# US 11,304,433 B2 · Sweetener composition and methods of making it

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- Number: US 11,304,433 B2
- Document ID: US11304433B2
- Status: Granted
- Kind: B2
- Application number: 16/637,443
- Filed: 2018-08-08
- Published: 2020-08-06
- Granted: 2022-04-19
- Earliest claimed: 2017-08-08
- Assignees: Ebio Nutritional Sciences LLC
- Applicants: eBIO NUTRITIONAL SCIENCES LLC
- Inventors: Carl R. Sahi; John M. Polidoro; Mark Ennis Ketner; Dakshinamurthy Devanga Chinta
- Web page: https://patentgrep.com/patent/US11304433B2

## CPC

- A23L 27/36: {Terpene glycosides}
- A23L 2/52: Adding ingredients (adding preservatives A23B70/10)
- A23L 2/56: Flavouring or bittering agents (sweeteners A23L2/60)
- A23L 2/60: Sweeteners
- A23L 27/30: Artificial sweetening agents
- A23L 29/04: {Fatty acids or derivatives}
- A61K 47/26: Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)

## Abstract

A sweetener composition includes a plurality of assembled particles including natural, non-nutritive sweetener molecules and organic scaffold particles. The natural, non-nutritive sweetener molecules include hydrophilic moieties and hydrophobic moieties, the organic scaffold particles include at least one compositional component including a C6-C10 medium chain glyceride, and the C6-C10 medium chain glyceride includes at least 20 wt % of the total lipid content of the composition. Methods of making the sweetener composition are also described.

## Claims

### Claim 1

A sweetener composition comprising a plurality of assembled particles comprising natural, non-nutritive sweetener molecules and organic scaffold particles, wherein
the natural, non-nutritive sweetener molecules comprise hydrophilic moieties and hydrophobic moieties,
the organic scaffold particles comprise at least one compositional component comprising a C6-C10 medium chain glyceride, and
the composition comprises a total lipid content, and the C6-C10 medium chain glyceride comprises at least 20 wt % of the total lipid content.

### Claim 2 (depends on 1)

The sweetener composition according to claim 1, wherein the natural, non-nutritive sweetener molecules comprise stevioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudioside E, rebaudioside M, dulcoside, rubusoside, monk fruit extracts, mogrosides, neohesperidin dihydrochalcone or a combination thereof.

### Claim 3 (depends on 1)

The sweetener composition according to claim 1, wherein
the hydrophobic moieties of the natural, non-nutritive sweetener molecules are aligned inward towards a hydrophobic region of the at least one compositional component of the organic scaffold particles, and
the hydrophilic moieties of the natural, non-nutritive sweetener molecules are aligned outward from the organic scaffold particles.

### Claim 4 (depends on 1)

The sweetener composition according to claim 1, wherein the organic scaffold particles further comprise: unsaturated or saturated plant or animal-based fats, oils, fatty acids or butters; waxes, amino acids, peptides; oligopeptides; proteins; protein hydrolysates; carbohydrates; polysaccharides; alginates; natural or synthetic polymers; coconut oil extracts; glycerol monostearate; edible essential oils; flavor-based oils, omega 3 oil; omega 6 oil; omega 9 oil; fish oils; krill oils; short chain oils, long chain oils, monoglycerides, diglycerides, or triglycerides; or any combination thereof.

### Claim 5 (depends on 1)

The sweetener composition according to claim 1, wherein the C6-C10 medium chain glyceride comprises at least one of a caproic, caprylic, or capric medium chain triglyceride.

### Claim 6 (depends on 1)

The sweetener composition according to claim 1, wherein organic scaffold particles further comprise at least one additional compositional component, and the C6-C10 medium chain glyceride is applied to the at least one additional compositional component as a coating.

### Claim 7 (depends on 1)

The sweetener composition according to claim 1, wherein the at least one compositional component comprises a matrix and the natural, non-nutritive sweetener molecules are at least partially physically entrapped within the matrix.

### Claim 8 (depends on 1)

The sweetener composition according to claim 1, further comprising one or more additional additives, wherein the one or more additional additives comprises a surfactant, a stabilizer, an emulsifier, a hydrocolloidal material, a ripening inhibitor, carbonation, a weighting agent, an excipient, a flavoring agent, a coloring agent, a preservative, a masking agent, a texture enhancer, or a combination thereof.

### Claim 9 (depends on 1)

The sweetener composition according to claim 1, wherein the composition is in a form of an emulsion or a suspension.

### Claim 10 (depends on 9)

The sweetener composition according to claim 9, wherein the natural, non-nutritive sweetener molecules are a surfactant for the emulsion or for the suspension.

### Claim 11 (depends on 1)

The sweetener composition according to claim 1, wherein each of the assembled particles comprise a hydrophilic outer shell.

### Claim 12 (depends on 1)

The sweetener composition according to claim 1, wherein the composition is in a form of a liquid, solid or dry powder.

### Claim 13 (depends on 1)

The sweetener composition according to claim 1, wherein:
the natural, non-nutritive sweetener molecules comprise rebaudioside A;
the C6-C10 medium chain glyceride is a C8 medium chain triglyceride;
the organic scaffold particles are generally spherical in shape and have a particle size of from about 1 nm to about 1 μm; and
the sweetener composition is in a form of an emulsion.

### Claim 14 (depends on 1)

A food, nutritional or pharmaceutical product comprising the sweetener composition according to claim 1.

### Claim 15 (depends on 14)

The food, nutritional or pharmaceutical product according to claim 14, wherein the product comprises a beverage, a baked good, a sauce, a dairy product, a protein shake, a protein bar, a chocolate product, a canned, frozen or processed food, a confection, a candy, a cereal, a functional food, a vitamin or nutritional supplement, an orally administered chewable, a lozenge, a thin film or drinkable pharmaceutical, a concentrated or dried product that may be reconstituted into one of the foregoing products, or a product that may be consumed in a concentrated or solid form.

### Claim 16 (depends on 1)

The sweetener composition according to claim 1, wherein the composition minimizes activation of bitter receptors in an oral cavity when consumed and provides responsive activation of sweet receptors in the oral cavity.

### Claim 17 (depends on 1)

The sweetener composition according to claim 1, wherein the composition provides a more commercially acceptable organoleptic taste profile as compared to a substantially identical sweetener composition comprising the same natural, non-nutritive sweetener molecules but that does not include at least 20 wt % of the total lipid content of the C6-C10 medium chain glyceride.

### Claim 18 (depends on 1)

The sweetener composition according to claim 1, wherein the C6-C10 medium chain glyceride comprises from 20 wt % to 100 wt % of the total lipid content.

### Claim 19

A method for forming a sweetener composition, the sweetener composition comprising a plurality of assembled particles comprising natural, non-nutritive sweetener molecules comprising hydrophilic moieties and hydrophobic moieties and organic scaffold particles comprising at least one compositional component comprising a C6-C10 medium chain glyceride, the method comprising:
preparing an aqueous solution of the natural, non-nutritive sweetener molecules; and
combining the solution with the at least one compositional component such that the hydrophobic moieties of the natural, non-nutritive sweetener molecules align inward towards a hydrophobic region of the at least one compositional component and the hydrophilic moieties of the natural, non-nutritive sweetener molecules align outward from the at least one compositional component,
wherein the composition comprises a total lipid content, and the C6-C10 medium chain glyceride comprises at least 20 wt % of the total lipid content.

### Claim 20 (depends on 19)

The method according to claim 19, wherein the at least one compositional component is combined with the solution with a high shear homogenizer to form the plurality of assembled particles.

### Claim 21 (depends on 19)

The method according to claim 19, further comprising adding an additional solvent to the aqueous solution during the step of preparing the aqueous solution, and wherein the method further comprises removing the additional solvent after the step of combining the solution with the at least one compositional component.

### Claim 22 (depends on 21)

The method according to claim 21, wherein the additional solvent comprises a polar organic solvent, ethyl alcohol, or carbon dioxide.

### Claim 23 (depends on 1)

The composition according to claim 1, wherein the organic scaffold particles consist of one compositional component consisting of a C6-C10 medium chain glyceride, wherein the composition does not comprise a lipid other than the C6-C10 medium chain glyceride.
