Patents by Inventor Darryl W. Brousmiche

Darryl W. Brousmiche 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).

  • Patent number: 12158472
    Abstract: Methods of analyzing glycosylated biomolecules include the steps of producing a deglycosylation mixture of biomolecules deglycosylated by natural or synthetic enzymatic or chemical techniques; providing a reagent solution having a labeling reagent in a polar aprotic, non-nucleophilic organic solvent; and mixing the deglycosylation mixture with the reagent solution in an excess of labeling reagent to produce derivatized glycosylamines. The method steps can be carried out purposefully without depletion of protein matter. A quenching solution can be added to the reaction mixture so that the pH of the reaction mixture is shifted to above 10. The yield of derivatized glycosylamines can be in an amount of about 80 to about 100 mole percent of the reaction mixture with minimal overlabeling, less than 0.2 mole percent.
    Type: Grant
    Filed: May 11, 2022
    Date of Patent: December 3, 2024
    Assignee: Waters Technologies Corporation
    Inventors: Matthew A Lauber, Darryl W. Brousmiche, Stephan M. Koza
  • Patent number: 12138617
    Abstract: The present disclosure is directed to stationary phase materials for performing size exclusion chromatography. Embodiments of the present disclosure feature hydroxy-terminated polyethylene glycol surface modified silica particle stationary phase materials, which are optionally also methoxy-terminated polyethylene glycol surface modified.
    Type: Grant
    Filed: September 16, 2021
    Date of Patent: November 12, 2024
    Assignee: Waters Technologies Corporation
    Inventors: Nicole L. Lawrence, Yeliz Tunc Sarisozen, Darryl W. Brousmiche, Matthew A. Lauber
  • Publication number: 20240326019
    Abstract: The present disclosure is directed to stationary phase materials (e.g., porous inorganic-organic hybrid particles) for performing size exclusion chromatography. Embodiments of the present disclosure feature hydroxy-terminated polyethylene glycol surface modified stationary phase materials.
    Type: Application
    Filed: June 11, 2024
    Publication date: October 3, 2024
    Applicant: Waters Technologies Corporation
    Inventors: Yeliz Tunc Sarisozen, Nicole L. Lawrence, Darryl W. Brousmiche, Andrew Wyatt Schmudlach, Matthew A. Lauber
  • Publication number: 20240301097
    Abstract: The current invention provides a novel method to synthesize a mono-disperse non-porous polymer particles with a unique gradient composition from the core to the shell. In particular, the present invention offers the flexibility to design the chemical and physical properties of different sections of the particle. This flexibility allows for significant latitude in the design of particles for analyzing a large variety of samples in different fields—through using these particles in different chromatography techniques including, but not limited to, ion exchange HPLC (e.g., bio-separation at different modes), reversed-phase HPLC, narrow bore and capillary HPLC, hydrophilic/hydrophobic interaction liquid chromatography, capillary electrochromatography separation, and two dimensional liquid chromatography.
    Type: Application
    Filed: May 13, 2024
    Publication date: September 12, 2024
    Applicant: Waters Technologies Corporation
    Inventors: Darryl W. Brousmiche, Kevin Daniel Wyndham, Mingcheng Xu, Michael F. Morris
  • Patent number: 12083498
    Abstract: The present disclosure relates to a method of separating a compound of interest, particularly unsaturated compound(s) of interest, from a mixture. The compound is separated using a column having a chromatographic stationary phase material for various different modes of chromatography containing a first substituent and a second substituent. The first substituent minimizes compound retention variation over time under chromatographic conditions. The second substituent chromatographically and selectively retains the compound by incorporating one or more aromatic, polyaromatic, heterocyclic aromatic, or polyheterocyclic aromatic hydrocarbon groups, each group being optionally substituted with an aliphatic group. In some examples, the present disclosure can include a chromatographic system having a chromatographic column having a stationary phase with a chromatographic substrate containing silica, metal oxide, an inorganic-organic hybrid material, a group of block copolymers, or a combination thereof.
    Type: Grant
    Filed: July 10, 2020
    Date of Patent: September 10, 2024
    Assignee: Waters Technologies Corporation
    Inventors: Darryl W. Brousmiche, Jacob N. Fairchild, Jason F. Hill, Giorgis Isaac, Michael F. Morris, Kevin D. Wyndham
  • Publication number: 20240293799
    Abstract: In one aspect, the present invention provides a chromatographic stationary phase material for various different modes of chromatography represented by Formula 1: [X](W)a(Q)b(T)c (Formula 1). X can be a high purity chromatographic core composition having a surface comprising a silica core material, metal oxide core material, an inorganic-organic hybrid material or a group of block copolymers thereof. W can be absent and/or can include hydrogen and/or can include a hydroxyl on the surface of X. Q can be a functional group that minimizes retention variation over time (drift) under chromatographic conditions utilizing low water concentrations. T can include one or more hydrophilic, polar, ionizable, and/or charged functional groups that chromatographically interact with the analyte. Additionally, b and c can be positive numbers, with the ratio 0.05?(b/c)?100, and a?0.
    Type: Application
    Filed: April 24, 2024
    Publication date: September 5, 2024
    Applicant: Waters Technologies Corporation
    Inventors: Kevin D. Wyndham, Michael F. Morris, Darryl W. Brousmiche, Jason F. Hill, Jacob N. Fairchild
  • Patent number: 12036529
    Abstract: Stationary phase materials for performing size exclusion chromatography are provided. The stationary phase materials include porous inorganic-organic hybrid particles surface-modified with a hydroxy-terminated polyethylene glycol silane.
    Type: Grant
    Filed: September 16, 2021
    Date of Patent: July 16, 2024
    Assignee: Waters Technologies Corporation
    Inventors: Yeliz Tunc Sarisozen, Nicole L Lawrence, Darryl W. Brousmiche, Andrew Wyatt Schmudlach, Matthew A. Lauber
  • Patent number: 12019047
    Abstract: The present disclosure relates to a method for using chemical tags which have two or more sites for ionization to improve quantification and identification of components of interest from a complex mixture. This method relies on first selectively reacting one or more component in a sample with a chemical tag having two or more sites for ionization, followed by separation of components based on charge status, and finally characterization of each component to identify the same. Additionally disclosed are compounds useful as chemical tags in the disclosed methods.
    Type: Grant
    Filed: August 30, 2022
    Date of Patent: June 25, 2024
    Assignee: Waters Technologies Corporation
    Inventors: Giuseppe Astarita, Darryl W. Brousmiche
  • Patent number: 11999808
    Abstract: The current invention provides a novel method to synthesize a mono-disperse non-porous polymer particles with a unique gradient composition from the core to the shell. In particular, The present invention offers the flexibility to design the chemical and physical properties of different sections of the particle. This flexibility allows for significant latitude in the design of particles for analyzing a large variety of samples in different fields—through using these particles in different chromatography techniques including, but not limited to, ion exchange HPLC (e.g., bio-separation at different modes), reversed-phase HPLC, narrow bore and capillary HPLC, hydrophilic/hydrophobic interaction liquid chromatography, capillary electrochromatography separation, and two dimensional liquid chromatography.
    Type: Grant
    Filed: February 27, 2019
    Date of Patent: June 4, 2024
    Assignee: Waters Technologies Corporation
    Inventors: Darryl W. Brousmiche, Kevin Daniel Wyndham, Mingcheng Xu, Michael F. Morris
  • Patent number: 11992824
    Abstract: In one aspect, the present invention provides a chromatographic stationary phase material for various different modes of chromatography represented by Formula 1: [X](W)a(Q)b(T)c (Formula 1). X can be a high purity chromatographic core composition having a surface comprising a silica core material, metal oxide core material, an inorganic-organic hybrid material or a group of block copolymers thereof. W can be absent and/or can include hydrogen and/or can include a hydroxyl on the surface of X. Q can be a functional group that minimizes retention variation over time (drift) under chromatographic conditions utilizing low water concentrations. T can include one or more hydrophilic, polar, ionizable, and/or charged functional groups that chromatographically interact with the analyte. Additionally, b and c can be positive numbers, with the ratio 0.05?(b/c)?100, and a?0.
    Type: Grant
    Filed: June 21, 2021
    Date of Patent: May 28, 2024
    Inventors: Kevin D. Wyndham, Michael F. Morris, Darryl W. Brousmiche, Jason F. Hill, Jacob N. Fairchild
  • Publication number: 20240082820
    Abstract: The present disclosure pertains to core-shell particles that are superficially porous, polymer-based, and include organic-inorganic materials. In various embodiments, a non-porous polymer core is surface modified. In various embodiments, a non-porous hybrid organic-inorganic material is in contact with the modified surface of the core, and a porous hybrid organic-inorganic material is in contact with the non-porous hybrid organic-inorganic material. The present disclosure pertains to chromatographic separation devices that comprise such core-shell particles.
    Type: Application
    Filed: February 24, 2023
    Publication date: March 14, 2024
    Applicant: Waters Technologies Corporation
    Inventors: Mingcheng Xu, Darryl W. Brousmiche, Daniel P. Walsh, Nicole L. Lawrence, Kevin D. Wyndham
  • Publication number: 20240082821
    Abstract: The present disclosure pertains to non-porous composite particles that are non-porous, polymer-based, organic-inorganic materials. In various embodiments, a non-porous polymer core is surface modified. In various embodiments, a non-porous hybrid organic-inorganic material is disposed on the modified surface of the core. The present disclosure pertains to chromatographic separation devices that comprise such non-porous composite particles.
    Type: Application
    Filed: February 24, 2023
    Publication date: March 14, 2024
    Applicant: Waters Technologies Corporation
    Inventors: Mingcheng Xu, Darryl W. Brousmiche, Daniel P. Walsh, Nicole L. Lawrence, Kevin D. Wyndham
  • Patent number: 11747310
    Abstract: Methods are provided for making rapid labeled dextran ladders and other calibrants useful in liquid chromatography. The methodologies include a two-step process comprising a reductive amination step of providing a reducing glycan and reacting it with a compound having a primary amine to produce an intermediate compound. The intermediate compound is then rapidly tagged with a rapid tagging reagent to produce the rapid labeled dextran ladder.
    Type: Grant
    Filed: October 25, 2019
    Date of Patent: September 5, 2023
    Assignee: Waters Technologies Corporation
    Inventors: Michael F. Morris, Matthew A. Lauber, Darryl W. Brousmiche
  • Publication number: 20230182114
    Abstract: The present disclosure is directed to surface modified materials such as stationary phase materials for performing size exclusion chromatography. Aspects of the present disclosure feature materials surface modified with a moiety including a polyethylene glycol (PEG) functionality and a moiety comprising a diol functionality. Such surface modified materials exhibit a reduced propensity for ionic and hydrophobic secondary interactions.
    Type: Application
    Filed: November 17, 2022
    Publication date: June 15, 2023
    Applicant: Waters Technologies Corporation
    Inventors: Yeliz Tunc Sarisozen, Nicole L. Lawrence, Darryl W. Brousmiche, MingCheng Xu, Kevin Wyndham
  • Publication number: 20230173406
    Abstract: The present invention provides novel chromatographic materials, e.g., for chromatographic separations, processes for its preparation and separations devices containing the chromatographic material; separations devices, chromatographic columns and kits comprising the same; and methods for the preparation thereof. The chromatographic materials of the invention are superficially porous chromatographic particulate materials comprising sized less than 2 microns.
    Type: Application
    Filed: January 13, 2023
    Publication date: June 8, 2023
    Applicant: Waters Technologies Corporation
    Inventors: Kevin D. Wyndham, Jacob N. Fairchild, Pamela C. Iraneta, Stephen J. Shiner, Darryl W. Brousmiche, Daniel P. Walsh
  • Publication number: 20230126856
    Abstract: Provided herein chiral derivatization reagents for use in separating and detecting of amine containing enantiomers. The said chiral derivatization reagents provide a combination of improved detectable properties to facilitate various downstream analyses. In particular, the chiral derivatization reagents include at least one chiral carbon atom; at least one strongly basic moiety; at least one chromophore moiety or at least one fluorophore moiety; and at least one reactive group. The present disclosure further provides methods for analyzing amine-containing enantiomeric isomers using a chromatographic separation device and a mass spectroscopy.
    Type: Application
    Filed: October 21, 2022
    Publication date: April 27, 2023
    Applicant: Waters Technologies Corporation
    Inventors: Matthew A. Lauber, Darryl W. Brousmiche, Jun Yang, Weiqiang Gu, Mingcheng Xu, Peng Chen
  • Publication number: 20230101326
    Abstract: In various embodiments, the present disclosure pertains to core-shell particles that comprise a porous hybrid organic-inorganic shell disposed on a surface-modified non-porous polymer particle core. In some embodiments, the present disclosure pertains to chromatographic separation devices that comprise such core-shell particles. In some embodiments, the present disclosure pertains to chromatographic methods that comprise: (a) loading a sample onto a chromatographic column comprising such core-shell particles and (b) flowing a mobile phase through the column.
    Type: Application
    Filed: August 26, 2022
    Publication date: March 30, 2023
    Applicant: Waters Technologies Corporation
    Inventors: MingCheng Xu, Darryl W. Brousmiche, Daniel P. Walsh, Nicole L. Lawrence, Kevin D. Wyndham
  • Publication number: 20230073279
    Abstract: In various embodiments, the present disclosure pertains to organic polymer core-shell particles that comprise a non-porous organic polymer core (i.e., having a pore volume of less than 0.1 cc/g) and a porous organic polymer shell (i.e., having a pore volume of greater than 0.1 cc/g), in which the porous organic polymer shell has a pore size ranging from 100 ? to 3000 ?. In some embodiments, the present disclosure pertains to chromatographic separation devices that comprise such organic polymer core-shell particles. In some embodiments, the present disclosure pertains to chromatographic methods that comprise: (a) loading a sample onto a chromatographic column comprising such organic polymer core-shell particles and (b) flowing a mobile phase through the column.
    Type: Application
    Filed: August 26, 2022
    Publication date: March 9, 2023
    Applicant: Waters Technologies Corporation
    Inventors: MingCheng Xu, Darryl W. Brousmiche, Kevin Wyndham, Daniel P. Walsh, Nicole L. Lawrence
  • Patent number: 11577179
    Abstract: The present invention provides methods for performing supercritical fluid chromatography comprising loading a sample to be separated by supercritical fluid chromatography onto a stationary phase comprising a spherical, monodisperse, core-shell particulate material comprising a nonporous core and one or more layers of a porous shell material surrounding the core, wherein the particles are sized less than 2 microns; and performing supercritical fluid chromatography to separate the sample.
    Type: Grant
    Filed: June 10, 2014
    Date of Patent: February 14, 2023
    Assignee: Waters Technologies Corporation
    Inventors: Kevin D. Wyndham, Jacob N. Fairchild, Pamela C. Iraneta, Stephen J. Shiner, Darryl W. Brousmiche, Daniel P. Walsh
  • Publication number: 20230013977
    Abstract: The present disclosure relates to a method for using chemical tags which have two or more sites for ionization to improve quantification and identification of components of interest from a complex mixture. This method relies on first selectively reacting one or more component in a sample with a chemical tag having two or more sites for ionization, followed by separation of components based on charge status, and finally characterization of each component to identify the same. Additionally disclosed are compounds useful as chemical tags in the disclosed methods.
    Type: Application
    Filed: August 30, 2022
    Publication date: January 19, 2023
    Applicant: Waters Technologies Corporation
    Inventors: Giuseppe Astarita, Darryl W. Brousmiche