Patents by Inventor Michel Schalk
Michel Schalk 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: 11932894Abstract: Described herein is a method of producing a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof by contacting at least one polypeptide with farnesyl diphosphate (FPP) with a polypeptide including a Haloacid dehalogenase (HAD)-like hydrolase domain and having bifunctional terpene synthase activity. The method may be performed in vitro or in vivo. Also described herein are amino acid sequences of polypeptides useful in the methods and nucleic acids encoding the polypeptides described. The described method further provides host cells or organisms genetically modified to express the polypeptides and useful to produce a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof.Type: GrantFiled: February 16, 2022Date of Patent: March 19, 2024Assignee: FIRMENICH SAInventors: Michel Schalk, Pauline Anziani, Christian Goerner, Daniel Solis Escalante
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Publication number: 20230183761Abstract: Described herein are biocatalytic methods of producing terpene degradation products useful as starting material for the production of perfumery ingredients, such as, for example, ambrox. In particular novel terpene degrading polypeptides (enal-cleaving polypeptides) and novel peptides converting terpenes compounds to oxygenated derivatives (oxygenases) and mutants and variants derived therefrom are described which may be applied in novel types of fully enzymatic multistep degradation pathways allowing the controlled, stepwise conversion and degradation of linear or cyclic terpene substrates. Said novel biosynthetic strategies allow the fully biochemical synthesis of valuable terpene-derived compounds, like for example manooloxy or gamma ambrol. Also described herein are recombinant host organisms carrying the required set of genetic information for the functional expression of the set of enzymes necessary for catalyzing the combination of enzymatic conversion and degradation steps.Type: ApplicationFiled: July 8, 2020Publication date: June 15, 2023Inventors: Michel Schalk, Fabienne Deguerry, Daniel Solis Escalante, Pauline Anziani, Sabine Beccucci
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Publication number: 20230151393Abstract: Described herein are the nucleic acid and the amino acid sequences of a cytochrome P450 capable of oxidizing terpene molecules. Also described herein are methods of oxidizing terpene molecules including contacting the cytochrome P450 with the terpene molecule intended to be oxidized. In particular, the method may be carried out in vitro or in vivo to produce oxidized terpene molecules, which may be used in different technical fields such as for example perfumery and flavoring. Also described herein is an expression vector containing the nucleic acid. A non-human host organism or a cell transformed with the nucleic acid is also an object of the disclosure.Type: ApplicationFiled: January 16, 2019Publication date: May 18, 2023Inventors: Michel Schalk, Letizia Rocci, Fabienne Deguerry
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Publication number: 20230148463Abstract: Described herein is a method of producing a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof by contacting at least one polypeptide with farnesyl diphosphate (FPP) with a polypeptide including a Haloacid dehalogenase (HAD)-like hydrolase domain and having bifunctional terpene synthase activity. The method may be performed in vitro or in vivo. Also described herein are amino acid sequences of polypeptides useful in the methods and nucleic acids encoding the polypeptides described. The described method further provides host cells or organisms genetically modified to express the polypeptides and useful to produce a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof.Type: ApplicationFiled: February 16, 2022Publication date: May 11, 2023Inventors: Michel Schalk, Pauline Anziani, Christian Goerner, Daniel Solis Escalante
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Publication number: 20220186265Abstract: Described herein is a method of producing a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof by contacting at least one polypeptide with farnesyl diphosphate (FPP) with a polypeptide including a Haloacid dehalogenase (HAD)-like hydrolase domain and having bifunctional terpene synthase activity. The method may be performed in vitro or in vivo. Also described herein are amino acid sequences of polypeptides useful in the methods and nucleic acids encoding the polypeptides described. The described method further provides host cells or organisms genetically modified to express the polypeptides and useful to produce a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof.Type: ApplicationFiled: February 16, 2022Publication date: June 16, 2022Inventors: Michel Schalk, Pauline Anziani, Christian Goerner, Daniel Solis Escalante
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Patent number: 11293037Abstract: Described herein is a method of producing a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof by contacting at least one polypeptide with farnesyl diphosphate (FPP) with a polypeptide comprising a Haloacid dehalogenase (HAD)-like hydrolase domain and having bifunctional terpene synthase activity. The method may be performed in vitro or in vivo. Also described herein are amino acid sequences of polypeptides useful in the methods and nucleic acids encoding the polypeptides described. The described method further provides host cells or organisms genetically modified to express the polypeptides and useful to produce a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof.Type: GrantFiled: May 31, 2018Date of Patent: April 5, 2022Assignee: FIRMENICH SAInventors: Michel Schalk, Pauline Anziani, Christian Goerner, Daniel Solis Escalante
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Patent number: 11293040Abstract: Provided is a method of producing one or more sesquiterpene compounds comprising: contacting an acyclic FPP precursor with a polypeptide having terpene synthase activity, wherein the polypeptide comprises an amino acid sequence that has at least 55% sequence identity to SEQ ID NO: 1, to produce one or more terpenes selected from the group consisting of isovalencene, spirovetiva-1(10),7(11)-diene and valencene or derivatives thereof, or mixture of sesquiterpenes comprising one or more of isovalencene, spirovetiva-1(10),7(11)-diene and/or valencene; and optionally isolating the one or more terpenes or the mixture.Type: GrantFiled: July 19, 2017Date of Patent: April 5, 2022Assignee: FIRMENICH SAInventors: Michel Schalk, Letizia Rocci
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Publication number: 20220056485Abstract: This invention relates generally to methods and compositions for producing a sesquiterpene alcohol comprising contacting a sesquiterpene with a P450 polypeptide with monooxygenase activity.Type: ApplicationFiled: September 1, 2021Publication date: February 24, 2022Inventors: Laurent Daviet, Letizia Rocci, Michel Schalk
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Patent number: 11214775Abstract: Provided herein are biocatalytic methods of producing terpene compounds by applying a novel type of phosphatase enzyme. The method allows the fully biochemical synthesis of terpene compounds, like for example copalol and labdendiol, and derivatives thereof, which serve as valuable intermediates for the production of perfumery ingredients, such as, for example, ambrox. Also provided are novel fully biochemical multistep processes for the production of such compounds as well as novel phosphatase enzymes and mutants and variants derived therefrom.Type: GrantFiled: July 10, 2019Date of Patent: January 4, 2022Inventors: Michel Schalk, Letizia Rocci, Daniel Solis Escalante
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Patent number: 11130972Abstract: This invention relates generally to methods and compositions for producing a sesquiterpene alcohol comprising contacting a sesquiterpene with a P450 polypeptide with monooxygenase activity.Type: GrantFiled: January 9, 2020Date of Patent: September 28, 2021Assignee: Firmenich SAInventors: Laurent Daviet, Letizia Rocci, Michel Schalk
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Publication number: 20210222138Abstract: Provided herein are biocatalytic methods of producing terpene compounds by applying a novel type of phosphatase enzyme. The method allows the fully biochemical synthesis of terpene compounds, like for example copalol and labdendiol, and derivatives thereof, which serve as valuable intermediates for the production of perfumery ingredients, such as, for example, ambrox. Also provided are novel fully biochemical multistep processes for the production of such compounds as well as novel phosphatase enzymes and mutants and variants derived therefrom.Type: ApplicationFiled: July 10, 2019Publication date: July 22, 2021Inventors: Michel Schalk, Letizia Rocci, Daniel Solis Escalante
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Publication number: 20210010035Abstract: Described herein are methods of producing (+)-manool, the methods including: contacting geranylgeranyl diphosphate with a copalyl diphosphate (CPP) synthase to form a (9S, 10S)-copalyl diphosphate and contacting the CPP with a sclareol synthase enzyme to form (+)-manool and derivatives thereof. Also described herein are nucleic acids encoding CPP synthases and sclareol synthases for use in the methods. Further described herein are expression vectors and non-human host organisms and cells including nucleic acids encoding a CPP synthase and a sclareol synthase as described herein.Type: ApplicationFiled: July 24, 2020Publication date: January 14, 2021Inventors: Michel Schalk, Laurent Daviet, Letizia Rocci, Daniel Solis Escalante
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Publication number: 20200308612Abstract: Provided is a method of producing one or more sesquiterpene compounds comprising: contacting an acyclic FPP precursor with a polypeptide having terpene synthase activity, wherein the polypeptide comprises an amino acid sequence that has at least 55% sequence identity to SEQ ID NO: 1, to produce one or more terpenes selected from the group consisting of isovalencene, spirovetiva-1(10),7(11)-diene and valencene or derivatives thereof, or mixture of sesquiterpenes comprising one or more of isovalencene, spirovetiva-1(10),7(11)-diene and/or valencene; and optionally isolating the one or more terpenes or the mixture.Type: ApplicationFiled: July 19, 2017Publication date: October 1, 2020Applicant: Firmenich SAInventors: Michel SCHALK, Letizia ROCCI
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Patent number: 10752922Abstract: Described herein are methods of producing (+)-manool, the methods including: contacting geranylgeranyl diphosphate with a copalyl diphosphate (CPP) synthase to form a (9S, 10S)-copalyl diphosphate and contacting the CPP with a sclareol synthase enzyme to form (+)-manool and derivatives thereof. Also described herein are nucleic acids encoding CPP synthases and sclareol synthases for use in the methods. Further described herein are expression vectors and non-human host organisms and cells including nucleic acids encoding a CPP synthase and a sclareol synthase as described herein.Type: GrantFiled: December 18, 2017Date of Patent: August 25, 2020Assignee: Firmenich SAInventors: Michel Schalk, Laurent Daviet, Letizia Rocci, Daniel Solis Escalante
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Publication number: 20200172936Abstract: This invention relates generally to methods and compositions for producing a sesquiterpene alcohol comprising contacting a sesquiterpene with a P450 polypeptide with monooxygenase activity.Type: ApplicationFiled: January 9, 2020Publication date: June 4, 2020Inventors: Laurent Daviet, Letizia Rocci, Michel Schalk
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Publication number: 20200140898Abstract: Described herein is a method of producing a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof by contacting at least one polypeptide with farnesyl diphosphate (FPP) with a polypeptide comprising a Haloacid dehalogenase (HAD)-like hydrolase domain and having bifunctional terpene synthase activity. The method may be performed in vitro or in vivo. Also described herein are amino acid sequences of polypeptides useful in the methods and nucleic acids encoding the polypeptides described. The described method further provides host cells or organisms genetically modified to express the polypeptides and useful to produce a drimane sesquiterpene such as albicanol, drimenol and/or derivatives thereof.Type: ApplicationFiled: May 31, 2018Publication date: May 7, 2020Inventors: Michel Schalk, Pauline Anziani, Christian Goerner, Daniel Solis Escalante
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Patent number: 10570420Abstract: This invention relates generally to methods and compositions for producing a sesquiterpene alcohol comprising contacting a sesquiterpene with a P450 polypeptide with monooxygenase activity.Type: GrantFiled: January 22, 2018Date of Patent: February 25, 2020Assignee: Firmenich SAInventors: Laurent Daviet, Letizia Rocci, Michel Schalk
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Publication number: 20190352673Abstract: Described herein are methods of producing (+)-manool, the methods including: contacting geranylgeranyl diphosphate with a copalyl diphosphate (CPP) synthase to form a (9S, 10S)-copalyl diphosphate and contacting the CPP with a sclareol synthase enzyme to form (+)-manool and derivatives thereof. Also described herein are nucleic acids encoding CPP synthases and sclareol synthases for use in the methods. Further described herein are expression vectors and non-human host organisms and cells including nucleic acids encoding a CPP synthase and a sclareol synthase as described herein.Type: ApplicationFiled: December 18, 2017Publication date: November 21, 2019Inventors: Michel Schalk, Laurent Daviet, Letizia Rocci, Daniel Solis Escalante
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Patent number: 10385363Abstract: The present invention relates to a method of producing drimenol and/or drimenol derivatives by contacting at least one polypeptide with farnesyl diphosphate. The method may be performed in vitro or in vivo. The present invention also provides amino acid sequences of polypeptides useful in the method of the invention and nucleic acid encoding the polypeptides of the invention. The method further provides host cells or organisms genetically modified to express the polypeptides of the invention and useful to produce drimenol and/or drimenol derivatives.Type: GrantFiled: May 6, 2015Date of Patent: August 20, 2019Assignee: Firmenich SAInventors: Yu-Hua Zhang, Michel Schalk, Olivier Haefliger, Xiu-Feng He, Fabienne Deguerry
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Patent number: 10385361Abstract: Provided herein are methods of producing (+)-manool comprising: contacting geranylgeranyl diphosphate with an copalyl diphosphate (CPP) synthase to form a (9S, 10S)-copalyl diphosphate wherein the CPP synthase comprises an amino acid sequence having at least 90%, 95%, 98%, 99% and 100% sequence identity to a polypeptide selected from the group consisting of SEQ ID NO: 1 and SEQ ID NO:2; and contacting the CPP with a sclareol synthase enzyme to form (+)-manool.Type: GrantFiled: June 30, 2016Date of Patent: August 20, 2019Assignee: Firmenich SAInventors: Michel Schalk, Letizia Rocci