and a second phase.
    Type: Grant
    Filed: March 15, 2001
    Date of Patent: August 9, 2005
    Assignee: A. E. Staley Manufacturing Co.
    Inventors: Michael Charles Milner Cockrem, Istvan Kovacs
  • Patent number: 6878534
    Abstract: The present invention relates to a fermentation process which is useful for the simultaneous production of propionic acid and vitamin B12, characterized in that it employs the culturing, on a suitable culture medium, of at least one microorganism suitable for the production of vitamin B12 and propionic acid, and in that the corresponding fermentation is carried out in continuous fashion and involves at least two successive stages, a first stage associated with the optimal production of propionic acid, and a second with the optimal production of vitamin B12.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: April 12, 2005
    Assignee: Gesellschaft fur Biotechnologische
    Inventors: Abbas Scharlf-Afschar, Adolfo Quesada-Chanto
  • Patent number: 6773910
    Abstract: Described are new micro-organisms and a new enzyme capable of using as sole source of nitrogen the propionic acid amide of formula (VI), in racemate form or as optically active isomers. Described also is a method of preparing (S)- or (R)-3,3,2-trifluoro-2-hydroxy-2-methylpropionic acid of formulas (I) and (II) starting from trifluoroaceto-acetic ester. The first three process steps are chemical, the fourth process step microbiological.
    Type: Grant
    Filed: December 30, 1999
    Date of Patent: August 10, 2004
    Inventors: Walter Brieden, Andrew Naughton, Karen Robins, Nicholas Shaw, Andreas Tinschert, Thomas Zimmermann
  • Patent number: 6759219
    Abstract: Coexpression of a polyhydroxyalkanoic acid synthase and either a fatty acid: acyl-CoA transferase or an acyl-CoA synthetase in cells enables the biosynthesis of polyester materials. Plasmids, bacteria, materials, and methods for the preparation of polyesters are disclosed.
    Type: Grant
    Filed: September 3, 1999
    Date of Patent: July 6, 2004
    Assignee: Metabolix, Inc.
    Inventors: Silke Hein, Brigitte Söhling, Gerhard Gottschalk, Alexander Steinbüchel
  • Patent number: 6600029
    Abstract: A novel pathway for the synthesis of polyhydroxyalkanoate is provided. A method of synthesizing a recombinant polyhydroxyalkanoate monomer synthase is also provided. These recombinant polyhydroxyalknoate synthases are derived from multifunctional fatty acid synthases or polyketide synthases and generate hydroxyacyl acids capable of polymerization by a polyhydroxyalknoate synthase.
    Type: Grant
    Filed: June 19, 1998
    Date of Patent: July 29, 2003
    Assignee: Regents of the University of Minnesota
    Inventors: David H. Sherman, Mark D. Williams, Yongquan Xue
  • Patent number: 6514743
    Abstract: The present invention relates to a polypeptide comprising the amino acid sequence of SEQ ID NO:1 or an amino acid sequence having one or more amino acids deleted, replaced or added. The polypeptide further comprises polyester synthase activity. The invention further relates to a polyester synthase gene comprising DNA coding for a polypeptide, a recombinant vector comprising the gene, and a transformant transformed with the recombinant vector.
    Type: Grant
    Filed: November 19, 2001
    Date of Patent: February 4, 2003
    Assignees: Japan Science and Technology Corporation, The Institute of Physical and Chemical Research
    Inventors: Yoshiharu Doi, Toshiaki Fukui, Hiromi Matsusaki
  • Patent number: 6495152
    Abstract: A class of biopolymer including sulfur in the form of a thioester in the polymer backbone or a thioether in the polymer side chains has been developed. These are preferably produced by fermentation of bacteria with appropriate sulfur containing substrates, which are incorporated by a broad spectrum polyhydroxyalkanoate (“PHA”) polymerase. The sulfur-containing PHAs allow various applications and uses in industry. Representative embodiments of the applications of the sulfur-containing PHAs include their uses in the packaging industry, medicine, pharmacy, agriculture or food industry, as active agents or as coatings, packaging, or carriers.
    Type: Grant
    Filed: August 17, 2001
    Date of Patent: December 17, 2002
    Assignees: Tepha, Inc., Metabolix, Inc.
    Inventors: Alexander Steinbuchel, Tina Lütke-Eversloh, Christian Ewering
  • Patent number: 6379717
    Abstract: Young leaves of a grass plant selected from the group consisting of barley, wheat, rye, oats, adlay, Italian ryegrass, and rice, having &ggr;-aminobutyric acid, known as an antihypertensive substance, in which the amount of &ggr;-aminobutyric acid is enriched or retained, are provided. The content of &ggr;-aminobutyric acid in the young leaves is 500 mg/100 g or more in terms of dry weight. Young leaf powder, young leaf juice, and young leaf juice powder of the grass plant having &ggr;-aminobutyric acid in large amounts are also provided.
    Type: Grant
    Filed: April 25, 2000
    Date of Patent: April 30, 2002
    Assignee: Toyo Shinyaku Co., Ltd.
    Inventor: Toshimitsu Hattori
  • Patent number: 6323010
    Abstract: Several novel PHA polymer compositions produced using biological systems include monomers such as 3-hydroxybutyrate, 3-hydroxypropionate, 2-hydroxybutyrate, 3-hydroxyvalerate, 4-hydroxybutyrate, 4-hydroxyvalerate and 5-hydroxyvalerate. These PHA compositions can readily be extended to incorporate additional monomers including, for example, 3-hydroxyhexanoate, 4-hydroxyhexanoate, 6-hydroxyhexanoate or other longer chain 3-hydroxyacids containing seven or more carbons. This can be accomplished by taking natural PHA producers and mutating through chemical or transposon mutagenesis to delete or inactivate genes encoding undesirable activities. Alternatively, the strains can be genetically engineered to express only those enzymes required for the production of the desired polymer composition. Methods for genetically engineering PHA producing microbes are widely known in the art (Huisman and Madison, 1998, Microbiology and Molecular Biology Reviews, 63: 21-53).
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: November 27, 2001
    Assignee: Metabolix, Inc.
    Inventors: Frank A. Skraly, Oliver P. Peoples
  • Patent number: 6225438
    Abstract: This invention relates to polymer production and in particular to a novel copolymer and a process for microbiologically producing the same. More specifically this invention provides for a poly-3-hydroxyalkanoate (PHA) that includes medium length 3-hydroxyacyl monomers and a process comprising culturing a microorganism with a medium chain fatty carbon source and a fatty acid oxidation inhibitor. This invention allows the use of microorganisms which normally incorporate only short chain fatty acids to produce PHAs containing short and medium chain 3-hydroxyacyl monomers. The purpose of this invention is to produce a more versatile PHA polymer which includes C6, C7 and/or C8 3-hydroxyacyl monomers.
    Type: Grant
    Filed: January 31, 2000
    Date of Patent: May 1, 2001
    Assignee: The Procter & Gamble Company
    Inventor: Phillip Richard Green
  • Patent number: 6156852
    Abstract: Hydroxyterminated PHA is produced by cultivating a PHA-producing microorganism in the presence of an aliphatic diol or an aliphatic polyol. High molecular weight hydroxy-terminated PHA is obtainable by the disclosed process, and is useful in the production of graft, block and random polymers and copolymers with other monomers, oligomers and polymers containing appropriate functionality and end group compatibility. The hydroxyterminated PHAs of the invention display improved thermal stability compared with PHAs not modified to contain increased end-group hydroxyl content. In addition, a branched PHA structure is provided by melt processing polyol terminated PHA.
    Type: Grant
    Filed: June 12, 1998
    Date of Patent: December 5, 2000
    Assignee: Monsanto Company
    Inventors: Jawed Asrar, Devang T. Shah, Minhtien Tran
  • Patent number: 6117658
    Abstract: The PHA biosynthetic pathway is combined with a succinic semialdehyde metabolic pathway that metabolizes succinic semialdehyde via a 4-hydroxybutyryl-CoA intermediate in order to produce high levels of PHA comprising 4HB monomer units. This combination is particularly useful, in part, because the PHA biosynthetic pathway is well known and has been expressed to produce P(3HB) to levels as high as 70-80% of the cell dry weight, while the succinic semialdehyde metabolic pathway is also well known, and the combination of the two pathways means that production of PHAs comprising 4HB monomer units does not depend on immediate precursors of 4-hydroxybutyrate. Rather, the production of the PHAs comprising 4HB monomer units can occur simply from the extraction of succinate or succinyl-CoA from the citric acid cycle when the host cell is grown on an inexpensive carbon source such as glucose.
    Type: Grant
    Filed: February 12, 1998
    Date of Patent: September 12, 2000
    Assignee: James Madison University
    Inventors: Douglas E. Dennis, Henry E. Valentin
  • Patent number: 5994478
    Abstract: Hydroxyterminated PHA is produced by cultivating a PHA-producing microorganism in the presence of an aliphatic diol or an aliphatic polyol. High molecular weight hydroxy-terminated PHA is obtainable by the disclosed process, and is useful in the production of graft, block and random polymers and copolymers with other monomers, oligomers and polymers containing appropriate functionality and end group compatibility.
    Type: Grant
    Filed: April 20, 1998
    Date of Patent: November 30, 1999
    Assignee: Monsanto Company
    Inventors: Jawed Asrar, Devang T. Shah, Minhtien Tran
  • Patent number: 5968805
    Abstract: The present invention relates to a polypeptide comprising the amino acid sequence of SEQ ID NO:1 or a sequence of SEQ ID NO:1 where in, one or more amino acids are deleted, replaced or added, and the polypeptide having polyester synthase activity. A polyester synthase gene comprising DNA coding for the above polypeptide; a recombinant vector comprising the gene; and a transformant transformed with the recombinant vector is also provided.
    Type: Grant
    Filed: March 30, 1998
    Date of Patent: October 19, 1999
    Assignees: Japan Science and Technology Corporation, The Institute of Physical and Chemical Research
    Inventors: Yoshiharu Doi, Toshiaki Fukui, Hiromi Matsusaki
  • Patent number: 5874263
    Abstract: A continuous process and apparatus for preparing organic acids and their salts from biomass. Biomass flows from a region of fresh biomass and high acid and acid salt concentration to a region of digested biomass and low acid and acid salt concentration in a fermentation apparatus under anaerobic conditions. Organic acids and acid salts produced by the process of the present invention are volatile fatty acids such as acetic, butyric and propionic acids and their salts such as calcium acetate, calcium propionate, and calcium butyrate. The apparatus of the present invention contains at least two fermentation reactors in series to increase the biomass residence time in the reactors. The fermentation reactors of the present invention are imbedded in the ground with earthen berms as support for sides having three layers. The core of the reactors are covered with a flexible covering to maintain an anaerobic environment.
    Type: Grant
    Filed: July 31, 1996
    Date of Patent: February 23, 1999
    Assignee: The Texas A&M University System
    Inventors: Mark Holtzapple, Richard Davison, Mitch Loescher, Michael K. Ross
  • Patent number: 5856150
    Abstract: Processes are disclosed for the selective hydrolysis of saturated esters, e.g., ethyl propionate, over unsaturated esters, e.g., ethyl acrylate, using enzymes, e.g., lipases. The processes are useful, for example, for removing undesired esters from monomer feeds used in latex polymerization and from the latexes after polymerization. The processes can be used, for example, to treat latexes used in hair fixative compositions to remove unpleasant odors.
    Type: Grant
    Filed: September 12, 1997
    Date of Patent: January 5, 1999
    Assignee: Amerchol Corporation
    Inventors: Kevin Andrew DiGregorio, James Charles Hatfield, George Ernest Keller
  • Patent number: 5821299
    Abstract: The present invention relates to a process for separating polyhydroxyalkanoate (PHA) from a biomass comprising the PHA, the process comprising: a) treating the biomass with a PHA solvent and a marginal nonsolvent for PHA; b) removing any insoluble biomass, thereby leaving behind a solution of PHA and marginal nonsolvent for PHA; and c) removing the PHA solvent from the solution, thereby resulting in a suspension of precipitated PHA in the marginal nonsolvent for PHA. Optionally, the process further comprises removing the marginal nonsolvent for PHA, thereby leaving behind the PHA. The present invention further relates to the suspension and the PHA produced by the process.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: October 13, 1998
    Assignee: The Proctor & Gamble Company
    Inventor: Isao Noda
  • Patent number: 5811272
    Abstract: A method has been developed for control of molecular weight and molecular weight dispersity during production of polyhydroxyalkanoates in genetically engineered organism by control of the level and time of expression of one or more PHA synthases in the organisms. The method was demonstrated by constructing a synthetic operon for PHA production in E. coli in which the level of PHA synthase activity could be tightly controlled by placement of the synthase behind an inducible promoter. Modulation of the total level of PHA synthase activity in the host cell by varying the concentration of the inducer, isopropyl .beta.-D-thiogalactoside (IPTG), was found to effect the molecular weight of the polymer produced in the cell. Specifically, high concentrations of synthase activity were found to yield polymers of low molecular weight while low concentrations of synthase activity yielded polymers of higher molecular weight.
    Type: Grant
    Filed: July 26, 1996
    Date of Patent: September 22, 1998
    Assignee: Massachusetts Institute of Technology
    Inventors: Kristi D. Snell, Scott A. Hogan, Sang Jun Sim, Anthony J. Sinskey, Chokyun Rha
  • Patent number: 5780275
    Abstract: A process is provided for coupled microbial saccharide fermentation and esterification to produce an esterified fermentation product from a saccharide. A microorganism capable of fermenting a saccharide to produce a water-soluble organic acid, alcohol or acetylcoenzyme A, and capable of producing an esterase or alcohol acetyltransferase is attached to a hydrophilic carrier to immobilize the microorganism. The immobilized microorganism is contacted with a hydrophobic organic solvent having dissolved therein a water-insoluble alcohol, organic acid or aldehyde. The organic solvent at an interface is in contact with an aqueous medium containing a saccharide. The microorganism is grown at the interface to ferment the saccharide and produce a water-soluble organic acid, alcohol or acetylcoenzyme A.
    Type: Grant
    Filed: September 6, 1996
    Date of Patent: July 14, 1998
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Shinobu Oda
  • Patent number: 5780276
    Abstract: Recovery of carboxylic acid from an amine-based, water-immiscible organic extractant solution thereof that contains an enhancer, by extraction of the acid into an aqueous phase. A low molecular, at least partly water-miscible organic compound being a C.sub.2 -C.sub.5 alkanol, an acetate of a C.sub.1 -C.sub.3 alkanol and acetone is used as enhancer. In operation, the enhancer is recovered and recycled. The process is applicable, among others, to the recovery of carboxylic acid from a fermentation broth.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: July 14, 1998
    Assignee: Innova S.A.
    Inventor: Avraham Matityahu Baniel
  • Patent number: 5766918
    Abstract: The present invention concerns polypeptides that possess an enantioselective amidase activity. It also concerns the genetic material required for the expression of these polypeptides as well as a microbiological procedure for their preparation. Finally, this invention concerns the utilization of these polypeptides and of transformed microorganisms for the enantioselective synthesis of acids from racemic amides, and in particular propionic acids, especially (S)-2-aryl-propionamide.
    Type: Grant
    Filed: October 5, 1995
    Date of Patent: June 16, 1998
    Assignee: Rhone-Poulenc Sante
    Inventors: Dominique Petre, Edith Cerbelaud, Jean-Fran.cedilla.ois Mayaux, Patrice Yeh
  • Patent number: 5753495
    Abstract: A process for the preparation of (L)-2-chloropropionic acid and its alkali metal, alkaline earth metal or ammonium salts which comprises hydrolyzing isobutyl L-chloropropionate at a pH of from 4 to 8 in the presence of a lipase from Pseudomonas spec. DSM 8246 and isolating the optically active reaction product from the reaction mixture either directly or after conversion of the salt into the acid in a conventional way, or further reacting it in situ. The optically active products are important intermediates for preparing crop protection agents.
    Type: Grant
    Filed: February 15, 1996
    Date of Patent: May 19, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Ladner, Hansjorg Rettenmaier, Bernhard Zipperer, Hanspeter Hansen
  • Patent number: 5753474
    Abstract: The instant invention describes a process for the manufacture of butanol and like volatile organic compounds by fermenting carbohydrates, mainly polysaccharide, with micro-organisms which convert carbohydrates into mainly butyric acid and other acids. The acids are subsequently transferred to the solventogenesis production stage using a different strain of bacteria which continuously produces butanol and like volatile organic compounds, via a multistage fermentation process that is stable, high yielding (weight product per unit weight carbohydrates) and productive (faster throughput). By employing one microbe (the first) in the major pathway to produce the acid of choice specifically and faster, and provide for another microbe (the second) with the unique property to convert the acid to a solvent, carbohydrates are not wasted on ancillary product. The unique advantage of the second microbe is that it has the capability of converting acids into solvents (solventogenesis).
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: May 19, 1998
    Assignee: Environmental Energy, Inc.
    Inventor: David Edward Ramey
  • Patent number: 5667996
    Abstract: Disclosed is a process for accumulating a poly-3-hydroxy butyric acid in bacterial cells by continuously fermenting a methanol-assimilating bacterium having a capability of producing a poly-3-hydroxy butyric acid, in a single fermentation vessel by using methanol as carbon source at a limited feeding rate of nitrogen, phosphorus, or potassium such that the retention time for the fermentation is more than 10 hours.
    Type: Grant
    Filed: July 26, 1995
    Date of Patent: September 16, 1997
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Shunichiro Minagawa, Shigeki Imagawa, Iwao Terao, Torakazu Tahara
  • Patent number: 5620877
    Abstract: An economically viable method of fermenting a mixture of sugars resulting from the acid hydrolysis of material containing cellulose and hemicellulose allows for the simultaneous fermentation of both pentose and hexose sugars. The sugar solution is mixed with a microbial organism known to produce a useful fermentation product, and the fermentation process is allowed to proceed for 3-5 days, during and after which the fermentation products are removed and purified.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: April 15, 1997
    Assignee: Arkenol, Inc.
    Inventors: William A. Farone, John E. Cuzens
  • Patent number: 5610041
    Abstract: The present invention relates to a process for producing poly-D-(-)-3-hydroxybutyric acid (PHB) and related polyhydroxyalkanoates (PHA) in the plastids of plants. The production of PHB is accomplished by genetically transforming plants with modified genes from microorganisms. The genes encode the enzymes required to synthesize PHB from acetyl-CoA or related metabolites and are fused with additional plant sequences for targeting the enzymes to the plastid.
    Type: Grant
    Filed: June 6, 1994
    Date of Patent: March 11, 1997
    Assignee: Board of Trustees operating Michigan State University
    Inventors: Christopher R. Somerville, Christiane Nawrath, Yves Poirier
  • Patent number: 5599700
    Abstract: A process for producing carboxylic acids, in particular furoic, 3-methylthio-propionic and 2-methyl-butyric acids, as well as other short-chained, linear and branched acids consisting of the oxidation, in essentially quantitative yields, of the corresponding alcohols or aldehydes using microorganisms of the genera Saccharomyces, Hansenula, Pichia, Candida or Kluyveromyces is disclosed.
    Type: Grant
    Filed: January 13, 1994
    Date of Patent: February 4, 1997
    Assignee: Firmenich SA
    Inventors: Ian M. Whitehead, Eric Ohleyer
  • Patent number: 5587318
    Abstract: The invention relates to a process for preparing (S)-.alpha.-methylarylacetic acids from mixtures, such as racemic mixtures, of (R)- and (S)-.alpha.-methylarylacetic acid esters by enantiospecific hydrolysis using extracellular lipases of microbial origin (EC 3.1.1.3).
    Type: Grant
    Filed: March 21, 1994
    Date of Patent: December 24, 1996
    Assignee: Wisconsin Alumni Research Foundation
    Inventor: Charles I. Sih
  • Patent number: 5538876
    Abstract: Carboxyl esterase is inactivated by several chemical compounds such as naproxen or diclofop. By substituting or modifying certain basic residues of the carboxyl esterase, this enzyme shows improved stability properties during application. In this way it is possible to perform stereospecific hydrolysis reactions on industrial scale even at high substrate concentrations.
    Type: Grant
    Filed: August 23, 1995
    Date of Patent: July 23, 1996
    Assignee: Gist-brocades, N.V.
    Inventors: Johanna H.G.M. Mutsaers, Cornelis J. Van Der Laken, Cornelis P. Broekhuizen, Wilhemus J. Quax
  • Patent number: 5518907
    Abstract: Genes coding for poly-beta-hydroxybutyrate were removed from Alcaligenes eutrophus H16 and cloned into Escherichia coli. Some of the clones produced PHB to 90% of the cell weight.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: May 21, 1996
    Assignee: Center for Innovative Technology
    Inventor: Douglas E. Dennis
  • Patent number: 5512456
    Abstract: Poly-.beta.-hydroxybutyrate is produced by providing a culture of Escherichia coli bacterial host cells transformed by a DNA sequence coding for the biosynthetic pathway of poly-.beta.-hydroxybutyrate and a DNA sequence coding for the lysozyme gene; growing the culture and obtaining expression of the poly-.beta.-hydroxybutyrate biosynthetic pathway and the lysozyme gene in each Escherichia coli bacterial host cell; lysing the Escherichia coli bacterial host cells and collecting the poly-.beta.-hydroxybutyrate. An Escherichia coli HMS174(p4A BstB!, pLysS) deposited with the American Type Culture Collection under Accession No. 69001, comprising a plasmid containing a biosynthetic pathway coding for poly-.beta.-hydroxybutyrate and a plasmid containing a lysozyme gene is disclosed.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: April 30, 1996
    Assignee: James Madison University
    Inventor: Douglas E. Dennis
  • Patent number: 5502273
    Abstract: A plant which produces polyhydroxyalkanoate polymer has a recombinant genome which contains one or more than one of the genes specifying enzymes critical to the polyhydroxyalkanoate biosynthetic pathway which occurs in certain micro-organisms such as Alcaligenes eutrophus which naturally produce same. The plant species is preferably an oil-producing plant.
    Type: Grant
    Filed: September 28, 1994
    Date of Patent: March 26, 1996
    Assignee: Zeneca Limited
    Inventors: Simon W. J. Bright, David Byrom, Philip A. Fentem
  • Patent number: 5468627
    Abstract: Disclosed is a process for the preparation of aliphatic carboxylic acids by microbial oxidation of alcohols with relatively long, optionally branched C chains by means of atmospheric oxygen, in which the bacteria species Gluconobacter roseus is used as the microorganism. Contemplated is the use of Gluconobacter roseus strain IAM 1841 to oxidize n-butanol, isobutanol, 2-methylbutanol and 3-methylbutanol to the corresponding acids. Also contemplated is the use of Gluconobacter roseus strain IFO 3990 to oxidize isobutanol, 2-methylbutanol and 3-methylbutanol to the corresponding acids.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: November 21, 1995
    Assignee: Haarmann & Reimer GmbH
    Inventors: Ian Gatfield, Theodor Sand
  • Patent number: 5380525
    Abstract: This invention relates to a bacterial culture, NRRL B-18624, method for facilitating adaptation of ruminants from roughage or normal pasture diet to a higher energy diet, and a composition therefor comprising the bacterial culture.
    Type: Grant
    Filed: August 28, 1992
    Date of Patent: January 10, 1995
    Assignee: The Upjohn Company
    Inventors: Jane A. Z. Leedle, Richard C. Greening, Walter J. Smolenski
  • Patent number: 5371002
    Abstract: The invention related to recombinant deoxyribonucleic acid (DNA) technology and, more particularly, to a process whereby poly-beta-hydroxyalkanoate (PHA) copolymers can be synthesized in a recombinant host strain containing the poly-beta-hydroxybutyrate (PHB) biosynthetic genes of Alcaligenes eutrophus.
    Type: Grant
    Filed: September 27, 1991
    Date of Patent: December 6, 1994
    Assignee: James Madison University
    Inventors: Douglas E. Dennis, Steven C. Slater
  • Patent number: 5322791
    Abstract: The invention relates to a process for preparing (S)-.alpha.-methylarylacetic acids from mixtures, such as racemic mixtures, of (R)- and (S)-.alpha.-methylarylacetic acid esters by enantiospecific hydrolysis using extracellular lipases of microbial origin (EC 3.1.1.3).
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: June 21, 1994
    Assignee: Wisconsin Alumni Research Foundation
    Inventor: Charles I. Sih
  • Patent number: 5278054
    Abstract: A process for the enzymatic hydrolysis of a carboxylic acid derivative by dissolving the carboxylic acid derivative in an organic solvent which is miscible with water only to a slight extent, saturation of the organic solution with water, bringing the water-saturated organic solution into contact with a hydrolase, the hydrolysis taking place, after which the reaction solution is saturated with water again and brought into contact with the hydrolase and subsequently with water again until the desired degree of conversion is achieved.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: January 11, 1994
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Maria Buchner, Robert Estermann, Herbert Mayrhofer, Gerald Banko
  • Patent number: 5256552
    Abstract: 2-Oxo-4-phenylbutyric acid is treated with a microorganism, which has been optionally treated, capable of asymmetrically reducing 2-oxo-4-phenylbutyric acid into either (R)-2-hydroxy-4-phenylbutyric acid or (S)-2-hydroxy-4-phenylbutyric acid, and the (R)-2-hydroxy-4-phenylbutyric acid or (S)-2-hydroxy-4-phenylbutyric acid thus produced is recovered to thereby give optically active 2-hydroxy-4-phenylbutyric acid.The optically active 2-hydroxy-4-phenylbutyric acid is an important intermediate in the synthesis of various drugs such as a remedy for hypertension.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: October 26, 1993
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Akinobu Matsuyama, Teruyuki Nikaido, Yoshinori Kobayashi
  • Patent number: 5238831
    Abstract: Carboxyl esterase is inactivated by several chemical compounds such as naproxen or diclofop. By substituting or modifying certain basic residues of the carboxyl esterase, this enzyme shows improved stability properties during application. In this way it is possible to perform stereospecific hydrolysis reactions on industrial scale even at high substrate concentrations.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: August 24, 1993
    Assignee: Gist-brocades
    Inventors: Johanna H. G. M. Mutsaers, Cornelis J. van der Laken, Cornelis P. Broekhuizen, Wilhemus J. Quax
  • Patent number: 5186842
    Abstract: A method of the present invention is provided for removing low molecular weight contaminants from a contaminant-containing material. This contaminant-containing material can include alcohol compounds, aldehyde compounds and peroxide compounds. The method comprises providing an alcohol oxidase enzyme-based catalyst system including coimmobilized transition metals comprising platinum and copper for catalytically oxidizing the contaminant-containing material. Then, the contaminant-containing material is catalytically oxidized in the presence of the alcohol oxidase enzyme-based catalyst system to form organic acid compounds. The organic acid compounds can then be removed.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: February 16, 1993
    Assignee: Umpqua Research Company
    Inventor: Clifford D. Jolly
  • Patent number: 5175100
    Abstract: 2-Arylpropionic acids such as ketoprofen, ibuprofen and naproxen can be stereospecifically resolved from their esters by hydrolysis using liver enzymes and particularly liver acetone powders derived from specific animals such as dog, pigeon, horse and goat.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: December 29, 1992
    Assignee: Rhone-Poulenc, Inc.
    Inventor: Animesh Goswami
  • Patent number: 5158887
    Abstract: A method is disclosed for producing specially prepared bacteria of the genus Clostridium for producing solvents, enzymes, antibiotics, toxic proteins, or spores. Cell elongation to a critical length of at least about 3x is induced in an economical, abundantly available growth medium by serial subculturing under controlled conditions to effect synchronization of growth in the number of the cells and their effective mass and to produce a substantially homogeneous cell population. At least about 0.01M of a divalent cation such as calcium is added to the synchronized cells of critical length to stabilize the cells against death, lysis or aggregation. Where bacterial production of solvents is desired, cell division is inhibited by temperature shift or by chemical means when the cells reach a synchronized solventogenic state. Solvents produced by the specially prepared bacteria may be economically and readily recovered by conventional distillation procedures or the like.
    Type: Grant
    Filed: May 24, 1991
    Date of Patent: October 27, 1992
    Inventors: Edward J. Hsu, Sandra L. Landuyt
  • Patent number: 5137736
    Abstract: A process for preparing the sodium or calcium salt of propionic acid, comprising fermenting with the bacterium Selenomonas ruminantium an aqueous medium containing corn steep liquor or soy peptone, lactic acid, carbon dioxide, and sodium hydroxide, calcium carbonate, or calcium hydroxide as a neutralizing agent, the said process providing a yield in the said medium of at least 1% of the salt of propionic acid.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: August 11, 1992
    Assignee: Hercules Incorporated
    Inventors: David C. Eaton, Alan Gabelman
  • Patent number: 5132217
    Abstract: A process for starting up the continuous production of butyric acid by fermentation of a medium containing a starting amount of a nutrient substrate and a microorganism that converts the nutrient into butyric acid, that avoids an excess of nutrient in the fermentation broth and comprises the steps of (1) fermenting in a fermentor in batch style an amount of the medium that is substantially less than the working volume of the fermentor until the amount of the nutrient not yet converted is no more than a small fraction of the starting amount, (2) adding medium to the fermentor without removing any of the fermentation broth, until it contains approximately its working volume, then, (3) while continuing the addition, removing the fermentation broth containing the butyric acid product at a continuous rate that maintains a constant volume of medium in the fermentor, and thereafter maintaining continuous operation of the fermentation.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: July 21, 1992
    Assignee: Hercules Incorporated
    Inventor: Alan Gabelman
  • Patent number: 5108917
    Abstract: A process is provided for the preparation of ibuprofen enriched in R isomer, which comprises subjecting an ester of ibuprofen, to the action of a micro-organism or substances derived thereof, that will stereoselectively hydrolyse the ester to form ibuprofen predominantly having R configuration.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: April 28, 1992
    Assignees: Gist-Brocades N.V., Shell Internationale Research Maatschappij B.V.
    Inventors: Mauro A. Bertola, Marie J. De Smet, Arthur F. Marx, Gareth T. Phillips
  • Patent number: 5108916
    Abstract: An immobilized isozyme of Lipase MY or AY from Candida rugosa is used for stereoselectively hydrolyzing racemic mixtures of esters of 2-substituted acids, other than 2-halo propionic acids, transesterifying esters or acids or esterify acids or alcohols, at high enantiomeric excess, in an organic solvent. Immobilization of the isozyme may be carried out in the presence of an organic acid such as stearic acid. The immobilized isozyme may be used with a fatty acid or fatty acid ester that increases stereoselectivity or rate of hydrolysis of a mixture of racemic esters.
    Type: Grant
    Filed: June 5, 1989
    Date of Patent: April 28, 1992
    Assignee: Rhone-Poulenc Rorer, S.A.
    Inventors: Carrington S. Cobbs, Michael J. Barton, Lin Peng, Animesh Goswami, Adrien P. Malick, John P. Hamman, Gary J. Calton
  • Patent number: 5096718
    Abstract: A metabolite material of propionibacteria, having a metabolite of molecular weight greater than 300, is added to a food product to inhibit the growth of gram negative psychotropic bacteria, yeast, mold, gram positive bacteria, or Listeria. The metabolite material may contain less than 0.02% propionic acid such that there is insufficient propionic acid per se to inhibit microbial growth. The metabolite material is produced by growing propionibacteria cells in a liquid growth medium to produce a mixture containing the metabolite material. The mixture can be concentrated and added to a food product as a concentrated liquid or powder. The metabolite material added to a food product may contain viable cells of propionibacteria.
    Type: Grant
    Filed: May 9, 1988
    Date of Patent: March 17, 1992
    Assignee: The State of Oregon acting by and through the Oregon State Board of Higher Education on behalf of Oregon State University
    Inventors: James W. Ayres, William E. Sandine, George H. Weber
  • Patent number: 5089405
    Abstract: S Enantiomers of 2-arylpropionic acids are made by enantioselective hydrolysis of the corresponding racemic 2-arylpropionamides in the presence of a microorganism, or of an enzyme derived therefrom, able selectively to hydrolyze racemic .alpha.-phenylpropionamide to S .alpha.-phenylpropionic acid. The S Enantiomers obtained may be incorporated into antiinflammatory, analgesic and antipyretic compositions.
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: February 18, 1992
    Assignee: Rhone-Poulenc Sante
    Inventors: Edith Cerbelaud, Dominique Petre