METHODS FOR IMPROVING YIELDS OF L-GLUFOSINATE

    公开(公告)号:WO2020051188A8

    公开(公告)日:2020-03-12

    申请号:PCT/US2019/049467

    申请日:2019-09-04

    申请人: AGRIMETIS, LLC

    摘要: Compositions and methods for the production of L-glufosinate are provided. The method involves converting racemic glufosinate to the L-glufosinate enantiomer or converting PPO to L-glufosinate in an efficient manner. In particular, the method involves the specific amination of PPO to L-glufosinate, using L-glutamate, racemic glutamate, or another amine source as an amine donor. PPO can be obtained by the oxidative deamination of D-glufosinate to PRO (2- oxo-4-(hydroxy(methyl)phosphinoyl)butyric acid) or generated via chemical synthesis. PPO is then converted to L-glufosinate using a transaminase in the presence of an amine donor. When the amine donor donates an amine to PPO, L-glufosinate and a reaction by product are formed. Because the PPO remaining represents a yield loss of L-glufosinate, it is desirable to minimize the amount of PPO remaining in the reaction mixture. Degradation, other chemical modification, extraction, sequestration, binding, or other methods to reduce the effective concentration of the by-product, i.e., the corresponding alpha ketoacid or ketone to the chosen amine donor will shift the reaction equilibrium toward L-glufosinate, thereby reducing the amount of PPO and increasing the yield of L-glufosinate. Therefore, the methods described herein involve the conversion or elimination of the alpha ketoacid or ketone by-product to another product to shift the equilibrium towards L-glufosinate.

    METHODS FOR MAKING L-GLUFOSINATE
    3.
    发明申请
    METHODS FOR MAKING L-GLUFOSINATE 审中-公开
    制备L-癸二酸酯的方法

    公开(公告)号:WO2017151573A1

    公开(公告)日:2017-09-08

    申请号:PCT/US2017/019871

    申请日:2017-02-28

    申请人: AGRIMETIS, LLC

    摘要: Methods for the production of L-glufosinate (also known as phosphinothricin or (S)-2-amino-4-(hydroxy(methyl)phosphonoyl)butanoic acid) are provided. The methods comprise a two-step process. The first step involves the oxidative deamination of D-glufosinate to PPO (2-oxo-4-(hydroxy(methyl)phosphinoyl)butyric acid). The second step involves the specific amination of PPO to L-glufosinate, using an amine group from one or more amine donors. By combining these two reactions, the proportion of L-glufosinate in a mixture of L-glufosinate and D-glufosinate can be substantially increased.

    摘要翻译: 提供了制备L-草铵膦(也称为膦丝菌素或(S)-2-氨基-4-(羟基(甲基)膦酰基)丁酸的方法。 这些方法包括两步过程。 第一步涉及D-草铵膦氧化脱氨成PPO(2-氧代-4-(羟基(甲基)膦酰基)丁酸)。 第二步涉及使用来自一个或多个胺供体的胺基团将PPO特异性胺化成L-草铵膦。 通过组合这两种反应,L-草铵膦在L-草铵膦和D-草铵膦的混合物中的比例可以大大增加。

    SPINOSYN DERIVATIVES AS INSECTICIDES
    5.
    发明申请
    SPINOSYN DERIVATIVES AS INSECTICIDES 审中-公开
    作为杀伤剂的胶原蛋白衍生物

    公开(公告)号:WO2017040882A1

    公开(公告)日:2017-03-09

    申请号:PCT/US2016/050034

    申请日:2016-09-02

    申请人: AGRIMETIS, LLC

    CPC分类号: C07H17/08 C07D313/00

    摘要: Compositions including derivatives of spinosyns and methods for the production of derivatives of spinosyns are provided. The spinosyn derivatives described herein include spinosyn derivatives functionalized on the C5-C6 double bond of spinosyn A to provide an additional ring system. The method produces spinosyn derivatives that exhibit activity towards insects, arachnids, and/or nematodes and are useful in the agricultural and animal health markets.

    摘要翻译: 提供了包括多杀菌素衍生物的组合物和用于制备多杀菌素衍生物的方法。 本文所述的多杀菌素衍生物包括在多杀菌素A的C5-C6双键上官能化的多杀菌素衍生物,以提供另外的环系。 该方法产生对昆虫,蜘蛛和/或线虫具有活性的多杀菌素衍生物,并且可用于农业和动物健康市场。

    METHODS FOR IMPROVING YIELDS OF L-GLUFOSINATE

    公开(公告)号:WO2020051188A1

    公开(公告)日:2020-03-12

    申请号:PCT/US2019/049467

    申请日:2019-09-04

    申请人: AGRIMETIS, LLC

    摘要: Compositions and methods for the production of L-glufosinate are provided. The method involves converting racemic glufosinate to the L-glufosinate enantiomer or converting PRO to L-glufosinate in an efficient manner. In particular, the method involves the specific amination of PRO to L-glufosinate, using L-glutamate, racemic glutamate, or another amine source as an amine donor. PRO can be obtained by the oxidative deamination of D-glufosinate to PRO (2- oxo-4-(hydroxy(methyl)phosphinoyl)butyric acid) or generated via chemical synthesis. PRO is then converted to L-glufosinate using a transaminase in the presence of an amine donor. When the amine donor donates an amine to PRO, L-glufosinate and a reaction by product are formed. Because the PRO remaining represents a yield loss of L-glufosinate, it is desirable to minimize the amount of PRO remaining in the reaction mixture. Degradation, other chemical modification, extraction, sequestration, binding, or other methods to reduce the effective concentration of the by-product, i.e., the corresponding alpha ketoacid or ketone to the chosen amine donor will shift the reaction equilibrium toward L-glufosinate, thereby reducing the amount of PRO and increasing the yield of L-glufosinate. Therefore, the methods described herein involve the conversion or elimination of the alpha ketoacid or ketone by-product to another product to shift the equilibrium towards L-glufosinate.

    METHODS FOR THE PURIFICATION OF L-GLUFOSINATE

    公开(公告)号:WO2019018406A1

    公开(公告)日:2019-01-24

    申请号:PCT/US2018/042503

    申请日:2018-07-17

    申请人: AGRIMETIS, LLC

    摘要: Compositions and methods for isolating L-glufosinate from a composition comprising L-glufosinate and glutamate are provided. The method comprises converting the glutamate to pyroglutamate followed by the isolation of L-glufosinate from the pyroglutamate and other components of the composition to obtain substantially purified L-glufosinate. The composition comprising L-glufosinate and glutamate is subjected to an elevated temperature for a sufficient time to allow for the conversion of glutamate to pyroglutamate, followed by the isolation of L-glufosinate from the pyroglutamate and other components of the composition to obtain substantially purified L-glufosinate. The glutamate alternatively may be converted to pyroglutamate by enzymatic conversion. The purified L-glufosinate is present in a final composition at a concentration of 90% or greater of the sum of L-glufosinate, glutamate, and pyroglutamate. In some embodiments, a portion of the glutamate in the starting composition may be separated from the L-glufosinate using a crystallization step. Solid forms of L-glufosinate materials, including crystalline L-glufosinate ammonium, are also described.