PRODUCTION OF FATTY OLEFIN DERIVATIVES VIA OLEFIN METATHESIS

    公开(公告)号:US20220032280A1

    公开(公告)日:2022-02-03

    申请号:US17390136

    申请日:2021-07-30

    申请人: Provivi, Inc.

    摘要: In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I with a metathesis reaction partner according to Formula IIb in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb: and b) converting the metathesis product to the fatty olefin derivative. Each R1 is independently selected from H, C1-18 alkyl, and C2-18 alkenyl; R2b is C1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

    Production of fatty olefin derivatives via olefin metathesis

    公开(公告)号:US10596562B2

    公开(公告)日:2020-03-24

    申请号:US15721018

    申请日:2017-09-29

    申请人: Provivi, Inc.

    摘要: In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I with a metathesis reaction partner according to Formula IIb in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb: and b) converting the metathesis product to the fatty olefin derivative. Each R1 is independently selected from H, C1-18 alkyl, and C2-18 alkenyl; R2b is C1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

    Microorganisms for the production of insect pheromones and related compounds

    公开(公告)号:US10308962B1

    公开(公告)日:2019-06-04

    申请号:US15983706

    申请日:2018-05-18

    申请人: Provivi, Inc.

    IPC分类号: C12P7/04 C12N9/02 A01N31/02

    摘要: The present application relates to recombinant microorganisms useful in the biosynthesis of unsaturated C6-C24 fatty alcohols, aldehydes, and acetates which may be useful as insect pheromones, fragrances, flavors, and polymer intermediates. The C6-C24 fatty alcohols, aldehydes, and acetates described herein may be used as substrates for metathesis reactions to expand the repertoire of target compounds and pheromones. The application further relates to recombinant microorganisms co-expressing a pheromone pathway and a pathway for the production of a toxic protein, peptide, oligonucleotide, or small molecule suitable for use in an attract-and-kill pest control approach. Also provided are methods of producing unsaturated C6-C24 fatty alcohols, aldehydes, and acetates using the recombinant microorganisms, as well as compositions comprising the recombinant microorganisms and/or optionally one or more of the product alcohols, aldehydes, or acetates.

    SYNTHESIS OF OLEFINIC ALCOHOLS VIA ENZYMATIC TERMINAL HYDROXYLATION
    6.
    发明申请
    SYNTHESIS OF OLEFINIC ALCOHOLS VIA ENZYMATIC TERMINAL HYDROXYLATION 审中-公开
    通过酶终止羟化合成烯醇的合成

    公开(公告)号:US20160108436A1

    公开(公告)日:2016-04-21

    申请号:US14845212

    申请日:2015-09-03

    申请人: Provivi, Inc.

    摘要: In certain aspects, the present invention provides methods for producing terminally hydroxylated alkenes and alkynes by contacting an unsaturated or saturated hydrocarbon substrate with a hydroxylase enzyme. Exemplary terminal hydroxylases useful for carrying out the methods of the invention exhibit strong selectivity towards one terminal carbon of a hydrocarbon substrate and include, but are not limited to, non-heme diiron alkane monooxygenases, cytochromes P450 (e.g., cytochromes P450 of the CYP52 and CYP153 family), as well as long chain alkane hydroxylases. In some embodiments, the terminally hydroxylated alkene or alkyne is further converted to a terminal alkenal. In certain embodiments, terminally hydroxylated alkenes and alkynes are useful as insect pheromones which modify insect behavior. In other embodiments, terminally hydroxylated alkenes and alkynes are useful intermediates for producing pheromones via acetylation or oxidation of the alcohol moiety.

    摘要翻译: 在某些方面,本发明提供通过使不饱和或饱和烃底物与羟化酶接触来制备末端羟基化的烯烃和炔烃的方法。 可用于实施本发明方法的示例性末端羟化酶对烃底物的一个末端碳表现出强选择性,包​​括但不限于非血红素二烷基烷烃单加氧酶,细胞色素P450(例如,CYP52的细胞色素P450和 CYP153家族),以及长链烷烃羟化酶。 在一些实施方案中,末端羟基化的烯烃或炔烃进一步转化成末端烯烃。 在某些实施方案中,末端羟基化的烯烃和炔烃可用作改变昆虫行为的昆虫信息素。 在其它实施方案中,末端羟基化的烯烃和炔烃是用于通过乙醇化部分的乙酰化或氧化产生信息素的有用中间体。

    Microorganisms for the production of insect pheromones and related compounds

    公开(公告)号:US11109596B2

    公开(公告)日:2021-09-07

    申请号:US16420566

    申请日:2019-05-23

    申请人: Provivi, Inc.

    摘要: The present application relates to recombinant microorganisms useful in the biosynthesis of unsaturated C6-C24 fatty alcohols, aldehydes, and acetates which may be useful as insect pheromones, fragrances, flavors, and polymer intermediates. The C6-C24 fatty alcohols, aldehydes, and acetates described herein may be used as substrates for metathesis reactions to expand the repertoire of target compounds and pheromones. The application further relates to recombinant microorganisms co-expressing a pheromone pathway and a pathway for the production of a toxic protein, peptide, oligonucleotide, or small molecule suitable for use in an attract-and-kill pest control approach. Also provided are methods of producing unsaturated C6-C24 fatty alcohols, aldehydes, and acetates using the recombinant microorganisms, as well as compositions comprising the recombinant microorganisms and/or optionally one or more of the product alcohols, aldehydes, or acetates.

    Microorganisms for the production of insect pheromones and related compounds

    公开(公告)号:US11104921B2

    公开(公告)日:2021-08-31

    申请号:US16614144

    申请日:2018-05-17

    申请人: Provivi, Inc.

    摘要: The present application relates to recombinant microorganisms useful in the biosynthesis of unsaturated C6-C24 fatty alcohols, aldehydes, and acetates which may be useful as insect pheromones, fragrances, flavors, and polymer intermediates. The recombinant microorganisms may express enzymes or enzyme variants useful for production of and/or may be modified to down regulate pathways to shunt production toward unsaturated C6-C24 fatty alcohols, aldehydes, and acetates. The C6-C24 fatty alcohols, aldehydes, and acetates described herein may be used as substrates for metathesis reactions to expand the repertoire of target compounds and pheromones. Also provided are methods of producing unsaturated C6-C24 fatty alcohols, aldehydes, and acetates using the recombinant microorganisms, as well as compositions comprising the recombinant microorganisms and/or optionally one or more of the product alcohols, aldehydes, or acetates.

    Production of fatty olefin derivatives via olefin metathesis

    公开(公告)号:US11077433B2

    公开(公告)日:2021-08-03

    申请号:US16798954

    申请日:2020-02-24

    申请人: Provivi, Inc.

    摘要: In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I with a metathesis reaction partner according to Formula IIb in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb: and b) converting the metathesis product to the fatty olefin derivative. Each R1 is independently selected from H, C1-18 alkyl, and C2-18 alkenyl; R2b is C1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.