# US 11,298,332 B2 · Compositions for therapy and health containing amino acids with bitter taste

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- Number: US 11,298,332 B2
- Document ID: US11298332B2
- Status: Granted
- Kind: B2
- Application number: 16/446,192
- Filed: 2019-06-19
- Published: 2019-12-26
- Granted: 2022-04-12
- Earliest claimed: 2018-06-20
- Assignees: Axcella Health Inc.
- Applicants: Axcella Health Inc.
- Inventors: Thomas Hanlon; Andrew M. Wood
- Web page: https://patentgrep.com/patent/US11298332B2

## CPC

- A61K 9/145: {with organic compounds}
- A61K 31/198: Alpha-amino acids, e.g. alanine or edetic acid [EDTA] (betaine A61K31/205; proline A61K31/401; tryptophan A61K31/405; histidine A61K31/4172; peptides not degraded to individual amino acids A61K38/00)
- A23L 27/33: {containing sugars or derivatives}
- A23L 27/84: {Flavour masking or reducing agents}
- A23L 27/88: {Taste or flavour enhancing agents}
- A23L 29/055: {containing sulfur as heteroatom}
- A23L 29/27: {Xanthan not combined with other microbial gums}
- A23L 33/175: Amino acids
- A61K 31/205: Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
- A61K 31/221: with compounds having an amino group, e.g. acetylcholine, acetylcarnitine
- A61K 31/405: Indole-alkanecarboxylic acids; Derivatives thereof, e.g. tryptophan, indomethacin
- A61K 31/4172: Imidazole-alkanecarboxylic acids, e.g. histidine
- A61K 47/12: Carboxylic acids; Salts or anhydrides thereof
- A61K 47/22: Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
- 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
- A61K 47/36: Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- 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)
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)

## Abstract

This disclosure provides a dry powder formulation of free amino acids with an acceptable and even good taste profile.

## Claims

### Claim 1

A dry blended preparation comprising at least three amino acid entities and an excipient formulation, wherein the dry blended preparation is suitable for oral administration, wherein at least one amino acid entity has a bitter taste and the dry blended preparation has an acceptable taste, wherein the excipient formulation has fewer than eleven (11) ingredients, wherein the amino acid entities are not part of a peptide longer than 20 amino acids long, wherein the bitter tasting amino acid is arginine, valine, leucine, isoleucine, tryptophan, or phenylalanine; and one or both of:
the excipient formulation comprises acesulfame, and acesulfame is present in the dry blended preparation at a level less than 1% (w/w); or
the excipient formulation comprises sucralose, and sucralose is present in the dry blended preparation at a level less than 3.9% (w/w).

### Claim 2 (depends on 1)

The dry blended preparation of claim 1, wherein the at least three amino acid entities comprise:
(i) leucine, isoleucine, valine, lysine, histidine, threonine, and L-ornithine-L-aspartate;
(ii) leucine, isoleucine, valine, acetylcysteine (NAC), and acetyl-L-carnitine (ALCAR);
(iii) leucine, isoleucine, valine, arginine, histidine, and phenylalanine; or
(iv) leucine, isoleucine, valine, and arginine.

### Claim 3 (depends on 1)

The dry blended preparation of claim 1, which is: i) free of lecithin, ii) free of a bitterness masking agent, or iii) free of a rapid onset sweetener.

### Claim 4 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises Xanthan Gum.

### Claim 5 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises a pH modifying agent comprising citric acid.

### Claim 6 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises a single flavor agent comprising an orange citrus flavor.

### Claim 7 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises a vanilla custard aroma flavor agent.

### Claim 8 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises an orange coloring agent (colorant).

### Claim 9 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises a sweetener, a thickening agent, a pH modifying agent, a single flavor agent, an aroma flavor agent, and a coloring agent.

### Claim 10 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient consists of a sweetener, a thickening agent, a pH modifying agent, a single flavor agent, an aroma flavor agent, and a coloring agent.

### Claim 11 (depends on 9)

The dry blended preparation of claim 9, wherein the sweetener is sucralose, wherein the thickening agent is Xanthan Gum, the pH modifying agent is citric acid, the flavor agent is an orange citrus flavor, the aroma flavor agent is vanilla custard, and the coloring agent is orange.

### Claim 12 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises sucralose, Xanthan Gum, citric acid for modifying pH, an orange citrus flavor agent, a vanilla custard aroma flavor agent, and an orange coloring agent.

### Claim 13 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation consists of sucralose, Xanthan Gum, citric acid for modifying pH, an orange citrus flavor agent, a vanilla custard aroma flavor agent, and an orange coloring agent.

### Claim 14 (depends on 9)

The dry blended preparation of claim 9, which is: i) free of lecithin, ii) free of a bitterness masking agent, or iii) free of a rapid onset sweetener.

### Claim 15 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation is less than about 30% of the composition by weight.

### Claim 16 (depends on 1)

The dry blended preparation of claim 1, which comprises at least four amino acid entities.

### Claim 17 (depends on 1)

The dry blended preparation of claim 1, wherein the pH of the composition when dissolved in water is less than or equal to 6.

### Claim 18 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation has fewer than ten (10), nine (9), eight (8), seven (7), six (6), or five (5) ingredients.

### Claim 19 (depends on 1)

The dry blended preparation of claim 1, wherein the taste of the composition is less bitter than the taste of the at least one amino acid entity having a bitter taste.

### Claim 20 (depends on 1)

The dry blended preparation of claim 1, wherein the dry blended preparation comprises less than or equal to 1% water by weight (w/w).

### Claim 21 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises acesulfame, and acesulfame is present in the composition at a level less than 1% (w/w).

### Claim 22 (depends on 1)

The dry blended preparation of claim 1, wherein the excipient formulation comprises sucralose, and sucralose is present in the composition at a level less than 3.9% (w/w).

### Claim 23 (depends on 1)

The dry blended preparation of claim 1, wherein:
the excipient formulation comprises acesulfame, and acesulfame is present in the composition at a level less than 1% (w/w); and
the excipient formulation comprises sucralose, and sucralose is present in the composition at a level less than 3.9% (w/w).

### Claim 24 (depends on 23)

The dry blended preparation of claim 23, wherein the excipient formulation is less than about 20% of the dry blended composition by weight.

### Claim 25 (depends on 1)

The dry blended preparation of claim 1, wherein the dry blended preparation is formulated into a unit dosage of between about 4 g and about 80 g total amino acids.

### Claim 26 (depends on 17)

The dry blended preparation of claim 17, wherein the pH of the dry blended preparation when dissolved in water is from 3 to 4.6.

### Claim 27 (depends on 17)

The dry blended preparation of claim 17, wherein the pH of the dry blended preparation when dissolved in water is from 3.5 to 6.

### Claim 28 (depends on 17)

The dry blended preparation of claim 17, wherein the pH of the dry blended preparation when dissolved in water is from 3 to 5.