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).
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Patent number: 11199542Abstract: 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 bType: GrantFiled: May 3, 2016Date of Patent: December 14, 2021Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE D'AIX-MARSEILLEInventors: Sam Dukan, Boris Vauzeilles, Jordi Mas Pons, Aurélie Baron
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Patent number: 11187705Abstract: 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 beinType: GrantFiled: May 3, 2016Date of Patent: November 30, 2021Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE D'AIX-MARSEILLE, UNIVERSITE PARIS-SACLAYInventors: Sam Dukan, Boris Vauzeilles, Jordi Mas Pons, Aurélie Baron
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Patent number: 10717718Abstract: 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: GrantFiled: November 16, 2016Date of Patent: July 21, 2020Assignee: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)Inventors: Boris Vauzeilles, Jordi Mas Pons, Aurèlie Baron
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Publication number: 20200158727Abstract: 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 groupType: ApplicationFiled: January 27, 2020Publication date: May 21, 2020Applicants: Centre National de la Recherche Scientifique (CNRS), Université Paris-SudInventors: Sam DUKAN, Audrey DUMONT, Monzer AWWAD, Annie MALLERON, Boris VAUZEILLES
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Patent number: 10640526Abstract: 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: GrantFiled: November 16, 2016Date of Patent: May 5, 2020Assignee: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUEInventors: Boris Vauzeilles, Aurélie Baron, Jordi Mas Pons, Laura Fourmois
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Patent number: 10571469Abstract: 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: GrantFiled: October 14, 2016Date of Patent: February 25, 2020Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITE PARIS SUDInventors: Sam Dukan, Audrey Dumont, Monzer Awwad, Annie Malleron, Boris Vauzeilles
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Publication number: 20180370942Abstract: 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: ApplicationFiled: November 16, 2016Publication date: December 27, 2018Inventors: Boris VAUZEILLES, Jordi MAS PONS, Aurèlie BARON
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Publication number: 20180319833Abstract: 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: ApplicationFiled: November 16, 2016Publication date: November 8, 2018Inventors: Boris VAUZEILLES, Aurélie BARON, Jordi MAS PONS, Laura FOURMOIS
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Patent number: 10082509Abstract: 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: GrantFiled: October 29, 2014Date of Patent: September 25, 2018Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITE D'AIX-MARSEILLEInventors: Sam Dukan, Boris Vauzeilles, Aurelie Baron, Jordi Mas Pons
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Publication number: 20180143200Abstract: 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 beinType: ApplicationFiled: May 3, 2016Publication date: May 24, 2018Inventors: Sam DUKAN, Boris VAUZEILLES, Jordi MAS PONS, Aurélie BARON
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Publication number: 20180143193Abstract: 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 bType: ApplicationFiled: May 3, 2016Publication date: May 24, 2018Inventors: Sam DUKAN, Boris VAUZEILLES, Jordi MAS PONS, Aurélie BARON
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Publication number: 20170030908Abstract: 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: ApplicationFiled: October 14, 2016Publication date: February 2, 2017Applicants: Centre National de la Recherche Scientifique (CNRS), Université Paris-SudInventors: Sam DUKAN, Audrey DUMONT, Monzer AWWAD, Annie MALLERON, Boris VAUZEILLES
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Patent number: 9493809Abstract: 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: GrantFiled: January 16, 2013Date of Patent: November 15, 2016Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE PARIS SUDInventors: Sam Dukan, Audrey Dumont, Monzer Awwad, Annie Malleron, Boris Vauzeilles
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Publication number: 20160238609Abstract: 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: ApplicationFiled: October 29, 2014Publication date: August 18, 2016Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE D'AIX-MARSEILLEInventors: Sam DUKAN, Boris VAUZEILLES, Aurelie BARON, Jordi MAS PONS
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Patent number: 9181204Abstract: 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: GrantFiled: December 7, 2010Date of Patent: November 10, 2015Assignees: Commissariat a l'energie atomique et aux energies alternatives, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITE PARIS SUD XIInventors: Winfried Leibl, Boris Vauzeilles, Aurelie Baron, Ally Aukauloo, Christian Herrero, Marie-France Charlot
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Publication number: 20140363817Abstract: 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: ApplicationFiled: January 16, 2013Publication date: December 11, 2014Inventors: Sam Dukan, Audrey Dumont, Monzer Awwad, Annie Malleron, Boris Vauzeilles
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Publication number: 20120283442Abstract: 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: ApplicationFiled: December 7, 2010Publication date: November 8, 2012Applicants: COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES, UNIVERSITE PARIS SUD XI, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUEInventors: Winfried Leibl, Boris Vauzeilles, Aurelie Baron, Ally Aukauloo, Christian Herrero, Marie-France Charlot
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Patent number: 8198420Abstract: 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: GrantFiled: July 28, 2011Date of Patent: June 12, 2012Assignees: Bayer SAS, Institute National de la Recherche Agronomique, Centre National de la Recherche ScientifiqueInventors: Jean-Marie Beau, Jean Denarie, Alfred Grenier, Nathalie Grenouillat, Fabienne Maillet, Boris Vauzeilles
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Publication number: 20110281729Abstract: 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: ApplicationFiled: July 28, 2011Publication date: November 17, 2011Applicants: BAYER SAS, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, INSTITUT NATIONAL DE LA RECHERCHE AGRONOMIQUEInventors: Jean-Marie BEAU, Jean DENARIE, Alfred GRENIER, Nathalie GRENOUILLAT, Fabienne Maillet, Boris Vauzeilles
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Patent number: 8013132Abstract: 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: GrantFiled: September 30, 2009Date of Patent: September 6, 2011Assignees: Bayer SAS, Institute National de la Recherche Agronomique, Centre National de la Recherche ScientifiqueInventors: Jean-Marie Beau, Jean Denarie, Alfred Grenier, Nathalie Grenouillat, Fabienne Maillet, Boris Vauzeilles