Compounds and methods for improving plant performance

Patent metadata

Field	Value
Publication number	US-9446992-B2
Application number	US-201414454849-A
Country	US
Kind code	B2
Filing date	Aug 8, 2014
Priority date	Aug 16, 2013
Publication date	Sep 20, 2016
Grant date	Sep 20, 2016

Abstract

The invention is directed to methods and compositions for increasing a growth characteristic of a plant, increasing nutrient use efficiency of a plant, or improving a plant's ability to overcome stress comprising applying a composition comprising ketosuccinamate, a derivative thereof, or a salt thereof, to the plant or to a propagation material of the plant.

First claim

What is claimed:

1. A method for increasing a growth characteristic of a plant, increasing nutrient use efficiency of a plant, or improving a plant's ability to overcome stress comprising applying a composition comprising ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or a salt thereof, to the plant or to a propagation material of the plant.

2. The method of claim 1 , wherein the composition is applied to a part of the plant that is a leaf, a root, a foliar, foliage, a tiller, a flower, a plant cell, a plant tissue, or a combination thereof.

3. The method of claim 1 , wherein the propagation material of the plant is a seed, a grain, a fruit, a tuber, a rhizome, a spore, a cutting, a slip, a meristem tissue, a plant cell, nut, or an embryo.

4. The method of claim 1 , wherein the application is pre-emergence or post-emergence.

5. The method of claim 1 , wherein the growth characteristic is biomass, foliar tissue weight, nodulation number, nodulation mass, nodulation activity, number of seed heads, number of tillers, number of flowers, number of tubers, tuber mass, bulb mass, oil content, number of seeds, total seed mass, average seed mass, rate of leaf emergence, root mass, total below ground tissue weight, harvestable fruit or nut yield, plant protein and starch content, rate of biomass accumulation, rate of tiller emergence, rate of tiller growth, average fruit weight, germination rate, seedling emergence rate, or a combination thereof.

6. The method of claim 1 , wherein the growth characteristic is biomass, foliar tissue weight, nodulation number, nodulation mass, nodulation activity, number of seed heads, number of tillers, number of flowers, number of tubers, tuber mass, bulb mass, number of seeds, total seed mass, rate of leaf emergence, rate of tiller emergence, rate of seedling emergence, or a combination thereof.

7. The method of claim 1 , wherein the increased nutrient use efficiency is increased protein content, increased amino acid content, or a combination thereof.

8. The method of claim 1 , wherein the stress is biotic, abiotic stress, or chemical stress, or herbicidal stress.

9. The method of claim 8 , wherein the biotic stress is due to insects, viruses, fungi, parasites, weeds, or animals.

10. The method of claim 8 , wherein the abiotic stress is due to sun, wind, fire, flood, or drought.

11. The method of claim 8 , wherein the chemical stress is due to pesticide, fungicide, herbicide, anti-bacterial, or anti-viral compositions.

12. The method of claim 1 , wherein the composition is an aqueous solution, a non-aqueous solution, a suspension, a gel, a foam, a paste, a powder, a dust, a solid, or an emulsion.

13. The method of claim 12 , wherein the composition is an aqueous formulation.

14. The method of claim 1 , wherein the concentration of the ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or salt thereof in the composition is from about 0.1 μM to about 10 mM.

15. The method of claim 14 , wherein the concentration of the ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or salt thereof in the composition is from about 0.1 mM to about 10 mM.

16. The method of claim 14 , wherein the concentration of the ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or salt thereof in the composition is from about 1 μM to about 250 μM.

17. The method of claim 1 , wherein the composition further comprises a surfactant, a humectant, an adjuvant, an antioxidant, a stabilizer, a plant macronutrient, a plant micronutrient, a pesticide, a fungicide, an antiviral, an anti-bacterial, a herbicide, or a combination thereof.

18. The method of claim 1 , wherein the composition further comprises a plant growth stimulating compound.

19. The method of claim 18 , wherein the plant growth stimulating compound is (R)-2-hydroxy-5-oxopyrrolidine-2-carboxylic acid, (S)-5-oxopyrrolidine-2-carboxylic acid, or a combination thereof.

20. The method of claim 18 , wherein the ratio of the ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or salt thereof to the plant growth stimulating compound is from about 99:1 to about 1:99.

21. The method of claim 1 , wherein the plant is a monocotyledon plant or a dicotyledon plant.

22. The method of claim 1 , wherein the plant is a grain, legume, fiber producing plant, oil producing plant, tuber producing plant, starch producing plant, grass, vine, fruit, vegetable, flowering plant, or tree.

23. The method of claim 1 , wherein the plant is wheat, oat, rice, corn, bean, soybean, barley, cotton, canola, flax, legume, grape, berry, tomato, vine, orange, nut, tobacco, alfalfa, potato, peanut, or Arabidopsis.

24. A composition to be applied to a plant or to a propagation material of a plant comprising
ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or a salt thereof; and
a carrier.

25. The composition of claim 24 , wherein the formulation is an aqueous solution, a non-aqueous solution, a suspension, a gel, a foam, a paste, a powder, a dust, a solid, or an emulsion.

26. The composition of claim 24 , wherein the concentration of ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or salt thereof is from about 0.1 μM to about 10 mM.

27. The composition of claim 24 , wherein the concentration of the ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or salt thereof is from about 0.1 mM to about 10 mM.

28. The composition of claim 24 , wherein the concentration of the ketosuccinamate, 3-carbamoyl-2,4-dihydroxy-6-oxopiperidine-2,4-dicarboxylate; (S)-4-oxo-2-azetidinecarboxylic acid; (R)-4-oxo-2-azetidinecarboxylic acid; 4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or 2,6-dihydroxy-4,8-dioxo-1,5-diazocane-2,6-dicarboxylic acid; or salt thereof is from about 1 μM to about 250 μM

Assignees

• Los Alamos Nat Security Llc
• Univ Maine System

Inventors

• Unkefer Pat J
• Knight Thomas Joseph

Classifications

• A01N43/36

  five-membered rings · CPC title

• C05F11/00

  Other organic fertilisers · CPC title

• C05F11/08

  Organic fertilisers containing added bacterial cultures, mycelia or the like · CPC title

• A01N37/42 Primary

  containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids · CPC title

• A01N43/44

  three- or four-membered rings · CPC title