Carboxylic Acid Ester Patents (Class 435/135)
  • Patent number: 9951355
    Abstract: The invention provides a non-naturally occurring microbial organism having a 2-hydroxyisobutyric acid, 3-hydroxyisobutyric acid or methacrylic acid pathway. The microbial organism contains at least one exogenous nucleic acid encoding an enzyme in a 2-hydroxyisobutyric acid, 3-hydroxyisobutyric acid or methacrylic acid pathway. The invention additionally provides a method for producing 2-hydroxyisobutyric acid, 3-hydroxyisobutyric acid or methacrylic acid. The method can include culturing a 2-hydroxyisobutyric acid, 3-hydroxyisobutyric acid or methacrylic acid producing microbial organism expressing at least one exogenous nucleic acid encoding a 2-hydroxyisobutyric acid, 3-hydroxyisobutyric acid or methacrylic acid pathway enzyme in a sufficient amount and culturing under conditions and for a sufficient period of time to produce 2-hydroxyisobutyric acid, 3-hydroxyisobutyric acid or methacrylic acid.
    Type: Grant
    Filed: December 1, 2014
    Date of Patent: April 24, 2018
    Assignee: GENOMATICA, INC.
    Inventors: Anthony P. Burgard, Mark J. Burk, Robin E. Osterhout, Priti Pharkya
  • Patent number: 9938542
    Abstract: Mixotrophic fermentation method performed to make one or more bioproducts such as alcohols, organic acids of less than 7 carbons, acetone, 2,3-butanediol and mixtures thereof with a microorganism. The mixotrophic fermentation method includes providing an isolated organism and providing a first feedstock and a second feedstock for use in a fermentation medium. The first feedstock includes a carbon source that is metabolized by the native form of the organism at a rate of less than 0.01 g/hr/g cell mass, and the second feedstock includes CO, CO2, carbonate, bicarbonate, H2, glycerol, methanol, formate, urea or mixtures thereof. The mixotrophic fermentation method also includes culturing the organism in the fermentation medium, whereby both feedstocks are metabolized and a fermentation broth is formed, the broth having at least one bioproduct. Optionally, the bioproduct may be separated from the broth.
    Type: Grant
    Filed: February 26, 2016
    Date of Patent: April 10, 2018
    Assignee: WHITE DOG LABS, INC.
    Inventors: Bryan P. Tracy, Shawn William Jones, Aharon M. Eyal
  • Patent number: 9938224
    Abstract: Methods and systems for producing alkyl hydroxyalkanoate from hydroxy carboxylic acid recovery bottoms. The methods generally comprise the steps of obtaining a hydroxy carboxylic acid recovery bottom, adding a mono-alcohol to the hydroxy carboxylic acid recovery bottom to obtain a first mixture, beating the first mixture in the presence of a catalyst to form a reaction product, distilling the reaction product, and recovering an alkyl hydroxyalkanoate fraction.
    Type: Grant
    Filed: October 17, 2014
    Date of Patent: April 10, 2018
    Assignee: CARGILL, INCORPORATED
    Inventors: Timothy Walter Abraham, Ravi R. Gokarn
  • Patent number: 9920338
    Abstract: Provided are a recombinant Ralstonia eutropha capable of producing polylactate or a hydroxyalkanoate-lactate copolymer, and a method of preparing polylactate or a hydroxyalkanoate-lactate copolymer using the same. The recombinant Ralstonia eutropha, which is prepared by introducing a gene of an enzyme converting lactate into lactyl-CoA and a gene of a polyhydroxyalkanoate (PHA) synthase using lactyl-CoA as a substrate thereto, may be cultured, thereby efficiently preparing a lactate polymer and a lactate copolymer.
    Type: Grant
    Filed: December 17, 2015
    Date of Patent: March 20, 2018
    Assignee: LG Chem, Ltd.
    Inventors: Taek Ho Yang, Si Jae Park, Eun Jeong Lee, Hye Ok Kang, Tae Wan Kim, Sang Hyun Lee
  • Patent number: 9920335
    Abstract: Carbon-containing materials, such as biomass (e.g., plant biomass, animal biomass, and municipal waste biomass) or coal are processed to produce useful products, such as fuels, carboxylic acids and equivalents thereof (e.g., esters and salts). For example, systems are described that can use feedstock materials, such as cellulosic and/or lignocellulosic materials and/or starchy materials, to produce ethanol, butanol or organic acids (e.g., acetic or lactic acid), salts of organic acids or mixtures thereof. If desired, organic acids can be converted into alcohols, such as by first converting the acid, salt or mixtures of the acid and its salt to an ester, and then hydrogenating the formed ester. Acetogens or homoacetogens which are capable of utilizing a syngas from a thermochemical conversion of coal or biomass can be utilized to produce the desired product.
    Type: Grant
    Filed: December 21, 2016
    Date of Patent: March 20, 2018
    Assignee: XYLECO, INC.
    Inventors: Marshall Medoff, Thomas Craig Masterman
  • Patent number: 9896703
    Abstract: An object of the present invention is to provide a method in which a fat and/or oil is produced by a transesterification reaction using a lipase. Specifically, the present invention relates to a method for producing a transesterified fat and/or oil, comprising: (1) a low-temperature clay treatment step of bringing a fat and/or oil and a clay into contact with each other at 30 to 80° C. to obtain a reaction substrate; and (2) a step of subjecting the reaction substrate to a transesterification reaction in the presence of a lipase-containing composition.
    Type: Grant
    Filed: March 7, 2013
    Date of Patent: February 20, 2018
    Assignee: The Nisshin OilliO Group, Ltd.
    Inventors: Yousuke Nakamura, Yuto Nakazawa, Yuko Toyama, Yoshie Yamauchi, Hidetaka Uehara
  • Patent number: 9890399
    Abstract: Methods of capturing carbon by microbial fermentation of a gaseous substrate comprising CO. The methods include converting CO to one or more products including alcohols and/or acids and optionally capturing CO2 to improve overall carbon capture. In certain aspects, also disclosed are to processes for producing alcohols, particularly ethanol, from industrial waste streams, particularly steel mill off-gas.
    Type: Grant
    Filed: August 18, 2015
    Date of Patent: February 13, 2018
    Assignee: LANZATECH NEW ZEALAND LIMITED
    Inventors: Sean Dennis Simpson, Christophe Collet, Michael Cockrem, Simon David Oakley, Michael Koepke
  • Patent number: 9777280
    Abstract: The present application discloses genetically modified yeast cells comprising an active 3-HP fermentation pathway, and the use of these cells to produce 3-HP.
    Type: Grant
    Filed: March 3, 2016
    Date of Patent: October 3, 2017
    Assignee: CARGILL, INCORPORATED
    Inventors: Holly Jessen, Brian Rush, Jeanette Huryta, Beth Mastel, Alan Berry, Debbie Yaver, Michael Catlett, Michelle Barnhart
  • Patent number: 9758464
    Abstract: Disclosed is a continuous process for the preparation of ingenol-3-mebutate by reaction, in solution, of ingenol or ingenol anion and angelic anhydride or an equivalent angelylating agent. The continuous flow process is preferably performed in the presence of a base such as lithium hexamethyl disilazane (LiHMDS) and/or an activating agent such as dicyclohexylcarbodiimide (DCC). Also disclosed is a process for recycling the other reaction products obtained in the continuous process for preparation of ingenol-3-mebutate for formation of ingenol, which can then be recycled to form ingenol-3-mebutate.
    Type: Grant
    Filed: April 10, 2015
    Date of Patent: September 12, 2017
    Assignee: Alphora Research Inc.
    Inventors: Robert W. Jordan, Craig Dixon, Boris Gorin
  • Patent number: 9738914
    Abstract: This document describes biochemical pathways for producing 7-hydroxyheptanoate methyl ester and heptanoic acid heptyl ester using one or more of a fatty acid O-methyltransferase, an alcohol O-acetyltransferase, and a monooxygenase, as well as recombinant hosts expressing one or more of such exogenous enzymes. 7-hydroxyheptanoate methyl esters and heptanoic acid heptyl esters can be enzymatically converted to pimelic acid, 7-aminoheptanoate, 7-hydroxyheptanoate, heptamethylenediamine, or 1,7-heptanediol.
    Type: Grant
    Filed: June 16, 2015
    Date of Patent: August 22, 2017
    Assignee: INVISTA NORTH AMERICA S.A.R.L.
    Inventors: Alex Van Eck Conradie, Adriana Leonora Botes, Ramdane Haddouche
  • Patent number: 9725744
    Abstract: Embodiments of the invention relate generally to methods to generate microorganisms and/or microorganism cultures that exhibit the ability to produce polyhydroxyalkanoates (PHA) from carbon sources at high efficiencies. In several embodiments, preferential expression of, or preferential growth of microorganisms utilizing certain metabolic pathways, enables the high efficiency PHA production from carbon-containing gases or materials. Several embodiments relate to the microorganism cultures, and/or microorganisms isolated therefrom.
    Type: Grant
    Filed: June 15, 2015
    Date of Patent: August 8, 2017
    Assignee: Newlight Technologies, Inc.
    Inventor: Markus D. Herrema
  • Patent number: 9719118
    Abstract: The invention provides non-naturally occurring microbial organisms containing caprolactone pathways having at least one exogenous nucleic acid encoding a butadiene pathway enzyme expressed in a sufficient amount to produce caprolactone. The invention additionally provides methods of using such microbial organisms to produce caprolactone by culturing a non-naturally occurring microbial organism containing caprolactone pathways as described herein under conditions and for a sufficient period of time to produce caprolactone.
    Type: Grant
    Filed: January 13, 2016
    Date of Patent: August 1, 2017
    Assignee: Genomatica, Inc.
    Inventors: Anthony P. Burgard, Robin E. Osterhout, Priti Pharkya, Mark J. Burk
  • Patent number: 9683076
    Abstract: A process for recovering and purifying polyhydroxyalkanoates from a cell culture may include: (a) acidifying the culture to obtain a pH value less than or equal to 6, and submitting the culture to a cell fractionation treatment using high-pressure homogenization at a temperature greater than or equal to 10° C. and less than or equal to 80° C. to obtain a suspension; (b) basifying the suspension to obtain a pH value greater than or equal to 8; (c) diluting the suspension and submitting the diluted PHA suspension to tangential filtration to obtain a concentrated suspension as retentate and an aqueous phase as permeate; (d) submitting the concentrated suspension to bleaching; (e) diluting the suspension after the bleaching and submitting the diluted bleached suspension to tangential filtration to obtain a concentrated bleached suspension as retentate and an aqueous phase as permeate; and/or (f) submitting the concentrated bleached suspension to drying.
    Type: Grant
    Filed: July 28, 2014
    Date of Patent: June 20, 2017
    Assignee: BIO-ON S.P.A.
    Inventor: Simone Begotti
  • Patent number: 9663791
    Abstract: Disclosed are organisms genetically engineered to make useful products when grown on ethanol as a carbon source. The organisms are genetically engineered to produce various useful products such as polyhydroxyalkanoates, diols, diacids, higher alcohols, and other useful chemicals.
    Type: Grant
    Filed: April 26, 2012
    Date of Patent: May 30, 2017
    Assignee: CJ Research Center LLC
    Inventors: Zhigang Zhang, Christopher W. J. McChalicher, Johan van Walsem, Oliver P. Peoples, Richard P. Eno, Thomas Martin Ramseier
  • Patent number: 9650469
    Abstract: The process for producing polyhydroxyalkanoates or PHA from volatile fatty acid (VFA) molecules, referred to as precursors, produced by anaerobic fermentation from fermentable biomass, characterized in that it comprises at least the following steps: a) extracting the volatile fatty acid (VFA) molecules, without stopping the fermentation, via an extraction means chosen from means that are, at least, insoluble in the fermentation medium, b) collecting, outside the fermentation reactor, the volatile fatty acid (VFA) molecules once they have been extracted, c) synthesizing, by halogenation, using a type of volatile fatty acid (VFA) chosen from the volatile fatty acids collected in step b) and defined according to the desired type of PHA, a given ?-halo acid, d) synthesizing from this ?-halo acid molecules of a given ?-hydroxy acid by reaction with a base, e) polymerizing using the ?-hydroxy acid obtained a defined polyhydroxyalkanoate (PHA).
    Type: Grant
    Filed: February 25, 2016
    Date of Patent: May 16, 2017
    Assignee: AFYREN
    Inventors: Régis Nouaille, Jérémy Pessiot, Marie Thieulin
  • Patent number: 9523106
    Abstract: Subject of the invention is a process for the production of L-carnitine, wherein a ?-lactone, which is a 4-(halomethyl)oxetane-2-one, is converted into L-carnitine, wherein the process comprises an enzymatic conversion of the ?-lactone into (R)-4-halo-3-hydroxybutyric acid or (R)-4-halo-3-hydroxybutyric acid ester.
    Type: Grant
    Filed: July 25, 2012
    Date of Patent: December 20, 2016
    Assignee: LONZA LTD.
    Inventors: Ellen Klegraf, Manuela Avi
  • Patent number: 9517274
    Abstract: The invention provides eTEC linked glycoconjugates comprising a saccharide covalently conjugated to a carrier protein through a (2-((2-oxoethyl)thio)ethyl)carbamate (eTEC) spacer, immunogenic compositions comprising such glycoconjugates, and methods for the preparation and use of such glycoconjugates and immunogenic compositions.
    Type: Grant
    Filed: August 12, 2013
    Date of Patent: December 13, 2016
    Assignee: Pfizer Inc.
    Inventors: Jianxin Gu, Jin-hwan Kim, A. Krishna Prasad, Yu-ying Yang
  • Patent number: 9506089
    Abstract: A microorganism capable of producing an acrylic acid (AA), wherein activities of a pathway producing AA through conversions of 3-HP to 3-HP-CoA and 3-HP-CoA to AA-CoA in the microorganisms are increased; as well as a method of producing the microorganism and a method of producing an acrylic acid by using the same.
    Type: Grant
    Filed: February 11, 2015
    Date of Patent: November 29, 2016
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Hunsu Chu, Jinho Ahn, Taewook Nam, Jiae Yun, Insuk Choi, Yeoju Song, Jinsuk Lee
  • Patent number: 9410167
    Abstract: The present invention relates to cells or plants that can produce polylactate or its copolymers and to a method for preparing polylactate or its copolymers using the same. More specifically, cells or plants with the ability to produce polylactate or hydroxyalkanoate-lactate copolymers comprise both a gene encoding an enzyme that converts lactate into lactyl-CoA and a gene encoding polyhydroxyalkanoate (PHA) synthase which uses lactyl-CoA as a substrate. Also described is a method for preparing polylactate or hydroxyalkanoate-lactate copolymers which comprises culturing the cells in a medium containing lactate or lactate and various hydroxyalkanoates or culturing the plants. Effective preparation of hydroxyalkanoate-lactate copolymer which comprises various hydroxyalkanoates as well as polylactate, using the cells or the plants, is disclosed.
    Type: Grant
    Filed: May 24, 2006
    Date of Patent: August 9, 2016
    Assignees: LG CHEM, LTD., KOREA ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGY
    Inventors: Jun-Hyeong Cho, Si-Jae Park, Sang-Yup Lee, Yu-Kyung Jung
  • Patent number: 9394559
    Abstract: Described is an enzyme derived from Candida bombicola that is capable of lactonizing or polymerizing carbohydrate-containing compounds, lipids, fatty acids, hydroxylated fatty acids, alcohols, dicarboxylic acids or mixtures thereof. Hence, host cells comprising the enzyme can be used, via the formation of intra- or inter-molecular ester-bounds, to produce, for example, lactonized sophorolipids or polymers of acidic sophorolipids. Also described is that host cells having lost their capability to produce a functional enzyme disclosed herein can be used to produce 100% acidic sophorolipids.
    Type: Grant
    Filed: June 18, 2015
    Date of Patent: July 19, 2016
    Assignee: Universiteit Gent
    Inventors: Inge Van Bogaert, Katarzyna Ciesielska, Bart Devreese, Wim Soetaert, Sophie Roelants
  • Patent number: 9365778
    Abstract: A process for liquefying a cellulosic material to produce a liquefied product from cellulosic material is provided. Products obtained from such process and use of such products to prepare biofuels is also provided.
    Type: Grant
    Filed: May 12, 2011
    Date of Patent: June 14, 2016
    Assignee: Shell Oil Company
    Inventors: Klaas Lambertus Von Hebel, Jean-Paul Lange
  • Patent number: 9359571
    Abstract: This invention relates to base ester compounds and complex ester compounds that can be used as a base stock for lubricant applications or a base stock blend component for use in a finished lubricant or for particular applications, and methods of making the same. The base ester compounds and complex esters described herein comprise dimer and/or trimer esters, and their respective branched derivatives.
    Type: Grant
    Filed: April 23, 2014
    Date of Patent: June 7, 2016
    Assignee: Trent University
    Inventors: Suresh Narine, Shaojun Li, Ali Mahdevari, Laziz Bouzidi, Stephen Augustine DiBiase, Syed Q. A. Rizvi
  • Patent number: 9339034
    Abstract: The use of a bacterial secondary metabolite, thaxtomin is described as an effective herbicide on broadleaved, sedge and grass weeds, e.g., in rice fields with no phytotoxicity to rice as well as on aquatic based weeds.
    Type: Grant
    Filed: April 15, 2010
    Date of Patent: May 17, 2016
    Assignee: MARRONE BIO INNOVATIONS, INC.
    Inventors: Daniel C Leep, Lisa Doricchi, Maria Julia Perez Baz, Francisco Romero Millan, Rosa Isabel Fernandez Chimeno
  • Patent number: 9267162
    Abstract: The invention provides non-naturally occurring microbial organisms containing caprolactone pathways having at least one exogenous nucleic acid encoding a butadiene pathway enzyme expressed in a sufficient amount to produce caprolactone. The invention additionally provides methods of using such microbial organisms to produce caprolactone by culturing a non-naturally occurring microbial organism containing caprolactone pathways as described herein under conditions and for a sufficient period of time to produce caprolactone.
    Type: Grant
    Filed: January 13, 2015
    Date of Patent: February 23, 2016
    Assignee: Genomatica, Inc.
    Inventors: Anthony P. Burgard, Robin E. Osterhout, Priti Pharkya, Mark J. Burk
  • Patent number: 9249378
    Abstract: Cleaning compositions and methods of making and using the same are provided. The cleaning compositions of the present invention are both non-toxic and environmentally benign, and are effective at removing both hydrophobic and hydrophilic soils from a wide range of substrate types, including metal, glass, painted wall board, vinyl, concrete, and many others. The cleaning compositions of the present invention may be useful in a variety of domestic, industrial, and/or institutional applications.
    Type: Grant
    Filed: August 2, 2013
    Date of Patent: February 2, 2016
    Assignee: Eastman Chemical Company
    Inventors: Jos Simon De Wit, Mark Stanley Pavlin
  • Patent number: 9221733
    Abstract: Mixtures of ethanol and water are dehydrated using starch pearls to adsorb and remove water. Vapor-phase adsorption equilibrium capacities of cassava starch pellets (tapioca pearls) having different particle sizes are disclosed, and tapioca pearl particles are shown to be surprisingly more effective for dehydrating 88 to 97% w/w feed ethanol than corn grits. The adsorption equilibrium curve and BET surface area measurement show that the adsorption capacity of tapioca pearls is a function of surface area available to water molecules. SEM images demonstrate that the particle architecture required for the adsorption and dehydration properties is that of a core-shell configuration with pre-gel starch acting as a central scaffold holding together other particles to the outer layer of the particle. The outer surface area of the pearls, populated with dry starch granules, is the main factor determining the adsorption capacity of the pearls.
    Type: Grant
    Filed: August 14, 2013
    Date of Patent: December 29, 2015
    Assignees: Purdue Research Foundation, Archer Daniels Midland Company
    Inventors: Youngmi Kim, Richard L. Hendrickson, Nathan Mosier, Michael R. Ladisch, Ahmad K. Hilaly
  • Patent number: 9187737
    Abstract: The invention relates to novel proteins having esterase activity, to mutants thereof, to nucleic acid sequences coding therefor, to expression cassettes, vectors and recombinant microorganisms; to methods for preparing said proteins and to the use thereof for enzymic, in particular enantioselective enzymic, ester hydrolysis or transesterification of organic esters.
    Type: Grant
    Filed: June 26, 2007
    Date of Patent: November 17, 2015
    Assignee: BASF SE
    Inventors: Michael Breuer, Bernhard Hauer, Ulrich Schwaneberg, Tuck Seng Wong
  • Patent number: 9175315
    Abstract: An alcohol fermentation process and composition that includes production of alcohol esters by esterification of product alcohol in a fermentation medium with a carboxylic acid (e.g., fatty acid) and a catalyst (e.g., lipase) capable of esterifying the product alcohol, such as butanol, with the carboxylic acid to form the alcohol esters. The alcohol esters can be extracted from the fermentation medium, and the product alcohol recovered from the alcohol esters. The carboxylic acid can also serve as an extractant for removal of the alcohol esters from the fermentation medium.
    Type: Grant
    Filed: June 17, 2011
    Date of Patent: November 3, 2015
    Assignee: BUTAMAX ADVANCED BIOFUELS LLC
    Inventors: Douglas Robert Anton, Stephane Francois Bazzana, Keith H Burlew, Jelena Cirakovic, Robert Dicosimo, Bruce A Diner, Michael Charles Grady, Brian Michael Roesch, Francis J Woerner
  • Patent number: 9150835
    Abstract: A modified microorganism for high efficient production of lactic acid, an expression vector for constructing the modified microorganism, and a method of producing a lactic acid using the same are disclosed. The modified microorganism may produce lactic acid at a high level under acid conditions.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: October 6, 2015
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Soon Chun Chung, Hyun Min Koo, Jae Young Kim, Ji Eun Kim, Jin Woo Kim, Young kyoung Park, So Young Lee, Hwa Young Cho, Dae Huck Kweon, Jae Chan Park
  • Patent number: 9145570
    Abstract: The invention relates to an enzymatic acylation method including at least the following steps of: contacting at least one compound having at least one function selected from among the amine, alcohol, or thiol functions, at least one microorganism having an acyl transfer activity and/or an acyl transfer enzyme, and at least one acylphosphonate donor of formula (I), where: R is an alkyl, alkene, alkyne, aryl, or aralkyl radical, or is —ORa, —SRa, —NRaRb, where Ra and Rb are identical or different and are H, an alkyl, alkene, alkyne, aryl or aralkyl radical, the alkyl, alkene, alkyne, aryl or aralkyl radicals being optionally substituted; X is O or S; Y and Z, which are identical or different, are —OR1, —OR2, —SR1, —SR2, —NR?1R?1, —NR?2R?2; R1, R2, R?1, R?2, R?1 and R?2, which are identical or different, are an alkyl, alkene, alkyne, aryl or aralkyl radical, said alkyl, alkene, alkyne, aryl or aralkyl radicals being optionally substituted; and recovering the compound including at least one acyl function, said fu
    Type: Grant
    Filed: July 29, 2011
    Date of Patent: September 29, 2015
    Assignee: PCAS Biosolution
    Inventors: Juliette Martin, Gerard Guillamot, Laurent Fourage, Denis Wahler
  • Patent number: 9133286
    Abstract: The present disclosure is directed to the production of substituted phenylene aromatic diesters and 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate (or “BMPD”) in particular. The processes disclosed herein produce a liquid BMPD product. The liquid BMPD product unexpectedly creates production efficiencies by reducing the number of production steps, reducing the amount and/or number of reagents required for BMPD production. The liquid BMPD product may also be utilized in procatalyst production yielding similar production efficiencies. The procatalyst composition is subsequently used for olefin polymerization.
    Type: Grant
    Filed: August 30, 2011
    Date of Patent: September 15, 2015
    Assignee: W. R. Grace & Co.-Conn
    Inventors: Michael F. Gullo, Gary A. Roth, Tak W. Leung, Clark C. Williams
  • Patent number: 9133487
    Abstract: The invention provides a non-naturally occurring microbial organism having a methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate pathway. The microbial organism contains at least one exogenous nucleic acid encoding an enzyme in a methacrylic acid pathway. The invention additionally provides a method for producing methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate. The method can include culturing methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate producing microbial organism, where the microbial organism expresses at least one exogenous nucleic acid encoding a methacrylic acid pathway enzyme in a sufficient amount to produce methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate, under conditions and for a sufficient period of time to produce methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate.
    Type: Grant
    Filed: March 30, 2012
    Date of Patent: September 15, 2015
    Assignee: GENOMATICA, INC.
    Inventors: Mark J. Burk, Anthony P. Burgard, Robin E. Osterhout, Jun Sun, Priti Pharkya
  • Patent number: 9090918
    Abstract: The present application discloses genetically modified yeast cells comprising an active 3-HP fermentation pathway, and the use of these cells to produce 3-HP.
    Type: Grant
    Filed: November 21, 2011
    Date of Patent: July 28, 2015
    Assignee: Novozymes A/A
    Inventors: Holly Jessen, Brian Rush, Jeanette Huryta, Beth Mastel, Alan Berry, Debbie Yaver, Michael Catlett, Michelle Barnhart
  • Patent number: 9090919
    Abstract: The present invention relates to a novel method of producing 3-hydroxypropionic acid from glycerol, and more particularly to a method of producing 3-hydroxypropionic acid by culturing in a glycerol-containing medium a mutant microorganism obtained by amplifying an aldehyde dehydrogenase-encoding gene in a microorganism having the abilities to produce coenzyme B12 and produce 3-hydroxypropionic acid using glycerol as a carbon source. The present invention enables the fermentation of glycerol even under microaerobic or aerobic conditions without having to add coenzyme B12. Thus, the invention will be very suitable for the development of biological processes for producing large amounts of 3-hydroxypropionic acid.
    Type: Grant
    Filed: October 29, 2009
    Date of Patent: July 28, 2015
    Assignee: KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY
    Inventors: Chul-Ho Kim, Jeong-Woo Seo, Lianhua Luo, Baek Rock Oh, Pil-Soo Seo, Sun-Yeon Heo
  • Patent number: 9084467
    Abstract: Processes and methods for making biobased gamma-butyrolactone from renewable carbon resources are described herein.
    Type: Grant
    Filed: February 11, 2011
    Date of Patent: July 21, 2015
    Assignee: Metabolix, Inc.
    Inventors: Johan van Walsem, Erik Anderson, John Licata, Kevin A. Sparks, William R. Farmer, Christopher Mirley, Jeffrey A. Bickmeier, Ann D'Ambruoso, Frank A. Skraly, Thomas M. Ramseier, Melarkode S. Sivasubramanian, Yossef Shabtai
  • Patent number: 9045780
    Abstract: In a process for the stereoselective, in particular enantioselective enzymatic reduction of keto compounds to the corresponding chiral hydroxy compounds, wherein the keto compounds are reduced with an enantioselective, NADH-specific oxidoreductase, a polypeptide is used for reducing the keto compounds, which polypeptide exhibits an R-ADH-signature H-[P; A]-[I; A; Q; V; L]-[G; K]-R at positions 204-208 and the following further structural features in their entirety: (i) an N-terminal Rossmann-Fold GxxxGxG, (ii) an NAG-motif at position 87, (iii) a catalytic triad consisting of S 139, Y 152 and K 156, (iv) a negatively charged amino acid moiety at position 37, (v) two C-terminal motifs in the dimerization domain [A; S]-S-F and [V; I]-DG-[G; A]-Y-[T; C; L]-[A; T; S]-[Q; V; R; L; P], (vi) Val or Leu at position 159 (4 positions downstream of K 156), (vii) Asn at position 178, and (viii) a proline moiety at position 188.
    Type: Grant
    Filed: March 3, 2010
    Date of Patent: June 2, 2015
    Assignee: IEP GMBH
    Inventors: Antje Gupta, Maria Bobkova, Anke Tschentscher
  • Publication number: 20150148513
    Abstract: The invention provides non-naturally occurring microbial organisms having a 4-hydroxybutyrate, 1,4-butanediol, or other product pathway and being capable of producing 4-hydroxybutyrate, 1,4-butanediol, or other product, wherein the microbial organism comprises one or more genetic modifications. The invention additionally provides methods of producing 4-hydroxybutyrate, 1,4-butanediol, or other product or related products using the microbial organisms.
    Type: Application
    Filed: June 3, 2013
    Publication date: May 28, 2015
    Applicant: Genomatica, Inc.
    Inventors: Priti Pharkya, Anthony P. Burgard, Stephen J. Van Dien, Robin E. Osterhout, Mark J. Burk, John D. Trawick, Michael P. Kuchinskas, Brian Steer
  • Patent number: 9040265
    Abstract: The invention relates to a process for the enantioselective enzymatic reduction of a keto compound to the corresponding chiral hydroxy compound, wherein the keto compound is reduced with an oxidoreductase in the presence of a cofactor, and is characterized in that an oxidoreductase is used which has an amino acid sequence in which (a) at least 70% of the amino acids are identical to the amino acids of one of the amino acid sequences SEQ ID No 1, SEQ ID No 6 and SEQ ID No 8, or (b) at least 55% of the amino acids are identical to the amino acids of the amino acid sequence SEQ ID No 2, or (c) at least 65% of the amino acids are identical to the amino acids of the amino acid sequence SEQ ID No 3, or (d) at least 75% of the amino acids are identical to the amino acids of the amino acid sequence SEQ ID No 4, or (e) at least 65% of the amino acids are identical to the amino acids of the amino acid sequence SEQ ID No 5, or (0 at least 50% of the amino acids are identical to the amino acids of the amino acid sequence
    Type: Grant
    Filed: October 25, 2011
    Date of Patent: May 26, 2015
    Assignee: IEP GMBH
    Inventors: Anke Tschentscher, Antje Gupta, Maria Bobkova
  • Patent number: 9040267
    Abstract: Provided are processes for the production and high efficiency processing of polyhydroxyalkanoates (PHA) from carbon sources comprising carbon-containing gases or materials.
    Type: Grant
    Filed: March 8, 2012
    Date of Patent: May 26, 2015
    Assignee: Newlight Technologies, LLC
    Inventor: Markus Herrema
  • Patent number: 9040266
    Abstract: Disclosed is a process in which a recombinant organism, such as a yeast, expressing a heterologous S-adenosylmethionine (SAM)-dependent methyl halide transferase (MHT) protein is combined with a halide and a carbon source in a cultivation medium under conditions in which methyl formate is produced. The cell may genetically modified to express methyl formate synthase, methanol dehydrogenase and/or hydrolytic dehalogenase at levels higher than a cell of the same species that is not genetically modified. The methyl formate may be collected and used in a variety of applications. The halide may be chlorine, bromine or iodine.
    Type: Grant
    Filed: July 22, 2010
    Date of Patent: May 26, 2015
    Assignee: The Regents of the University of California
    Inventors: Christopher A. Voigt, Travis S. Bayer
  • Publication number: 20150140622
    Abstract: The present invention provides reagents and methods for biomaterial production from cyanobacteria.
    Type: Application
    Filed: January 22, 2015
    Publication date: May 21, 2015
    Inventors: Hatem Mohammed, Willem Vermaas
  • Publication number: 20150140621
    Abstract: Embodiments of the invention relate generally to processes for the production and processing of polyhydroxyalkanoates (PHA) from carbon sources. In several embodiments, PHAs are produced at high efficiencies from carbon-containing gases through the utilization of a regenerative polymerization system.
    Type: Application
    Filed: August 22, 2014
    Publication date: May 21, 2015
    Inventors: Markus Herrema, Kenton Kimmel, Evan Creelman
  • Publication number: 20150140623
    Abstract: The present invention is generally directed to methods of making diester-based lubricant compositions, wherein formation of diester species proceeds via esterification of epoxide intermediates, and wherein the epoxide intermediates are generated via an enzymatically-driven mechanism. In some embodiments, the methods for making such diester-based lubricants utilize a biomass precursor and/or low value (e.g., Fischer-Tropsch (FT) olefins and/or alcohols) so as to produce high value diester-based lubricants. In some embodiments, such diester-based lubricants are derived from FT olefins and fatty acids. The fatty acids can be from a bio-based source (i.e., biomass, renewable source) or can be derived from FT alcohols via oxidation.
    Type: Application
    Filed: January 26, 2015
    Publication date: May 21, 2015
    Applicants: NOVOZYMES A/S, CHEVRON U.S.A. INC.
    Inventors: Stephen Joseph Miller, Saleh Ali Elomari, Zhen Zhou, Jesper Brask, Kim Borch
  • Publication number: 20150140620
    Abstract: This disclosure describes engineered biosynthetic pathways, recombinant cells, and methods relating to biosynthesis of esters. The recombinant cells may be modified to exhibit increased biosynthesis of an ester compared to a wild-type control. The recombinant cell may be incubated in medium that includes a carbon source under conditions effective for the recombinant cell to produce an ester. This disclosure also describes a method that generally includes introducing into a host cell a heterologous polynucleotide encoding at least one polypeptide that catalyzes a step in converting a carbon source to an ester, wherein the at least one polynucleotide is operably linked to a promoter so that the modified host cell catalyzes conversion of the carbon source to an ester.
    Type: Application
    Filed: March 14, 2013
    Publication date: May 21, 2015
    Applicant: Regents of The University of Minnesota
    Inventors: Kechun Zhang, Mingyong Xiong, Yi-Shu Tai
  • Patent number: 9034613
    Abstract: A process for producing a compound which is (3R)-hydroxybutyl (3R)-hydroxybutyrate of formula (I) which process comprises submitting, to enantioselective reduction, a compound of the following formula (II), (III) or (IV).
    Type: Grant
    Filed: April 16, 2009
    Date of Patent: May 19, 2015
    Assignees: ISIS Innovation Limited, The United States of America, as Represented by the Secretary, Department of Health & Human Services
    Inventors: Jeremy Robertson, Kieran Clarke, Richard Lewis Veech
  • Patent number: 9034614
    Abstract: Disclosed is a method of preparing alkyl butyrate, which comprises: (a) producing a fermented liquid containing butyrate salt through a fermentation process using butyric acid-producing strains; (b) obtaining an extracted liquid containing butyric acid from a continuous extracting apparatus using an extraction solvent, after converting the butyrate salt into butyric acid by adding an inorganic acid except for carbonic acid or carbon dioxide into the fermented liquid, wherein the continuous extracting apparatus includes a plurality of extraction plates which are installed inside an extraction column and perform a reciprocating motion vertically, and the broth and the extraction solvent are supplied to upper and lower portions of the column, respectively; and (c) reacting the extracted liquid and alcohol having a carbon number of 4 or less or a mixture thereof in an esterification reactor to convert a resultant product into alkyl butyrate.
    Type: Grant
    Filed: September 8, 2011
    Date of Patent: May 19, 2015
    Assignee: SK Innovation Co., Ltd.
    Inventors: Sin Young Kang, Min Su Koo, In Ho Cho, Joon Sik Lee, Eun Hee Park, Joong Min Park, Jae Yeon Park, Young Hwan Chu, Dong Hyun Kim, Woo Chan Park, Seung Yeop Lee, Jae Wook Ryu
  • Patent number: 9034615
    Abstract: The present invention provides a method for the biological production of glycolic acid from a fermentable carbon source in a microorganism. In one aspect of the present invention, a process for the conversion of glucose to glycolic acid is achieved by the use of a recombinant organism comprising a host E. coli transformed i) to attenuate the glyoxylate consuming pathways to other compounds than glycolate ii) to use an NADPH glyoxylate reductase to convert glyoxylate to glycolate iii) to attenuate the level of all the glycolate metabolizing enzymes and iv) increase the flux in the glyoxylate pathway. In another aspect of the present invention, the process for the production of glycolic acid from a fermentable carbon source, using a recombinant E. coli, is improved by increasing the NADPH availability in the cells.
    Type: Grant
    Filed: June 7, 2007
    Date of Patent: May 19, 2015
    Assignee: Metabolic Explorer
    Inventor: Philippe Soucaille
  • Patent number: 9029107
    Abstract: It is an object of the present invention to provide a novel hydrolase, which is used when dialkyl 2-vinylcyclopropane-1,1-dicarboxylate is hydrolyzed with an enzyme, so as to efficiently obtain (1S,2S)-1-alkoxycarbonyl-2-vinylcyclopropanecarboxylic acid that is useful as an intermediate for synthesizing therapeutic agents for hepatitis C. According to the present invention, there is provided a hydrolase protein, which consists of the amino acid sequence shown in any one of SEQ ID NOS. 2 to 5 and which has activity of catalyzing, at higher selectivity than the protein consisting of the amino acid sequence shown in SEQ ID NO. 1, a reaction of producing (1S,2S)-1-ethoxycarbonyl-2-vinylcyclopropanecarboxylic acid from diethyl 2-vinylcyclopropane-1,1-dicarboxylate.
    Type: Grant
    Filed: August 31, 2011
    Date of Patent: May 12, 2015
    Assignee: API Corporation
    Inventors: Hiroshi Kawabata, Ryoma Miyake, Kuniko Asada, Ryouhei Katou
  • Publication number: 20150125912
    Abstract: The invention provides a process for the preparation of hydrocarbons substituted with at least one group containing at least one oxygen atom, comprising the process steps A) reaction of a carbon source comprising at least one selected from CO2 and CO to give acetate and/or ethanol with a first microorganism, B) separating off of the acetate from the first microorganism, C) reaction of the acetate to give a hydrocarbon substituted with at least one group containing at least one oxygen atom with a second microorganism and optionally D) purification of the hydrocarbon substituted with at least one group containing at least one oxygen atom.
    Type: Application
    Filed: May 8, 2013
    Publication date: May 7, 2015
    Applicant: Evonik Industries AG
    Inventors: Thomas Haas, Eva Maria Wittmann
  • Publication number: 20150126615
    Abstract: Compositions of P4HB with high purity have been developed. The compositions are prepared by washing P4HB biomass prior to solvent extraction, and precipitating P4HB from solution. The same solvent is preferably used to wash the P4HB biomass, and as a non-solvent to precipitate the polymer from a P4HB solvent solution. The highly pure P4HB compositions are suitable for preparing implants. The implants may be used for the repair of soft and hard tissues.
    Type: Application
    Filed: October 31, 2014
    Publication date: May 7, 2015
    Inventors: David P. Martin, Simon F. Williams