Steviol glycoside solubility enhancers

Patent metadata

Field	Value
Publication number	US-11717549-B2
Application number	US-201916373206-A
Country	US
Kind code	B2
Filing date	Apr 2, 2019
Priority date	Oct 6, 2017
Publication date	Aug 8, 2023
Grant date	Aug 8, 2023

Abstract

A solubilized steviol glycoside composition including one or more steviol glycosides and one or more steviol glycoside solubility enhancers can be used as a sweetener composition to sweeten other compositions (sweetenable compositions) such as foods, beverages, medicines, oral hygiene compositions, pharmaceuticals, nutraceuticals, and the like.

First claim

The invention claimed is:

1. An aqueous steviol glycoside solution comprising:
a) greater than 0.2% by weight of a total steviol glycoside composition comprising one or more steviol glycosides, wherein if the steviol glycoside composition includes rebaudioside A, rebaudioside D, or rebaudioside M, the rebaudioside A individual concentration in the aqueous steviol glycoside solution is at least 1% by weight, the rebaudioside D individual concentration in the aqueous steviol glycoside solution is at least 0.2% by weight, or the rebaudioside M individual concentration in the aqueous steviol glycoside solution is at least 0.3% by weight;
b) less than 0.3% by weight of malonate, malonic acid, oxalate, oxalic acid, lactate, lactic acid, succinate, succinic acid, malate, or malic acid; or less than 0.05% by weight of pyruvate, pyruvic acid, fumarate, fumaric acid, tartrate, tartaric acid, sorbate, sorbic acid, acetate, or acetic acid; or less than about 0.05% by weight of chlorophyll; and
c) at least 1% by weight of a steviol glycoside solubility enhancer composition comprising
i) one or more monocaffeoylquinic acids or salts thereof;
ii) at least 20% by weight of one or more dicaffeoylquinic acids or salts thereof; and
iii) at least one of an ester of ferulic acid and quinic acid, an ester of caffeic acid and tartaric acid, an ester of caffeic acid and 3-(3,4-dihydroxyphenyl)lactic acid, an ester of p-coumaric acid and quinic acid, an ester of sinapic acid and quinic acid, and isomers thereof;
wherein the aqueous steviol glycoside solution comprises a 1:0.3 to 1:3 ratio by weight of total steviol glycoside to steviol glycoside solubility enhancer composition.

2. The solution of claim 1 , wherein the aqueous steviol glycoside solution comprises a 1:0.3 to 1:3 ratio by weight of total steviol glycoside to total concentration of esters of caffeic acid and quinic acid, esters of ferulic acid and quinic acid, esters of caffeic acid and tartaric acid, esters of caffeic acid and 3-(3,4-dihydroxyphenyl)lactic acid, esters of p-coumaric acid and quinic acid, esters of sinapic acid and quinic acid, and isomers thereof.

3. The solution of claim 1 , wherein the aqueous steviol glycoside solution comprises a 1:1 to 1:3 ratio by weight of total steviol glycoside to total concentration of esters of caffeic acid and quinic acid, esters of ferulic acid and quinic acid, esters of caffeic acid and tartaric acid, esters of caffeic acid and 3-(3,4-dihydroxyphenyl)lactic acid, esters of p-coumaric acid and quinic acid, esters of sinapic acid and quinic acid, and isomers thereof.

4. The solution of claim 1 , wherein the solution comprises at least 1000 ppm of the steviol glycoside solubility enhancer composition.

5. The solution of claim 1 , wherein the solution comprises less than 10% by weight of a C1-C4 alcohol.

6. The solution of claim 5 , wherein the solution is free of a C1-C4 alcohol.

7. The solution of claim 1 , wherein the steviol glycoside solubility enhancer composition comprises at least 40% by weight of dicaffeoylquinic acids.

8. The solution of claim 1 , wherein the steviol glycoside composition remains in solution for at least 7 days when stored a temperature of about 25° C.

9. The solution of claim 1 , wherein the aqueous solution is free of C1-C4 alcohol, has greater than 0.5% by weight of the total steviol glycoside composition, and remains in solution for at least 7 days when stored a temperature of about 25° C.

10. The solution of claim 1 , wherein the aqueous solution comprises greater than 1.0% by weight total steviol glycoside composition and the total steviol glycoside composition comprises great than about 90% by weight rebaudioside D and rebaudioside M.

11. An aqueous steviol glycoside solution comprising:
a) greater than 0.2% by weight of a total steviol glycoside composition comprising one or more steviol glycosides, wherein if the steviol glycoside composition includes rebaudioside A, rebaudioside D, or rebaudioside M, the rebaudioside A individual concentration is at least 1% by weight, the rebaudioside D individual concentration is at least 0.2% by weight, or the rebaudioside M individual concentration is at least 0.3% by weight;
b) less than 0.3% by weight of malonate, malonic acid, oxalate, oxalic acid, lactate, lactic acid, succinate, succinic acid, malate, or malic acid; or less than 0.05% by weight of pyruvate, pyruvic acid, fumarate, fumaric acid, tartrate, tartaric acid, sorbate, sorbic acid, acetate, or acetic acid; or less than about 0.05% by weight of chlorophyll; and
c) a steviol glycoside solubility enhancer in an amount that enhances the solubility of at least one of the steviol glycosides composition, the steviol glycoside solubility enhancer comprising
i) one or more monocaffeoylquinic acids or salts thereof;
ii) at least 10% by weight of one or more dicaffeoylquinic acids or salts thereof;
iii) at least one of an ester of ferulic acid and quinic acid, an ester of p-coumaric acid and quinic acid, an ester of sinapic acid and quinic acid, an ester of caffeic acid and tartaric acid, an ester of caffeic acid and 3-(3,4-dihydroxyphenyl)lactic acid, and isomers thereof,
wherein the aqueous steviol glycoside solution comprises a ratio between 1:0.3 and 1:3 by weight of total steviol glycoside to steviol glycoside solubility enhancer composition,
wherein the steviol glycoside composition remains in solution for at least 7 days when stored a temperature of about 25° C.

12. The solution of claim 11 , wherein the steviol glycoside composition remains in solution for at least 10 days when stored at a temperature of about 25° C.

13. The solution of claim 11 , wherein the steviol glycosides composition remains in solution for at least 20 days when stored at a temperature of about 25° C.

14. The solution of claim 11 , wherein the aqueous solution comprises greater than 0.5% by weight total steviol glycoside composition.

15. The solution of claim 11 , wherein the aqueous solution comprises greater than 1.0% by weight total steviol glycoside composition.

16. The solution of claim 11 , wherein the aqueous solution comprises greater than 1.0% by weight total steviol glycoside composition and the total steviol glycoside composition comprises great than about 90% (wt) rebaudioside D and rebaudioside M.

Assignees

• Cargill Inc

Inventors

• Gaspard Dan S
• Zarth Adam T

Classifications

• A61K31/192

  having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid  {(cannabinoids A61K31/658)} · CPC title

• A61K36/28 Primary

  Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea · CPC title

• A23L27/36 Primary

  Terpene glycosides · CPC title

• A23F3/34

  Tea substitutes, e.g. matè; Extracts or infusions thereof · CPC title

• A23L2/56

  Flavouring or bittering agents (sweeteners A23L2/60) · CPC title