Method for biocatalytic production of terpene compounds

    公开(公告)号:US11214775B2

    公开(公告)日:2022-01-04

    申请号:US15734887

    申请日:2019-07-10

    申请人: FIRMENICH SA

    摘要: 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.

    PRODUCTION OF MANOOL
    2.
    发明申请

    公开(公告)号:US20210010035A1

    公开(公告)日:2021-01-14

    申请号:US16938605

    申请日:2020-07-24

    申请人: FIRMENICH SA

    摘要: 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.

    Method for producing sclareol
    4.
    发明授权

    公开(公告)号:US09267155B2

    公开(公告)日:2016-02-23

    申请号:US14136938

    申请日:2013-12-20

    申请人: FIRMENICH SA

    发明人: Michel Schalk

    IPC分类号: C12P7/02 C12N9/16 C12P7/18

    CPC分类号: C12P7/02 C12N9/16 C12P7/18

    摘要: The present invention provides a method of producing sclareol, the method comprising contacting a particular polypeptide having a sclareol synthase activity with labdenediol diphosphate (LPP). In particular, the method may be carried out in vitro or in vivo to produce sclareol, a very useful compound in the fields of perfumery and flavoring. The present invention also provides the amino acid sequence of the polypeptide used in the method. A nucleic acid derived from Salvia sclarea and encoding the polypeptide of the invention, an expression vector containing the nucleic acid, as well as a non-human organism or a cell transformed to harbor the same nucleic acid, are also part of the present invention.

    Methods of producing sesquiterpene compounds

    公开(公告)号:US11293040B2

    公开(公告)日:2022-04-05

    申请号:US16308890

    申请日:2017-07-19

    申请人: Firmenich SA

    摘要: 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. Also described is a nucleic acid derived from Vetiveria zizanoides encoding a polypeptide having sesquiterpene synthase activity, a polypeptide that can be used to produce one or more sesquiterpenes or a mixture of sesquiterpenes comprising one or more of isovalencene, spirovetiva-1(10),7(11)-diene and/or valencene, and a non-human organism or cell comprising the nucleic acid or comprising an expression vector comprising the nucleic acid.

    Drimenol synthases II
    6.
    发明授权

    公开(公告)号:US10385363B2

    公开(公告)日:2019-08-20

    申请号:US15330814

    申请日:2015-05-06

    申请人: Firmenich SA

    摘要: 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.

    Method for producing alpha-santalene

    公开(公告)号:US09969999B2

    公开(公告)日:2018-05-15

    申请号:US15060060

    申请日:2016-03-03

    申请人: FIRMENICH SA

    发明人: Michel Schalk

    IPC分类号: C12N9/88 C12P5/00 C12P15/00

    摘要: The present invention provides a method of producing α-santalene by contacting at least one polypeptide with farnesyl phyrophosphate (fpp). In particular, the method may be carried out in vitro or in vivo to produce α-santalene, a very useful compound in the fields of perfumery and flavoring. The present invention also provides the amino acid sequence of a polypeptide useful in the method of the invention. A nucleic acid encoding the polypeptide of the invention and an expression vector containing the nucleic acid represent part of the present invention. A non-human host organism and a cell transformed to be used in the method of producing α santalene are also part of the present invention.

    METHOD FOR PRODUCING ALBICANOL AND/OR DRIMENOL

    公开(公告)号:US20230148463A9

    公开(公告)日:2023-05-11

    申请号:US17673465

    申请日:2022-02-16

    申请人: FIRMENICH SA

    IPC分类号: C12P7/02 C12N9/88

    CPC分类号: C12P7/02 C12N9/88 C12Y402/03

    摘要: 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.

    Method for producing beta-santalene

    公开(公告)号:US09777293B2

    公开(公告)日:2017-10-03

    申请号:US14530651

    申请日:2014-10-31

    申请人: FIRMENICH SA

    发明人: Michel Schalk

    IPC分类号: C12P21/06 C12P5/00 C12N9/88

    摘要: The present invention provides a method of producing β-santalene, said method comprising contacting at least one polypeptide with farnesyl pyrophosphate (FPP). In particular, said method may be carried out in vitro or in vivo to produce β-santalene, a very useful compound in the fields of perfumery and flavoring. The present invention also provides the amino acid sequence of a polypeptide useful in the method of the invention. A nucleic acid encoding the polypeptide of the invention and an expression vector containing said nucleic acid are also part of the present invention. A non-human host organism or a cell transformed to be used in the method of producing β-santalene is also an object of the present invention.