IP Library › Granted Patent US 10,260,078
Granted Patent B2
US 10,260,078 · App. 15/787,448 · Granted Apr 16, 2019

Methods for making L-glufosinate

Inventors: Brian Michael Green (Phoenix, MD); Michelle Lorraine Gradley (Canterbury, GB)
Assignee: AgriMetis, LLC
C12P13/02A01N25/30A01N57/20C12N1/20C12N9/10C12P9/00C12P13/04C12P41/00C12Y104/03003C12Y206/01019
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Quick Facts
Patent No.
US 10,260,078
App. No.
15/787,448
Granted
Apr 16, 2019
Kind
B2
Abstract

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.

Claims (22)

1. A composition comprising D-glufosinate, 2-oxo-4-(hydroxy(methyl)phosphinoyl)butyric acid (PPO), and L-glufosinate or a salt thereof, wherein L-glufosinate or the salt thereof is present in the composition at an amount of 80% by weight or greater based on the total amount of D-glufosinate, PPO, and L-glufosinate.

2. The composition of claim 1 , wherein the amount of L-glufosinate or the salt thereof is 90% by weight or greater based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

3. The composition of claim 1 , wherein the amount of L-glufosinate or the salt thereof is 95% by weight or greater based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

4. The composition of claim 1 , wherein the composition is a dried powder.

5. A method for selectively controlling weeds in an area comprising applying an effective amount of the composition of claim 1 .

6. A method for selectively controlling weeds in an area comprising applying an effective amount of the composition of claim 2 .

7. A method for selectively controlling weeds in an area comprising applying an effective amount of the composition of claim 3 .

8. The composition of claim 1 , wherein PPO is present in the composition at an amount of less than 20% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

9. The composition of claim 1 , wherein PPO is present in the composition at an amount of less than 15% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

10. The composition of claim 2 , wherein PPO is present in the composition at an amount of less than 10% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

11. The composition of claim 3 , wherein PPO is present in the composition at an amount of less than 5% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

12. The composition of claim 1 , wherein D-glufosinate is present in the composition at an amount of less than 15% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

13. The composition of claim 1 , wherein D-glufosinate is present in the composition at an amount of less than 10% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

14. The composition of claim 2 , wherein D-glufosinate is present in the composition at an amount of less than 10% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

15. The composition of claim 3 , wherein D-glufosinate is present in the composition at an amount of less than 5% by weight based on the total amount of D-glufosinate, PPO, and L-glufosinate or the salt thereof.

16. The composition of claim 1 , wherein the L-glufosinate or the salt thereof is present as L-glufosinate.

17. The composition of claim 1 , wherein the L-glufosinate or the salt thereof is present as an L-glufosinate salt.

18. The composition of claim 17 , wherein the L-glufosinate salt is a cationic salt.

19. The composition of claim 17 , wherein the L-glufosinate salt is an anionic salt.

20. The composition of claim 17 , wherein the L-glufosinate salt is an L-glufosinate hydrochloride salt.

21. The composition of claim 17 , wherein the L-glufosinate salt is an L-glufosinate ammonium salt.

22. The composition of claim 17 , wherein the L-glufosinate salt is an L-glufosinate isopropylammonium salt.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2020
From: AGRIMETIS, LLC
To: BASF SE
Reel/Frame 054405/0808 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2017
From: ACIDOPHIL, LLC
To: AGRIMETIS, LLC
Reel/Frame 043920/0816 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2017
From: GRADLEY, MICHELLE LORRAINE
To: ZUVASYNTHA LIMITED
Reel/Frame 043920/0857 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2017
From: GREEN, BRIAN MICHAEL
To: ACIDOPHIL, LLC
Reel/Frame 044258/0503 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2017
From: ZUVASYNTHA LIMITED
To: AGRIMETIS, LLC
Reel/Frame 044258/0622 →
Continuity (5)
Division 15445254 · Feb 28, 2017
Provisional Application 62413240 · Oct 26, 2016
Provisional Application 62336989 · May 16, 2016
Provisional Application 62302421 · Mar 2, 2016
Related Publication 20180030487A1 · Feb 1, 2018
Cited By (7)
US 12,234,254 US 12,305,206 US 12,305,207 US 12,509,709 US 12,550,898 US 12,557,815 US 12,568,968