Patents by Inventor Boris Vauzeilles

Boris Vauzeilles 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: 11199542
    Abstract: The invention relates to a method for labeling specifically living bacteria, comprising the steps of: a) incubating said bacteria of said sample with at least one modified monosaccharide compound comprising a first reactive chemical group capable to chemically react with a second reactive group, so that a residue bearing said first reactive group is incorporated into the envelope of such bacteria, and b) contacting said modified monosaccharide residue incorporated within the envelope of the bacteria with a labeling molecule comprising a said second reactive group, for generating the chemical reaction of said first reactive group with said second reactive group, characterized in that said modified monosaccharide compound has the following formula (I), or a salt thereof: Wherein —A, B and C can be independently H, OH, NH2, OH and NH2 being substituted or not by protecting groups thereof and —D is an alkyl chain in C2 to C4, each carbon being substituted or not by OH or NH2, OH and NH2 being substituted or not b
    Type: Grant
    Filed: May 3, 2016
    Date of Patent: December 14, 2021
    Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE D'AIX-MARSEILLE
    Inventors: Sam Dukan, Boris Vauzeilles, Jordi Mas Pons, Aurélie Baron
  • Patent number: 11187705
    Abstract: The invention relates to a method for labeling specifically living microorganisms in a sample comprising microorganisms, the method comprising the steps of: a) incubating said microorganisms of said sample with at least one modified monosaccharide compound comprising a first reactive chemical group capable to chemically react with a second reactive group, so that a residue bearing said first reactive group is incorporated into such microorganisms, and b) contacting said residue incorporated in the microorganisms, with a labeling molecule comprising a said second reactive group, for generating the chemical reaction of said first reactive group of said residue incorporated within said living microorganisms with said second reactive group of said labeling molecule, resulting in a covalent link, characterized in that the said modified monosaccharide compound has the following formula (I?), or a salt thereof: —X can be O, NH or S, preferably O and NH, and —R1 and R2 can be independently H, OH, NH2, OH and NH2 bein
    Type: Grant
    Filed: May 3, 2016
    Date of Patent: November 30, 2021
    Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE D'AIX-MARSEILLE, UNIVERSITE PARIS-SACLAY
    Inventors: Sam Dukan, Boris Vauzeilles, Jordi Mas Pons, Aurélie Baron
  • Patent number: 10717718
    Abstract: Disclosed are new compounds of formulae: Wherein: R1 and R2 can be independently H; a C1 to C6 alkyl including methyl, ethyl, propyl, butyl; aryl including phenyl, para-methoxyphenyl; or R1,R2 together with the carbon C-6 can be a cyclopentylidene or cyclohexylidene; each of these groups being substituted or not; and R3 can be a C1 to C6 alkyl including methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl; or aryl including phenyl, methylphenyl, ethylphenyl, each of these groups being substituted or not. The invention also relates to their method of manufacture and their use for the synthesis of Ara-N3, Kdo-N3 and 4eKdo-N3.
    Type: Grant
    Filed: November 16, 2016
    Date of Patent: July 21, 2020
    Assignee: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)
    Inventors: Boris Vauzeilles, Jordi Mas Pons, Aurèlie Baron
  • Publication number: 20200158727
    Abstract: The present invention concerns a method for labeling specifically living bacteria of a given category of bacteria in a sample comprising bacteria, the method comprising the steps of: a) incubating said bacteria of said sample with at least one analog of a monosaccharide compound, said monosaccharide being an endogenous monosaccharide residue of glycans of the outer membrane of such given category of bacteria, the said endogenous monosaccharide residue comprising an ulosonic acid or ulosonate salt residue, the said analog of a monosaccharide compound being a modified monosaccharide substituted at a given position by a first reactive chemical group capable to react with a second reactive group of a labeling molecule, the said given position being preferably a position which comprises a free group in the said endogenous monosaccharide residue incorporated within said glycans of the outer membrane of the bacteria, b) contacting said bacteria with a said labeling molecule comprising a said second reactive group
    Type: Application
    Filed: January 27, 2020
    Publication date: May 21, 2020
    Applicants: Centre National de la Recherche Scientifique (CNRS), Université Paris-Sud
    Inventors: Sam DUKAN, Audrey DUMONT, Monzer AWWAD, Annie MALLERON, Boris VAUZEILLES
  • Patent number: 10640526
    Abstract: Disclosed is a method of preparation of 6-azido-2,4-diacetamido-2,4,6-trideoxy-D-mannose. This method includes the chemical reaction of compound of formula X: Wherein: R1 can be a C1 to C6 alkyl including methyl, ethyl, isopropyl; aryl including phenyl; each of these groups being substituted or not; and R2 can be a C1 to C6 alkyl including methyl, ethyl, isopropyl, tert-butyl, isobutyl; each of these groups being substituted or not; with a deprotecting reagent including a Lewis or Brönsted acid in a polar aprotic solvent, thereby obtaining a free C-1 OH group. The method can also start with the preparation from commercially available D-galactose pentaacetate, D-galactose tetraacetate or tetraacetyl D-galactosyl trichloroacetimidate. The step of deprotecting the anomeric position avoids the use of cerium and allows the easy purification of 6-azido-2,4-diacetamido-2,4,6-trideoxy-D-mannose.
    Type: Grant
    Filed: November 16, 2016
    Date of Patent: May 5, 2020
    Assignee: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Boris Vauzeilles, Aurélie Baron, Jordi Mas Pons, Laura Fourmois
  • Patent number: 10571469
    Abstract: A kit for labeling bacteria, the kit including: an analog of an endogenous monosaccharide residue of glycans of the outer membrane of a given category of bacteria, the endogenous monosaccharide residue being an ulosonic acid or ulosonate salt residue, the analog of a monosaccharide compound being a modified monosaccharide substituted at a given position by a first reactive group capable of reacting with a second reactive group of a labeling molecule; the labeling molecule having the second reactive group capable of reacting with said first reactive group; reactants for generating the reaction of the first reactive group of the analog residue incorporated within the glycans of the outer membrane of the bacteria with the second reactive group of the labeling molecule; and a culture or incubation medium allowing growth of the given category of bacteria, specific to the growth of the given category of bacteria.
    Type: Grant
    Filed: October 14, 2016
    Date of Patent: February 25, 2020
    Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITE PARIS SUD
    Inventors: Sam Dukan, Audrey Dumont, Monzer Awwad, Annie Malleron, Boris Vauzeilles
  • Publication number: 20180370942
    Abstract: Disclosed are new compounds of formulae: Wherein: R1 and R2 can be independently H; a C1 to C6 alkyl including methyl, ethyl, propyl, butyl; aryl including phenyl, para-methoxyphenyl; or R1,R2 together with the carbon C-6 can be a cyclopentylidene or cyclohexylidene; each of these groups being substituted or not; and R3 can be a C1 to C6 alkyl including methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl; or aryl including phenyl, methylphenyl, ethylphenyl, each of these groups being substituted or not. The invention also relates to their method of manufacture and their use for the synthesis of Ara-N3, Kdo-N3 and 4eKdo-N3.
    Type: Application
    Filed: November 16, 2016
    Publication date: December 27, 2018
    Inventors: Boris VAUZEILLES, Jordi MAS PONS, Aurèlie BARON
  • Publication number: 20180319833
    Abstract: Disclosed is a method of preparation of 6-azido-2,4-diacetamido-2,4,6-trideoxy-D-mannose. This method includes the chemical reaction of compound of formula X: Wherein: R1 can be a C1 to C6 alkyl including methyl, ethyl, isopropyl; aryl including phenyl; each of these groups being substituted or not; and R2 can be a C1 to C6 alkyl including methyl, ethyl, isopropyl, tert-butyl, isobutyl; each of these groups being substituted or not; with a deprotecting reagent including a Lewis or Brönsted acid in a polar aprotic solvent, thereby obtaining a free C-1 OH group. The method can also start with the preparation from commercially available D-galactose pentaacetate, D-galactose tetraacetate or tetraacetyl D-galactosyl trichloroacetimidate. The step of deprotecting the anomeric position avoids the use of cerium and allows the easy purification of 6-azido-2,4-diacetamido-2,4,6-trideoxy-D-mannose.
    Type: Application
    Filed: November 16, 2016
    Publication date: November 8, 2018
    Inventors: Boris VAUZEILLES, Aurélie BARON, Jordi MAS PONS, Laura FOURMOIS
  • Patent number: 10082509
    Abstract: The invention relates to a method for labeling specifically living bacteria of a given category of Gram negative bacteria in a sample comprising bacteria, the method including the steps of: a) incubating the bacteria of the sample with at least one modified monosaccharide compound having a first reactive chemical group capable of reacting with a second reactive group, so that a monosaccharide residue bearing the first reactive group is incorporated into the polysaccharides of the outer membrane of such bacteria, and b) contacting the modified monosaccharide residue incorporated within the outer membrane of the bacteria, with a labeling molecule having a second reactive group.
    Type: Grant
    Filed: October 29, 2014
    Date of Patent: September 25, 2018
    Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITE D'AIX-MARSEILLE
    Inventors: Sam Dukan, Boris Vauzeilles, Aurelie Baron, Jordi Mas Pons
  • Publication number: 20180143200
    Abstract: The invention relates to a method for labeling specifically living microorganisms in a sample comprising microorganisms, the method comprising the steps of: a) incubating said microorganisms of said sample with at least one modified monosaccharide compound comprising a first reactive chemical group capable to chemically react with a second reactive group, so that a residue bearing said first reactive group is incorporated into such microorganisms, and b) contacting said residue incorporated in the microorganisms, with a labeling molecule comprising a said second reactive group, for generating the chemical reaction of said first reactive group of said residue incorporated within said living microorganisms with said second reactive group of said labeling molecule, resulting in a covalent link, characterized in that the said modified monosaccharide compound has the following formula (I?), or a salt thereof: —X can be O, NH or S, preferably O and NH, and —R1 and R2 can be independently H, OH, NH2, OH and NH2 bein
    Type: Application
    Filed: May 3, 2016
    Publication date: May 24, 2018
    Inventors: Sam DUKAN, Boris VAUZEILLES, Jordi MAS PONS, Aurélie BARON
  • Publication number: 20180143193
    Abstract: The invention relates to a method for labeling specifically living bacteria, comprising the steps of: a) incubating said bacteria of said sample with at least one modified monosaccharide compound comprising a first reactive chemical group capable to chemically react with a second reactive group, so that a residue bearing said first reactive group is incorporated into the envelope of such bacteria, and b) contacting said modified monosaccharide residue incorporated within the envelope of the bacteria, with a labeling molecule comprising a said second reactive group, for generating the chemical reaction of said first reactive group with said second reactive group, characterized in that said modified monosaccharide compound has the following formula (I), or a salt thereof: Wherein A, B and C can be independently H, OH, NH2, OH and NH2 being substituted or not by protecting groups thereof, and D is an alkyl chain in C2 to C4, each carbon being substituted or not by OH or NH2, OH and NH2 being substituted or not b
    Type: Application
    Filed: May 3, 2016
    Publication date: May 24, 2018
    Inventors: Sam DUKAN, Boris VAUZEILLES, Jordi MAS PONS, Aurélie BARON
  • Publication number: 20170030908
    Abstract: A kit for labeling bacteria, the kit including: an analog of an endogenous monosaccharide residue of glycans of the outer membrane of a given category of bacteria, the endogenous monosaccharide residue being an ulosonic acid or ulosonate salt residue, the analog of a monosaccharide compound being a modified monosaccharide substituted at a given position by a first reactive group capable of reacting with a second reactive group of a labeling molecule; the labeling molecule having the second reactive group capable of reacting with said first reactive group; reactants for generating the reaction of the first reactive group of the analog residue incorporated within the glycans of the outer membrane of the bacteria with the second reactive group of the labeling molecule; and a culture or incubation medium allowing growth of the given category of bacteria, specific to the growth of the given category of bacteria.
    Type: Application
    Filed: October 14, 2016
    Publication date: February 2, 2017
    Applicants: Centre National de la Recherche Scientifique (CNRS), Université Paris-Sud
    Inventors: Sam DUKAN, Audrey DUMONT, Monzer AWWAD, Annie MALLERON, Boris VAUZEILLES
  • Patent number: 9493809
    Abstract: The present invention concerns a method for labeling specifically living bacteria of a given category in a sample, the method including: a) incubating said bacteria of said sample with at least one analog of a monosaccharide compound, and b) contacting the bacteria with a labeling molecule having a second reactive group.
    Type: Grant
    Filed: January 16, 2013
    Date of Patent: November 15, 2016
    Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE PARIS SUD
    Inventors: Sam Dukan, Audrey Dumont, Monzer Awwad, Annie Malleron, Boris Vauzeilles
  • Publication number: 20160238609
    Abstract: The invention relates to a method for labeling specifically living bacteria of a given category of Gram negative bacteria in a sample comprising bacteria, the method including the steps of: a) incubating the bacteria of the sample with at least one modified monosaccharide compound having a first reactive chemical group capable of reacting with a second reactive group, so that a monosaccharide residue bearing the first reactive group is incorporated into the polysaccharides of the outer membrane of such bacteria, and b) contacting the modified monosaccharide residue incorporated within the outer membrane of the bacteria, with a labeling molecule having a second reactive group.
    Type: Application
    Filed: October 29, 2014
    Publication date: August 18, 2016
    Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE D'AIX-MARSEILLE
    Inventors: Sam DUKAN, Boris VAUZEILLES, Aurelie BARON, Jordi MAS PONS
  • Patent number: 9181204
    Abstract: The present invention relates to compounds of formula (I): A-T-Z??(I) in which: the group A is a bipyridine group capable of complexing at least one metal element; the group T is a triazole group directly bound to the group A; and the group Z is a halogen atom, a nitro group, a cyano group, an alkyl group, an aryl group, a heterocyclic group, a group of formula —NR1R2, a group of formula —SR1, a group of formula —S(?O)2(OR1), a group of formula —O—S(?O)2(OR1), a group of formula —O—S(?O)2(R1), a group of formula —S(?O)(OR1), a group of formula —S(?O)(R1), a group of formula —S(?O)2R1, a group of formula —PR1R2, a group of formula —P(?O)(OR1)(OR2), a group of formula —O—P(?O)(OR1)(OR2), a group of formula —O—P(?O)(OR1)(R2), a group of formula —OR1 or a group of formula —CO—R1.
    Type: Grant
    Filed: December 7, 2010
    Date of Patent: November 10, 2015
    Assignees: Commissariat a l'energie atomique et aux energies alternatives, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITE PARIS SUD XI
    Inventors: Winfried Leibl, Boris Vauzeilles, Aurelie Baron, Ally Aukauloo, Christian Herrero, Marie-France Charlot
  • Publication number: 20140363817
    Abstract: The present invention concerns a method for labeling specifically living bacteria of a given category in a sample, the method including: a) incubating said bacteria of said sample with at least one analog of a monosaccharide compound, and b) contacting the bacteria with a labeling molecule having a second reactive group.
    Type: Application
    Filed: January 16, 2013
    Publication date: December 11, 2014
    Inventors: Sam Dukan, Audrey Dumont, Monzer Awwad, Annie Malleron, Boris Vauzeilles
  • Publication number: 20120283442
    Abstract: The invention relates to compounds fitting the following formula (I): A-T-Z ??(I) wherein: A is a group capable of being complexing at least one metal element, selected from pyridine, bipyridine, phenanthroline or phthalocyanine groups; T is a triazole group directly bound to group A; Z is a halogen atom, a nitro group, a cyano group, an alkyl group, an aryl group, a heterocyclic group, a group of formula —NR1R2, a group of formula —SR1, a group of formula —S(?O)2(OR1), a group of formula —O—S(?O)2(OR1), a group of formula —O—S(?O)2(R1), a group of formula —S(?O) (OR1), a group of formula —S(?O) (R1), a group of formula —S(?O)2R1, a group of formula —PR1R2, a group of formula —P(?O) (OR1) (OR2) , a group of formula —O—P (?O) (OR1) (OR2), a group of formula —O—P(?O) (OR1) (R2), a group of formula —OR1or a group of formula —CO—R1, and R2, independently represent a hydrogen atom, an alkyl group or an aryl group, said alkyl or aryl groups being optionally substituted.
    Type: Application
    Filed: December 7, 2010
    Publication date: November 8, 2012
    Applicants: COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES, UNIVERSITE PARIS SUD XI, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Winfried Leibl, Boris Vauzeilles, Aurelie Baron, Ally Aukauloo, Christian Herrero, Marie-France Charlot
  • Patent number: 8198420
    Abstract: The present invention relates to synthetic compounds that are active on plants, especially as legume nodulation factors, and also as plant growth stimulators, and to methods for preparing such compounds, which are of formula (I).
    Type: Grant
    Filed: July 28, 2011
    Date of Patent: June 12, 2012
    Assignees: Bayer SAS, Institute National de la Recherche Agronomique, Centre National de la Recherche Scientifique
    Inventors: Jean-Marie Beau, Jean Denarie, Alfred Grenier, Nathalie Grenouillat, Fabienne Maillet, Boris Vauzeilles
  • Publication number: 20110281729
    Abstract: The present invention relates to synthetic compounds that are active on plants, especially as legume nodulation factors, and also as plant growth stimulators, and to methods for preparing such compounds, which are of formula (I).
    Type: Application
    Filed: July 28, 2011
    Publication date: November 17, 2011
    Applicants: BAYER SAS, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, INSTITUT NATIONAL DE LA RECHERCHE AGRONOMIQUE
    Inventors: Jean-Marie BEAU, Jean DENARIE, Alfred GRENIER, Nathalie GRENOUILLAT, Fabienne Maillet, Boris Vauzeilles
  • Patent number: 8013132
    Abstract: The present invention relates to synthetic compounds that are active on plants, especially as legume nodulation factors, and also as plant growth stimulators, and to methods for preparing such compounds, which are of formula (I).
    Type: Grant
    Filed: September 30, 2009
    Date of Patent: September 6, 2011
    Assignees: Bayer SAS, Institute National de la Recherche Agronomique, Centre National de la Recherche Scientifique
    Inventors: Jean-Marie Beau, Jean Denarie, Alfred Grenier, Nathalie Grenouillat, Fabienne Maillet, Boris Vauzeilles