Carboxylic Acid Ester Patents (Class 435/135)
  • Patent number: 11447802
    Abstract: Yeast strains and fermentation process for producing D-lactic acid and L-lactic acid are disclosed with higher titer, higher yield, shorter time, lower pH, and higher average specific productivity.
    Type: Grant
    Filed: February 15, 2019
    Date of Patent: September 20, 2022
    Assignee: PTT Global Chemical Public Company Limited
    Inventors: Sudhanshu Vijay Dole, Theron Hermann, Sean Joseph Regan, Mark Andrew Sheff, Russell Lizardo Udani, R. Rogers Yocum
  • Patent number: 11420932
    Abstract: A method for preparing pregabalin chiral intermediate (R)-3-(carbamoylmethyl)-5-methylhexanoic acid by a biological enzyme method.
    Type: Grant
    Filed: December 4, 2020
    Date of Patent: August 23, 2022
    Assignee: ZHEIJIANG HUAHAI PHARMACEUTICAL CO., LTD.
    Inventors: Changming Yang, Pan Guo, Yifeng Wang, Wenling Zhang, Peng Wang
  • Patent number: 11421199
    Abstract: Provided is a recombinant yeast expressing germacrene A synthetase or a fusion protein thereof, wherein the fusion protein is germacrene A synthetase and farnesyl pyrophosphate synthase. The recombinant yeast improves the yield of germacrene A, and is suitable for the industrialized production of ?-elemene and/or germacrene A.
    Type: Grant
    Filed: November 2, 2017
    Date of Patent: August 23, 2022
    Assignees: Tianjin institute of Industrial Biotechnology, Chinese Academy of Sciences, Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences
    Inventors: Xueli Zhang, Luqi Huang, Zhubo Dai, Dong Wang, Lili Zhang, Juan Guo, Yi Liu
  • Patent number: 11401230
    Abstract: A method of recovering an organic acid from an aqueous solution may include extracting the organic acid dissolved in the aqueous solution into a water immiscible extraction phase. The water immiscible extraction phase has an extractant for the organic acid. The method may also include separating the extraction phase from the aqueous solution, adding an alcohol to the extraction phase separated from the aqueous solution, and forming an ester from the organic acid and the alcohol.
    Type: Grant
    Filed: August 21, 2018
    Date of Patent: August 2, 2022
    Assignee: VITO NV
    Inventors: Kathy Elst, Helene De Wever
  • Patent number: 11339413
    Abstract: The present disclosure provides compositions and methods for rapid production of chemicals in genetically engineered microorganisms in a large scale. Also provided herein is a high-throughput metabolic engineering platform enabling the rapid optimization of microbial production strains. The platform, which bridges a gap between current in vivo and in vitro bio-production approaches, relies on dynamic minimization of the active metabolic network.
    Type: Grant
    Filed: October 23, 2019
    Date of Patent: May 24, 2022
    Assignee: DUKE UNIVERSITY
    Inventors: Michael David Lynch, Zhixia Ye
  • Patent number: 11332612
    Abstract: Provided are PHA particles which are excellent in dispersibility in an aqueous dispersion and have excellent film formation capability, in which odor of a molded body obtained from the PHA particles or an aqueous dispersion of the PHA particles is suppressed, and whose color tone is good, and an aqueous dispersion of the PHA particles. Polyhydroxyalkanoate particles including polyhydroxyalkanoate having a particle shape and peptidoglycan covering a portion of or an entire surface of the polyhydroxyalkanoate. In this polyhydroxyalkanoate particle, a content of polyhydroxyalkanoate is 98.0% by weight or more, and a content of peptidoglycan is 0.1% by weight or more and 1.0% by weight or less.
    Type: Grant
    Filed: March 29, 2018
    Date of Patent: May 17, 2022
    Assignee: KANEKA CORPORATION
    Inventors: Kazuki Nishiyama, Tomoaki Ashida
  • Patent number: 11332428
    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, heating 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: February 7, 2019
    Date of Patent: May 17, 2022
    Assignee: CARGILL, INCORPORATED
    Inventors: Timothy Walter Abraham, Ravi R. Gokarn
  • Patent number: 11312979
    Abstract: A method and cell line for producing phytocannabinoids and phytocannabinoid analogues in yeast. The method applies, and the cell line includes, a yeast cell transformed with a polyketide synthase CDS and a cytosolic prenyltransferase CDS. The polyketide synthase enzyme catalyzes synthesis of olivetol or methyl-olivetol, and may include Cannabis sativa olivetolic acid synthase or Dictyostelium discoideum polyketide synthase (“DiPKS”). The yeast cell may be modified to include a phosphopantethienyl transferase for increased activity of DiPKS. The yeast cell may be modified to mitigate mitochondrial acetaldehyde catabolism for increasing malonyl-CoA available for synthesizing olivetol or methyl-olivetol. The prenyltransferase enzyme catalyzes synthesis of cannabigerol or a cannabigerol analogue, and may include an ???? cytosolic prenyltransferase enzyme from Streptomyces sp CL190.
    Type: Grant
    Filed: February 19, 2018
    Date of Patent: April 26, 2022
    Assignee: Hyasynth Biologicals Inc.
    Inventors: Shoham Mookerjee, Alexander James Campbell, Zachary Douglas Wiltshire, Kevin John Chen
  • Patent number: 11155483
    Abstract: A method for efficiently producing PHA comprising: inoculating PHA fermentation strains into a fermentation medium for fermentation under the condition of being capable of producing PHA through fermentation; subjecting the fermentation broth to a solid-liquid separation to obtain fermentation supernatant and thallus precipitate; breaking the cell walls of the thallus precipitate, and subjecting the wall-broken products to a plate and frame filtration to prepare PHA; pre-coating a filter cloth for the plate and frame filtration with a PHA layer; at least part of the water of the fermentation medium is PHA process wastewater. The method utilizes the PHA process wastewater as at least part of the water of the fermentation medium, and filters and separates the broken thallus with the plate and frame filtration equipment pre-coated with PHA layer to prepare PHA, thereby recycling the high-salt wastewater, reducing costs, and potentially separating PHA on a large scale for industrial production.
    Type: Grant
    Filed: December 28, 2020
    Date of Patent: October 26, 2021
    Assignees: Nutrition & Health Research Institute, COFCO Corporation, COFCO (jilin) Bio-Chemical Technology CO., Ltd, COFCO Biotechnology Co., Ltd., Tsinghua University
    Inventors: Yi Tong, Yi Li, Fang Tian, Weiqiang Zhou, Yuanheng Guo, Guoqiang Chen, Dayong Li, Haijun Liu, Kejia Xu, Anni Liu, Bo Chen, Tai An, Xiaoyan Wang, Chao Peng, Xuemei Shen, Jin Tao, Lida Wu, Kai Yang, Qiong Wu
  • Patent number: 11118187
    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: April 23, 2020
    Date of Patent: September 14, 2021
    Assignee: CARGILL, INCORPORATED
    Inventors: Holly Jessen, Brian Rush, Jeanette Huryta, Beth Mastel, Alan Berry, Debbie Yaver, Michael Catlett, Michelle Barnhart
  • Patent number: 11066682
    Abstract: The invention relates to compositions and methods, including polynucleotide sequences, amino acid sequences, and engineered host cells for producing fatty acids and derivates of fatty acids such as acyl-CoA, terminal olefins, fatty aldehydes, fatty alcohols, alkanes, alkenes, wax esters, ketones and internal olefins through altered expression of the transcription factor, fadR.
    Type: Grant
    Filed: April 2, 2012
    Date of Patent: July 20, 2021
    Assignee: Genomatica, Inc.
    Inventors: Derek L. Greenfield, Louis G. Hom, Fernando A. Sanchez-Riera, Zhihao Hu, Vikranth Arlagadda, Eli S. Groban, Scott A. Frykman
  • Patent number: 10947548
    Abstract: This application provides recombinant Aspergillus fungi having an endogenous cis-aconitic acid decarboxylase (cadA) gene genetically inactivated, which allows aconitic acid production by the recombinant fungi. Such recombinant fungi can further include an exogenous nucleic acid molecule encoding aspartate decarboxylase (panD), an exogenous nucleic acid molecule encoding ?-alanine-pyruvate aminotransferase (BAPAT), and an exogenous nucleic acid molecule encoding 3-hydroxypropionate dehydrogenase (HPDH). Kits including these fungi, and methods of using these fungi to produce aconitic acid and 3-hydroxypropionic acid (3-HP) are also provided.
    Type: Grant
    Filed: April 24, 2019
    Date of Patent: March 16, 2021
    Assignee: Battelle Memorial Institute
    Inventors: Shuang Deng, Ziyu Dai, Jon K. Magnuson
  • Patent number: 10934224
    Abstract: Disclosed are methods to convert nitrogen in a wastewater stream to an arginine-enriched polypeptide, which includes supplying a nitrogen-enriched wastewater stream; culturing an organism in the waste stream that produces an arginine-enriched polypeptide to produce the arginine-enriched polypeptide; and removing the produced arginine-enriched polypeptide from the wastewater stream to create a processed wastewater stream. The methods also include a method to make an arginine-enriched polypeptide enriched fertilizer by flowing the effluent from the culturing step over a cation exchange material to allow binding of the arginine enriched polypeptide to the cation exchange material; and collecting arginine-enriched polypeptide to form the arginine-enriched polypeptide enriched fertilizer. The method also includes enhancing the growth or production of a plant using the fertilizer containing the arginine-enriched polypeptide.
    Type: Grant
    Filed: July 19, 2018
    Date of Patent: March 2, 2021
    Assignee: Genebiologics, LLC
    Inventor: Matt S. A. Wecker
  • Patent number: 10829793
    Abstract: Provided are a transformant that produces a copolymerized PHA containing 3HH units in a higher composition proportion; and a method for producing a copolymerized PHA, using this transformant. The transformant is a transformant that produces a copolymerized PHA containing 3HH units, in which a gene encoding an enzyme having trans-2-enoyl-CoA hydratase activity and (R)-3-hydroxyacyl-CoA dehydrogenase activity is introduced into a prokaryotic microorganism having a PHA synthetase gene capable of synthesizing the copolymerized PHA containing the 3HH units. The method is a method for producing a copolymerized PHA containing 3HH units, which includes a step of culturing this transformant.
    Type: Grant
    Filed: January 24, 2019
    Date of Patent: November 10, 2020
    Assignee: KANEKA CORPORATION
    Inventors: Hisashi Arikawa, Keiji Matsumoto
  • Patent number: 10793700
    Abstract: This disclosure provides a polymer composite including a polymer, nanocellulose, and a compatibilizer, wherein the nanocellulose comprises cellulose nanocrystals and/or cellulose nanofibrils, and wherein the compatibilizer comprises a maleated polymer. In some embodiments, the nanocellulose includes lignin-coated nanocellulose. The polymer may be selected from polyethylene, polypropylene, polystyrene, polylactide, or poly(ethylene terephthalate). The maleated polymer may be selected from maleated polyethylene, maleated polypropylene, maleated polystyrene, maleated polylactide, or maleated poly(ethylene terephthalate.
    Type: Grant
    Filed: September 16, 2016
    Date of Patent: October 6, 2020
    Assignee: GranBio Intellectual Property Holdings, LLC
    Inventors: Asis Kumar Banerjie, Kimberly Nelson
  • Patent number: 10793882
    Abstract: The invention provides non-naturally occurring microbial organisms having a toluene, benzene, p-toluate, terephthalate, (2-hydroxy-3-methyl-4-oxobutoxy)phosphonate, (2-hydroxy-4-oxobutoxy)phosphonate, benzoate, styrene, 2,4-pentadienoate, 3-butene-1ol or 1,3-butadiene pathway. The invention additionally provides methods of using such organisms to produce toluene, benzene, p-toluate, terephthalate, (2-hydroxy-3-methyl-4-oxobutoxy)phosphonate, (2-hydroxy-4-oxobutoxy)phosphonate, benzoate, styrene, 2,4-pentadienoate, 3-butene-1ol or 1,3-butadiene.
    Type: Grant
    Filed: December 19, 2016
    Date of Patent: October 6, 2020
    Assignee: Genomatica, Inc.
    Inventors: Robin E. Osterhout, Anthony P. Burgard, Priti Pharkya, Mark J. Burk
  • Patent number: 10745723
    Abstract: The present invention relates to a method for increasing polyhydroxyalkanoates (PHAs) content of waste sludge, by taking the fermentation liquid fermented from waste sludge as a carbon source, and performing ADF domestication process, thereby quickly raising PHAs contentin the waste sludge, in accordance with the method of the present invention, the conventional complicated domestication steps is simplified and a higher content PHAs can be produced, additionally the added carbon source of the present invention is the VFA fermented by the waste sludge, so it's unnecessary to add extra material, therefore including more industrial utilization.
    Type: Grant
    Filed: January 9, 2018
    Date of Patent: August 18, 2020
    Assignee: National Chi Nan University
    Inventors: Yung-Pin Tsai, Meng-Shan Lu, Chih-Chi Yang, Hao Shiu, Jan-Wei Lin, Yu-Wei Liou
  • Patent number: 10696921
    Abstract: A process for extraction of crude oil from distillers dried grain solubles and/or distillers dried grains and producing corn distillers meal that may be used as a livestock supplement is disclosed. For example, the corn distillers meal may be used as a crude protein supplement for use in a livestock feed diet or a poultry feed diet. The solvent extracted crude oil may be suitable for oleochemical processing for personal care and home care products, biodiesel production, and/or renewable diesel production from hydro-treating the extracted oil to make green diesel fuel.
    Type: Grant
    Filed: August 8, 2018
    Date of Patent: June 30, 2020
    Assignee: Novita Nutrition, LLC
    Inventors: Keith Bruinsma, Donald Endres, Steven J. Furcich
  • Patent number: 10689675
    Abstract: Disclosed are methods of synthesizing racemic 2-(difluoromethyl)-1-(alkoxycarbonyl)-cyclopropanecarboxylic acids and 2-(vinyl)-1-(alkoxycarbonyl)-cyclopropanecarboxylic acids and their salts, such as the dicyclohexylamine salt. Also disclosed are methods for preparing enantioenriched (1R,2R)-1-((tert-butoxycarbonyl)amino)-2-(difluoromethyl)cyclopropane-1-carboxylic acid and esters of the same. These compounds are useful intermediates in the synthesis of viral protease inhibitors.
    Type: Grant
    Filed: February 1, 2018
    Date of Patent: June 23, 2020
    Assignee: AbbVie Inc.
    Inventors: Michael J. Abrahamson, Sanjay R. Chemburkar, Angelica B. Kielbus, Russell D. Cink
  • Patent number: 10612050
    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: November 15, 2018
    Date of Patent: April 7, 2020
    Assignee: Xyleco, Inc.
    Inventors: Marshall Medoff, Thomas Craig Masterman
  • Patent number: 10597608
    Abstract: The present invention relates to a process for preparing a mixture of cetylated fatty acids and a system for carrying out said process. Furthermore, the present invention relates to a composition comprising, or alternatively, consisting of said mixture of cetylated fatty acids. Finally, the present invention relates to said composition for use in the treatment and/or prevention of: (i) rheumatoid arthritis of inflammatory and non-inflammatory origin, in particular osteoarthritis; (ii) other inflammatory joint conditions; (iii) psoriasis, lupus, periodontal diseases or cardiovascular or heart diseases; (iv) all post-traumatic osteoarticular pathologies including sports injuries; (v) all degenerative joint pathologies (arthrosis, gonarthrosis, coxarthrosis, etc.), and (vi) inflammatory-traumatic tendon and muscular conditions.
    Type: Grant
    Filed: August 9, 2016
    Date of Patent: March 24, 2020
    Assignee: PHARMANUTRA S.P.A.
    Inventors: Andrea Lacorte, Germano Tarantino, Paolo Bondioli
  • Patent number: 10597506
    Abstract: The present invention relates to a process for extraction of bioplastic from bioplastic-producing microbial cells, comprising the steps of: A. providing bioplastic producing microbial cells comprising bioplastic; B. providing bacterial cells selected from the species Bacillus pumilus; C. extracting the bioplastic by admixing the bioplastic-producing microbial cells of step A and the bacterial cells of step B and allowing reaction. The present invention further relates to the process of producing monomers from said bioplastics by depolymerization.
    Type: Grant
    Filed: November 25, 2015
    Date of Patent: March 24, 2020
    Assignee: BIOEXTRAX AB
    Inventors: Mohammad H.A. Ibrahim, Mohamad Takwa, Rajni Hatti-Kaul
  • Patent number: 10584046
    Abstract: Disclosed herein is a method for removing nitrogen from water, which makes it possible to omit equipment for controlling the supply of a carbon source (hydrogen donor), equipment for post-processing a carbon source (hydrogen donor), and circulation equipment and to prevent an increase in the size of a system. The method includes adding a solid material containing a biodegradable resin as a hydrogen donor to one water system in which bacteria cells having an ability to decompose a biodegradable resin, bacteria cells having nitrification capabilities, and bacteria cells having denitrification capabilities live together to allow a nitrification reaction and a denitrification reaction coexist in the water system. Also disclosed herein is a nitrification-reaction promoting agent for water treatment including 20 wt % or more of a biodegradable resin and having a specific gravity of more than 1 g/cm3.
    Type: Grant
    Filed: October 7, 2016
    Date of Patent: March 10, 2020
    Assignee: KANEKA CORPORATION
    Inventor: Masaki Takita
  • Patent number: 10570379
    Abstract: This document describes polypeptides with dual CoA transferase and ?-ketothiolase activities and variants thereof, use of such polypeptides in biosynthetic methods, and non-naturally occurring hosts comprising such polypeptides.
    Type: Grant
    Filed: November 11, 2016
    Date of Patent: February 25, 2020
    Assignee: INVISTA North America S.a.r.l.
    Inventors: Nadia Kadi, Adriana Leonora Botes
  • Patent number: 10544434
    Abstract: The present invention is directed to processes for the preparation of lisdexamfetamine and related derivatives, wherein the processes comprise coupling to racemic or enantiomerically enriched amphetamine and wherein the resulting product is advantageously enantiomerically or diastereomerically enriched in the desired stereoisomer.
    Type: Grant
    Filed: June 15, 2016
    Date of Patent: January 28, 2020
    Assignee: Noramco, Inc.
    Inventors: Pietertje Elisabeth Goudriaan, Jasper Kaiser, Hemen Ibrahim, Govert Arie Verspui, Douglas Phillip Cox
  • Patent number: 10544395
    Abstract: A method of cell culture comprising providing cells in a cell culture medium to start a cell culture process, and, maintaining at least one metabolite selected from 3-(4-hydroxyphenyl)lactate, 4-hydroxyphenylpyruvate, phenyllactate, indolelactate, indolecarboxylic acid, homocysteine, 2-hydroxybutyric acid, isovalerate and formate below a concentration C1 in the cell culture medium, wherein C1 is 3 mM and/or (ii) maintaining at least one amino acid selected from phenylalanine, tyrosine, tryptophan, methionine, leucine, serine, threonine and glycine below a concentration C2 in the cell culture medium, wherein C2 is 2 mM.
    Type: Grant
    Filed: March 17, 2015
    Date of Patent: January 28, 2020
    Assignee: Pfizer Inc.
    Inventors: Gregory Walter Hiller, Bhanu Chandra Mulukutla
  • Patent number: 10494495
    Abstract: The invention concerns specifically emulsion polymers which are intraparticulately crosslinked via a hetero-Diels-Alder (HDA) mechanism. The crosslinked polymers can then be wholly or partly decrosslinked by thermal processing, for example in the form of a composite matrix, via a retro-Diels-Alder or retro-hetero-Diels-Alder reaction and interparticulately recrosslinked on cooling. This makes it possible to prepare long shelf life prepregs for composites. But it is also possible to thus realize other materials that have thermoset properties at use temperature but thermoplastic processing properties at a higher temperature.
    Type: Grant
    Filed: July 30, 2015
    Date of Patent: December 3, 2019
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Friedrich Georg Schmidt, Stefan Hilf, Florian Hermes, Dorothea Staschik, Thomas Eurich, Rebecca Pieroth
  • Patent number: 10494597
    Abstract: The present disclosure is directed to methods, approaches, devices, equipment, and systems for minimizing or reducing contamination in facilities implementing fermentation or distillation processes. In embodiments, the facility is a biofuel plant that produces fermentation product such as product alcohol like butanol. In some embodiments, the methods, approaches, devices, equipment, and systems are operable to implement clean in place contamination (CIP) mitigation techniques that can also include sterilize in place (SIP) mitigation techniques to decontaminate equipment including surfaces of the equipment that come in contact with materials used in the production of product alcohols. Other cleaning and contamination minimizing techniques are also described.
    Type: Grant
    Filed: April 10, 2015
    Date of Patent: December 3, 2019
    Assignee: Butamax Advanced Biofuels LLC
    Inventors: Adam Bernfeld, Keith H. Burlew, Anthony R. Calabria, Duncan Coffey, Benjamin Fuchs, Ana Paula Goes, Adam David Henry, Walter Tamulis, Joseph J. Zaher
  • Patent number: 10450592
    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: July 7, 2017
    Date of Patent: October 22, 2019
    Assignee: NEWLIGHT TECHNOLOGIES, INC.
    Inventor: Markus D. Herrema
  • Patent number: 10442748
    Abstract: A method for recovering a composition enriched in 3-hydroxypropionic acid from a fermentation broth comprising 3-hydroxypropionic acid and/or salts thereof comprises the steps of: (a) providing the fermentation broth having a pH of from about 2 to about 8 comprising: 3-hydroxypropionic acid and/or salts thereof, (b) acidifying the fermentation broth; (c) reducing the total sulfate ion and phosphate ion (d) distilling the resulting reduced ion aqueous solution and (e) recovering the product.
    Type: Grant
    Filed: March 14, 2014
    Date of Patent: October 15, 2019
    Assignee: CARGILL, INCORPORATED
    Inventors: Timothy Walter Abraham, Erik Allen, John J. Hahn, Paraskevas Tsobanakis, Eric Christopher Bohnert, Christopher Lawrence Frank
  • Patent number: 10442749
    Abstract: A method for recovering a composition enriched in 3-hydroxypropionic acid by providing the fermentation broth, acidifying the fermentation broth; reducing the total sulfate ion and phosphate ion concentration of the resulting aqueous solution to produce a reduced ion aqueous solution; distilling the resulting reduced ion aqueous solution and recovering the resulting aqueous distillation product comprising 3-hydroxypropionic acid.
    Type: Grant
    Filed: March 14, 2014
    Date of Patent: October 15, 2019
    Assignee: CARGILL, INCORPORATED
    Inventors: Timothy Walter Abraham, Erik Allen, John J. Hahn, Paraskevas Tsobanakis, Eric Christopher Bohnert, Christopher Lawrence Frank
  • Patent number: 10336981
    Abstract: In alternative embodiments, provided are genetically or recombinantly engineered nitrogen-fixing, nitrogenase expressing bacteria capable of enzymatically synthesizing hydrocarbons, and methods for making and using them. In alternative embodiments, provided are genetically or recombinantly engineered nitrogen-fixing, nitrogenase expressing bacteria including nitrogen-fixing diazotrophs such as nitrogen-fixing bacteria of the family Pseudomonadaceae, or the genus Azotobacter, for the whole cell synthesis of hydrocarbons and carbon-carbon bonds. In alternative embodiments, nitrogen-fixing, nitrogenase-expressing bacteria used to practice the invention are genetically or recombinantly engineered to express an exogenous nitrogenase express more endogenous nitrogenase or have increased nitrogenase, activity.
    Type: Grant
    Filed: December 17, 2015
    Date of Patent: July 2, 2019
    Assignee: The Regents of the University of California
    Inventors: Markus Walter Ribbe, Yilin Hu, Johannes Rebelein
  • Patent number: 10287289
    Abstract: The application is directed to efficient and economical processes as described in more detail below for the preparation of the beta 3 agonists of the formula of I-7 and intermediate compounds that can be used for making these agonists. The present disclosure relates to a process for making beta-3 agonists and intermediates using ketoreductase (KRED) biocatalyst enzymes and methods of using the biocatalysts.
    Type: Grant
    Filed: March 12, 2014
    Date of Patent: May 14, 2019
    Assignee: MERCK SHARP & DOHME CORP.
    Inventors: Feng Xu, Zhuqing Liu, Richard Desmond, Jeonghan Park, Alexei Kalinin, Birgit Kosjek, Hallena Strotman, Hongmei Li, Johannah Moncecchi
  • Patent number: 10258929
    Abstract: A stable high performance facilitated transport membrane comprising an asymmetric integrally-skinned polymeric membrane wherein the pores on the relatively porous, thin, dense skin layer of the membrane comprises a hydrophilic polymer such as chitosan or sodium alginate, a metal salt such as silver nitrate, or a mixture of a metal salt such as silver nitrate and hydrogen peroxide and the asymmetric integrally-skinned polymeric membrane comprises a relatively porous, thin, dense skin layer as characterized by a CO2 permeance of at least 200 GPU and a CO2 over CH4 selectivity between 1.1 and 10 at 50° C. under 50-1000 psig, 10% CO2/90% CH4 mixed gas feed pressure. The present invention further includes a method of making these membranes and their use for olefin/paraffin separations, particularly for propylene/propane and ethylene/ethane separations.
    Type: Grant
    Filed: May 19, 2017
    Date of Patent: April 16, 2019
    Assignee: UOP LLC
    Inventors: Chunqing Liu, Nicole K. Karns
  • Patent number: 10214752
    Abstract: This document describes biochemical pathways for producing 1,3-butanediol using a polypetide having ?-ketothiolase activity to form a 3-oxo-5-hydroxypentanoyl-CoA intermediate that can be enzymatically converted to 1,3-butanediol, as well as recombinant hosts producing 1,3-butanediol.
    Type: Grant
    Filed: November 13, 2015
    Date of Patent: February 26, 2019
    Assignee: INVISTA NORTH AMERICA S.A.R.L.
    Inventor: Pawel Mordaka
  • Patent number: 10202621
    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: January 31, 2018
    Date of Patent: February 12, 2019
    Assignee: XYLECO, INC.
    Inventors: Marshall Medoff, Thomas Craig Masterman
  • Patent number: 10190139
    Abstract: Tools and methods for producing organic acids using strains of Monascus which are tolerant to high organic acid concentrations at low pH.
    Type: Grant
    Filed: September 28, 2017
    Date of Patent: January 29, 2019
    Assignee: Total Research & Technology Feluy S.A.
    Inventors: Alexander Ruud Weusthuis, Emil Johan Harald Wolbert, Jan Springer, John Van Der Oost, Gerrit Eggink
  • Patent number: 10119098
    Abstract: An enzymatic process for the kinetic separation of alkyl esters under organic solvent free conditions is disclosed. Alkyl esters obtained from e.g. fish oil are reacted with glycerol, in the presence of water, at different rates in an evacuated chamber. The reaction is terminated prior to reaching equilibrium and the enriched alkyl ester fraction is isolated from the reaction mixture by short path distillation.
    Type: Grant
    Filed: May 23, 2006
    Date of Patent: November 6, 2018
    Assignee: EPAX NORWAY AS
    Inventors: Per Christian Saebo, Inge Bruheim, Daniele Mancinelli, Asgeir Saebo
  • Patent number: 10081706
    Abstract: A process of forming a side-chain-functionalized polyhydroxyalkanoate (PHA) material is disclosed. The process includes forming a PHA material having a vinyl-terminated side-chain from a vinyl-terminated fatty acid via a bacterial fermentation process. The process also includes forming a PHA material having a hydroxyl-terminated side-chain from the PHA material having the vinyl-terminated side-chain. The process further includes chemically reacting the PHA material having the hydroxyl-terminated side-chain with 1,4-phenylenedimethanethiol or a chlorocoumarin or 2-furoyl chloride to form a side-chain-functionalized PHA material having a side-chain with a terminal cross-linkable group (e.g., thiol, coumarin, or furoyl group).
    Type: Grant
    Filed: January 3, 2017
    Date of Patent: September 25, 2018
    Assignee: International Business Machines Corporation
    Inventors: Eric J. Campbell, Sarah K. Czaplewski, Brandon M. Kobilka, Joseph Kuczynski, Jason T. Wertz
  • Patent number: 10023586
    Abstract: A method for acid-catalyzed acylation of an isohexide is described. The method involves a reaction of an isohexide and an excess of carboxylic acid in the presence of a Lewis acid or a Brnsted acid catalyst. One or more Lewis acid or Brnsted acid can facilitate conversion of isohexides to their corresponding mono and diesters with a pronounced greater regio-selectivity of exo-OH over endo-OH of the isohexide in the product. Particular catalytic acid species include zirconium chloride (ZrCl4) and phosphonic acid (H3PO3), which manifest a ratio of exo:endo regioselectivity of about 5.0?3:1 and about 4.00.3:1, respectively.
    Type: Grant
    Filed: December 11, 2014
    Date of Patent: July 17, 2018
    Assignee: Archer Daniels Midland Company
    Inventors: Kenneth Stensrud, Erik Hagberg, Erin Rockafellow
  • Patent number: 9970043
    Abstract: A process for producing an optically active 2-alkyl-1,1,3-trialkoxycarbonylpropane (2), comprising a step of asymmetric hydrolysis of 2-alkyl-1,1,3-trialokoxycarbonylpropane (1) by using an enzyme capable of selectively hydrolyzing an ester moiety of either one enantiomer of 2-alkyl-1,1,3-trialkoxycarbonylpropane (1), or by using a culture of a microorganism capable of producing the enzyme or a treated object thereof.
    Type: Grant
    Filed: November 30, 2016
    Date of Patent: May 15, 2018
    Assignee: GENENTECH, INC.
    Inventors: Norihiko Hirata, Kazuhiro Yamauchi
  • 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: 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: 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: 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