Methods of preparing steviol glycosides and uses of the same

Patent metadata

Field	Value
Publication number	US-10696706-B2
Application number	US-201715718983-A
Country	US
Kind code	B2
Filing date	Sep 28, 2017
Priority date	Mar 12, 2010
Publication date	Jun 30, 2020
Grant date	Jun 30, 2020

Abstract

Methods of preparing steviol glycosides, including Rebaudioside D, Rebaudioside E, Rebaudioside M, Rebaudioside N and Rebaudioside O are provided herein. Sweetener and sweetened consumables containing Rebaudioside D, Rebaudioside E, Rebaudioside M, Rebaudioside N and Rebaudioside O are also provided herein.

First claim

We claim:

1. A method for preparing a steviol glycosides composition consisting essentially of the steps of: (a) passing an initial mixture of steviol glycosides further comprising a solvent through a column packed with a polymer resin wherein the steviol glycosides are retained weakly in the column; and (b) using the solvent to collect a fraction with a high content of Reb D, Reb E, Reb M, Reb N and Reb O to provide a solution with high content of Reb D, Reb E, Reb M, Reb N and Reb O, wherein the Reb DEMNO/T13 SG ratio in the solution is higher than the Reb DEMNO/T13 SG ratio of the initial mixture of steviol glycosides.

2. The method of claim 1 , wherein the solvent is selected from the group consisting of: pure water, or aqueous acid, or alcohol-water, or alcohol-aqueous acid mixtures with less than forty volume percent alcohol.

3. The method of claim 1 , further comprising removal of the initial solvent to give a dry solid containing higher Reb DEMNO/T13 SG ratio compared to the dry solid of the feed solution.

4. The method of claim 2 , further comprising one or more steps to elute fraction(s) having a low content of Reb D, Reb E, Reb M, Reb N and Reb O using one or more alcohol-water mixtures, or one or more alcohol-aqueous acid mixtures, having alcohol volume percentage of 5-99 percent higher than the initial solvent, to provide an eluted solution with low content of Reb D, Reb E, Reb M, Reb N and Reb O, wherein the Reb DEMNO/T13 SG ratio is lower than the Reb DEMNO/T13 SG ratio of the initial mixture of steviol glycosides.

5. The method of claim 4 , further comprising removal of the solvent mixtures to give a dry solid or several dry solids containing lower Reb DEMNO/T13 SG ratio compared to the dry solids of the initial mixture of steviol glycosides.

6. The method of claim 1 , further comprising the step of regeneration with a regeneration solvent for the subsequent loading of steviol glycosides, wherein the regeneration solvent is selected from group consisting of pure water, aqueous acid, water with less than five volume percent alcohol, aqueous acid with less than five volume percent alcohol and combinations thereof.

7. The method of claim 1 , wherein the polymer resin is a homopolymer or copolymer made from at least one N-vinylpyrrolidinone (CAS No. 88-12-0) monomer, or at least one ethylene glycol dimethacrylate (CAS No. 97-90-5) monomer, or at least one of each monomer.

8. The method of claim 1 , wherein the polymer resin has the following characteristics:
(a) Particle size from about 1 micron to about 1,200 microns;
(b) Nitrogen mass content from about 0% to about 99%.

9. The method of claim 1 , wherein the polymer resin is made in the presence of Lauroyl peroxide (CAS no 105-74-8).

10. The method of claim 1 , wherein the polymer resin was made in the presence of the following materials which are subsequently removed by washing the resin prior to usage:
a) Cyclohexanol (CAS no 108-93-0);
b) 1-Dodecanol (CAS no 112-53-8);
c) Toluene (CAS no 108-88-3);
d) Methyl isobutyl ketone (CAS no 108-10-1);
e) Calcium chloride dihydrate (CAS no 10035-04-8);
f) Sodium phosphate dodecahydrate (CAS no 10101-89-0);
g) Calcium lignosulfonate (CAS no 8061-52-7);
h) Polyvinyl alcohol (CAS no 9002-89-5);
i) Hydrochloric acid (CAS no 7647-01-0);
j) Methanol (CAS no 67-56-1);
k) Ethyl acetate (CAS no 141-78-6);
l) Sodium chloride (CAS no 7647-14-5);
m) Water (CAS no 7732-18-5); and
n) Sodium dodecyl sulfate (CAS no 151-21-3).

11. The method of claim 1 , wherein the polymer resin is made by stirred aqueous suspension polymerization, jetting polymerization or emulsion polymerization.

Assignees

• Purecircle Usa Inc

Inventors

• Markosyan Avetik
• Chow Siew Yin
• Bin Nawi Khairul Nizam

Classifications

• A23C2240/15

  Use of plant extracts, including purified and isolated derivatives thereof, as ingredient in dairy products · CPC title

• A23C9/156

  Flavoured milk preparations {; Addition of fruits, vegetables, sugars, sugar alcohols or sweeteners} · CPC title

• B01D15/426

  Specific type of solvent · CPC title

• A23V2250/258

  Rebaudioside · CPC title

• A23G9/32

  characterised by the composition {containing organic or inorganic compounds} · CPC title