Patents by Inventor John Ralph

John Ralph has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20260144255
    Abstract: A method to produce a mixture comprising poacic acid (X) and poacidiene (Y) and the resulting product-by-process. The method includes the steps of subjecting a solution of ferulic acid to a free-radical coupling reaction to yield an intermediate mixture comprising ferulic acid dehydrodimers and decarboxylating the intermediate mixture to yield a product mixture containing poacic acid (X) and poacidiene (Y).
    Type: Application
    Filed: November 19, 2025
    Publication date: May 28, 2026
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: John Ralph, Fachuang Lu, Mehdi Kabbage
  • Patent number: 12358939
    Abstract: A method of completely dissolving lignocellulosic biomass. The method includes the steps of dissolving a sample of biomass in an aqueous solution of strong acid and an amine-thiol to yield a first solution. A method for measuring lignin concentration in biomass via absorbance of the first solution at a wavelength of about 283 nm by comparing the measured absorbance to a standard curve of absorbance values made from solutions of known lignin concentration.
    Type: Grant
    Filed: June 9, 2022
    Date of Patent: July 15, 2025
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Fachuang Lu, John Ralph
  • Publication number: 20250059130
    Abstract: A method for producing paracetamol from renewable biological feedstocks. The method comprises isolating p-hydroxybenzoic acid (pHBA) or a mixture of pHBA and p-hydroxybenzamide (pHBAm) from biomass. One version of the method comprises converting pHBA to pHBAm, subsequently to p-aminophenol (pAmP), and subsequently to paracetamol. The yield can be increased by recycling unreacted pHBAm to feed into the amide to amine conversion step. In a second version of the method, the phenolic hydroxyl group of pHBA or pHBAm is first protected. The subsequent reactions proceed as noted, with deprotection as the last step.
    Type: Application
    Filed: August 13, 2024
    Publication date: February 20, 2025
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: John Ralph, Steven Karlen, Vitaliy Timokhin, Canan Sener
  • Publication number: 20240276985
    Abstract: Antimicrobial diferulates, compositions containing same, and uses of same for inhibiting growth of microorganisms. The antimicrobial diferulates can be used alone or in combination with other antimicrobial agents to inhibit growth of microorganisms such as fungi, oomycetes, and other microorganisms having a glucan-containing cell wall. The antimicrobial diferulates can be included in pharmaceutical compositions for treatment of animals or included in agricultural compositions for treatment of plants, crops, and soils.
    Type: Application
    Filed: April 18, 2024
    Publication date: August 22, 2024
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Jeff S. Piotrowski, Fachuang Lu, Mehdi Kabbage, John Ralph, Robert C. Landick
  • Patent number: 11985974
    Abstract: Antimicrobial diferulates, compositions containing same, and uses of same for inhibiting growth of microorganisms. The antimicrobial diferulates can be used alone or in combination with other antimicrobial agents to inhibit growth of microorganisms such as fungi, oomycetes, and other microorganisms having a glucan-containing cell wall. The antimicrobial diferulates can be included in pharmaceutical compositions for treatment of animals or included in agricultural compositions for treatment of plants, crops, and soils.
    Type: Grant
    Filed: August 27, 2021
    Date of Patent: May 21, 2024
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Jeff S. Piotrowski, Fachuang Lu, Mehdi Kabbage, John Ralph, Robert C. Landick
  • Patent number: 11981904
    Abstract: The invention is directed to BAHD acyltransferase enzymes, nucleic acids encoding BAHD acyltransferase enzymes, and inhibitory nucleic acids adapted to inhibit the expression and/or translation of BAHD acyltransferase RNA; expression cassettes, plant cells, and plants that have or encode such nucleic acids and enzymes; and methods of making and using such nucleic acids, enzymes, expression cassettes, cells, and plants.
    Type: Grant
    Filed: November 8, 2019
    Date of Patent: May 14, 2024
    Assignees: Wisconsin Alumni Research Foundation, The University of British Columbia
    Inventors: Steven D. Karlen, Rebecca Anne Smith, John Ralph, Emily Beebe, Craig Bingman, Brian Fox, Shawn Mansfield, Heather Mackay, Hoon Kim, Yaseen Mottiar, Faride Unda
  • Patent number: 11807876
    Abstract: The invention is directed to p-coumaroyl-CoA:monolignol transferase enzymes, nucleic acids encoding p-coumaroyl-CoA:monolignol transferase enzymes, and inhibitory nucleic acids adapted to inhibit the expression and/or translation of p-coumaroyl-CoA:monolignol transferase RNA; expression cassettes, plant cells, and plants that have or encode such nucleic acids and enzymes; and methods of making and using such nucleic acids, enzymes, expression cassettes, cells, and plants.
    Type: Grant
    Filed: November 30, 2020
    Date of Patent: November 7, 2023
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: John Ralph, Steven D. Karlen, Rebecca Anne Smith, Brian Fox, Emily Beebe, Craig Bingman
  • Patent number: 11807875
    Abstract: The invention relates to feruloyl-CoA:monolignol transferase enzymes and nucleic acids encoding the feruloyl-CoA:monolignol transferase enzymes. The enzymes and/or the nucleic acids enable incorporation of monolignol ferulates into the lignin of plants. The monolignol ferulates include, for example, p-coumaryl ferulate, coniferyl ferulate, and/or sinapyl ferulate.
    Type: Grant
    Filed: November 30, 2020
    Date of Patent: November 7, 2023
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: John Ralph, Steven D. Karlen, Rebecca Anne Smith, Brian Fox, Emily Beebe, Craig Bingman
  • Publication number: 20230203461
    Abstract: The present application relates to nucleic acids encoding polypeptides with ?-etherase activity; polypeptides with ?-etherase activity; vectors comprising said nucleic acids for the production of recombinant ?-etherase; cells, for example microbial cells transformed with nucleic acids encoding ?-etherase activity and vectors, including nucleic acids encoding ?-etherases; a composition comprising ?-etherases suitable for processing lignocellulose and a method that uses ?-etherases or compositions comprising ?-etherases in the processing of lignocellulose and related polysaccharides.
    Type: Application
    Filed: January 9, 2021
    Publication date: June 29, 2023
    Applicants: The University of York, Wisconsin Alumni Research Foundation
    Inventors: Neil Bruce, Nicola Oates, John Ralph
  • Publication number: 20220411453
    Abstract: A method of completely dissolving lignocellulosic biomass. The method includes the steps of dissolving a sample of biomass in an aqueous solution of strong acid and an amine-thiol to yield a first solution. A method for measuring lignin concentration in biomass via absorbance of the first solution at a wavelength of about 283 nm by comparing the measured absorbance to a standard curve of absorbance values made from solutions of known lignin concentration.
    Type: Application
    Filed: June 9, 2022
    Publication date: December 29, 2022
    Inventors: Fachuang Lu, John Ralph
  • Patent number: 11447754
    Abstract: Enzymes for depolymerizing lignin. The enzymes include dehydrogenases, ?-etherases, and glutathione lyases. The dehydrogenases can comprise one or more or LigD, LigO, LigN, and LigL. The ?-etherases can comprise one or more of LigE, LigF, LigP, and BaeA. The glutathione lyases can comprise any one or more of LigG and a number of non-stereospecific, optionally recombinant glutathione lyases derived from Sphingobium sp. SYK-6, Novosphingobium aromaticivorans, Escherichia coli, Streptococcus sanguinis, Phanerochaete chrysosporium, and other microorganisms. The enzymes can be combined in compositions and/or used in methods of processing lignin or other aromatic compounds in vitro.
    Type: Grant
    Filed: September 30, 2020
    Date of Patent: September 20, 2022
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Timothy James Donohue, Daniel Leo Gall, Wayne S. Kontur, Hoon Kim, John Ralph, Daniel R. Noguera, Brian Fox, Craig Bingman
  • Patent number: 11414372
    Abstract: Methods of detecting and, optionally, determining a level of incorporation of monolignol ester conjugates into lignin. The methods include derivatizing lignin to acylate at least a portion of free phenolic and aliphatic hydroxyls and to halogenate at least a portion of benzylic alcohols present in the lignin to yield derivatized lignin, treating the derivatized lignin with a reducing agent to cleave at least a portion of the derivatized lignin to yield lignin cleavage products, acetylating at least a portion of free hydroxyl groups in the lignin cleavage products with a labeled acetylation agent to yield labeled lignin fragments, and detecting the labeled lignin fragments.
    Type: Grant
    Filed: January 21, 2019
    Date of Patent: August 16, 2022
    Assignee: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: John Ralph, Steven D Karlen, Fachuang Lu, Dharshana Padmakshan
  • Patent number: 11326178
    Abstract: The invention relates to nucleic acids encoding a p-coumaroyl-CoA:monolignol transferase and to inhibitory nucleic acids adapted to inhibit the expression and/or translation of a p-coumaroyl-CoA:monolignol transferase RNA. Inhibition of p-coumaroyl-CoA:monolignol transferase in plants improves the incorporation of monolignol ferulates into the lignin of plants, giving rise to plant biomass that is more easily processed into useful products such as paper and biofuels.
    Type: Grant
    Filed: August 14, 2019
    Date of Patent: May 10, 2022
    Assignees: Wisconsin Alumni Research Foundation, Board of Trustees of Michigan State University, The Board of Trustees of Illinois State University
    Inventors: Curtis Wilkerson, John Ralph, Saunia Withers, John Sedbrook
  • Publication number: 20220061321
    Abstract: Antimicrobial diferulates, compositions containing same, and uses of same for inhibiting growth of microorganisms. The antimicrobial diferulates can be used alone or in combination with other antimicrobial agents to inhibit growth of microorganisms such as fungi, oomycetes, and other microorganisms having a glucan-containing cell wall. The antimicrobial diferulates can be included in pharmaceutical compositions for treatment of animals or included in agricultural compositions for treatment of plants, crops, and soils.
    Type: Application
    Filed: August 27, 2021
    Publication date: March 3, 2022
    Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: Jeff S. Piotrowski, Fachuang Lu, Mehdi Kabbage, John Ralph, Robert C. Landick
  • Publication number: 20220002744
    Abstract: The invention is directed to BAHD acyltransferase enzymes, nucleic acids encoding BAHD acyltransferase enzymes, and inhibitory nucleic acids adapted to inhibit the expression and/or translation of BAHD acyltransferase RNA; expression cassettes, plant cells, and plants that have or encode such nucleic acids and enzymes; and methods of making and using such nucleic acids, enzymes, expression cassettes, cells, and plants.
    Type: Application
    Filed: November 8, 2019
    Publication date: January 6, 2022
    Applicants: WISCONSIN ALUMNI RESEARCH FOUNDATION, THE UNIVERSITY OF BRITISH COLUMBIA
    Inventors: Steven D. Karlen, Rebecca Anne Smith, John Ralph, Emily Beebe, Craig Bingman, Brian Fox, Shawn Mansfield, Heather Mackay, Hoon Kim, Yaseen Mottiar, Faride Unda
  • Patent number: 11186882
    Abstract: A method of liquefying biomass. The method includes the steps of contacting biomass with a solution comprising an acyl halide and an acid; and then contacting the biomass with a reductant.
    Type: Grant
    Filed: July 23, 2019
    Date of Patent: November 30, 2021
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Steven D. Karlen, John Ralph
  • Publication number: 20210207104
    Abstract: The invention relates to feruloyl-CoA:monolignol transferase enzymes and nucleic acids encoding the feruloyl-CoA:monolignol transferase enzymes. The enzymes and/or the nucleic acids enable incorporation of monolignol ferulates into the lignin of plants. The monolignol ferulates include, for example, p-coumaryl ferulate, coniferyl ferulate, and/or sinapyl ferulate.
    Type: Application
    Filed: November 30, 2020
    Publication date: July 8, 2021
    Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: John Ralph, Steven D. Karlen, Rebecca Anne Smith, Brian Fox, Emily Beebe, Craig Bingman
  • Publication number: 20210095263
    Abstract: The invention is directed to p-coumaroyl-CoA:monolignol transferase enzymes, nucleic acids encoding p-coumaroyl-CoA:monolignol transferase enzymes, and inhibitory nucleic acids adapted to inhibit the expression and/or translation of p-coumaroyl-CoA:monolignol transferase RNA; expression cassettes, plant cells, and plants that have or encode such nucleic acids and enzymes; and methods of making and using such nucleic acids, enzymes, expression cassettes, cells, and plants.
    Type: Application
    Filed: November 30, 2020
    Publication date: April 1, 2021
    Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: John Ralph, Steven D. Karlen, Rebecca Anne Smith, Brian Fox, Emily Beebe, Craig Bingman
  • Publication number: 20210095265
    Abstract: Enzymes for depolymerizing lignin. The enzymes include dehydrogenases, ?-etherases, and glutathione lyases. The dehydrogenases can comprise one or more or LigD, LigO, LigN, and LigL. The ?-etherases can comprise one or more of LigE, LigF, LigP, and BaeA. The glutathione lyases can comprise any one or more of LigG and a number of non-stereospecific, optionally recombinant glutathione lyases derived from Sphingobium sp. SYK-6, Novosphingobium aromaticivorans, Escherichia coli, Streptococcus sanguinis, Phanerochaete chrysosporium, and other microorganisms. The enzymes can be combined in compositions and/or used in methods of processing lignin or other aromatic compounds in vitro.
    Type: Application
    Filed: September 30, 2020
    Publication date: April 1, 2021
    Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: Timothy James Donohue, Daniel Leo Gall, Wayne S. Kontur, Hoon Kim, John Ralph, Daniel R. Noguera, Brian Fox, Craig Bingman
  • Patent number: 10883090
    Abstract: The invention is directed to p-coumaroyl-CoA:monolignol transferase enzymes, nucleic acids encoding p-coumaroyl-CoA:monolignol transferase enzymes, and inhibitory nucleic acids adapted to inhibit the expression and/or translation of p-coumaroyl-CoA:monolignol transferase RNA; expression cassettes, plant cells, and plants that have or encode such nucleic acids and enzymes; and methods of making and using such nucleic acids, enzymes, expression cassettes, cells, and plants.
    Type: Grant
    Filed: April 18, 2018
    Date of Patent: January 5, 2021
    Assignee: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: John Ralph, Steven D. Karlen, Rebecca Anne Smith, Brian Fox, Emily Beebe, Craig Bingman