# US 11,896,642 B2 · Bioconjugates with chemically modified backbones

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- Number: US 11,896,642 B2
- Document ID: US11896642B2
- Status: Granted
- Kind: B2
- Application number: 16/629,183
- Filed: 2018-07-09
- Published: 2021-09-23
- Granted: 2024-02-13
- Earliest claimed: 2017-07-07
- Assignees: Symic Holdings, Inc.
- Applicants: Symic Holdings, Inc.
- Inventors: John Eric Paderi; Glenn Prestwich; Katherine Allison Stuart; Harsha Kabra; Elvis Ikwa
- Web page: https://patentgrep.com/patent/US11896642B2

## CPC

- A61K 38/16: Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof {(enzyme inhibitors A61K38/005)}
- A61P 1/16: for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
- A61K 38/08: Peptides having 5 to 11 amino acids {(A61K38/043 - A61K38/046 take precedence)}
- A61K 38/10: Peptides having 12 to 20 amino acids {(A61K38/043 - A61K38/046 take precedence)}
- A61K 47/61: the organic macromolecular compound being a polysaccharide or a derivative thereof
- A61K 47/64: Drug-peptide, drug-protein or drug-polyamino acid conjugates, i.e. the modifying agent being a peptide, protein or polyamino acid which is covalently bonded or complexed to a therapeutically active agent (peptidic linkers A61K47/65)
- A61L 27/18: obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- A61L 27/54: Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)}
- A61L 2400/06: Flowable or injectable implant compositions
- 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)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)

## Abstract

Provided herein are synthetic bioconjugates comprising collagen-binding peptides covalently bound to chemically modified glycan backbones, compositions containing the same, and uses thereof.

## Claims

### Claim 1

A bioconjugate comprising at least one peptide(s), wherein the at least one peptide(s) comprises a collagen-binding unit covalently bonded to a chemically sulfated hyaluronic acid,
wherein the chemically sulfated hyaluronic acid has a molecular weight greater than about 150 kDa,
wherein the chemically sulfated hyaluronic acid comprises from 15 to 30 percent (%) functionalization with peptides,
wherein the chemically sulfated hyaluronic acid has been chemically sulfated to a degree of sulfation of from about 2.0 to about 3.0, and
wherein the at least one peptide(s) comprises the amino acid sequence of SEQ ID NO: 17.

### Claim 2 (depends on 1)

The bioconjugate of claim 1, wherein the chemically sulfated hyaluronic acid has a molecular weight of from about 150 to about 750 kDa.

### Claim 3 (depends on 1)

The bioconjugate of claim 1, wherein the chemically sulfated hyaluronic acid has a molecular weight of from about 200 to about 400 kDa.

### Claim 4 (depends on 1)

The bioconjugate of claim 1, wherein the collagen-binding unit of the peptide(s) bind to collagen with a dissociation constant (Kd) of less than about 1 mM.

### Claim 5 (depends on 1)

The bioconjugate of claim 1, wherein the peptide(s) comprise up to about 120 amino acids.

### Claim 6 (depends on 1)

The bioconjugate of claim 1, wherein the chemically sulfated hyaluronic acid does not contain oxidatively cleaved saccharide units.

### Claim 7 (depends on 1)

A composition comprising the bioconjugate of claim 1, wherein the average number of peptide(s) per chemically sulfated hyaluronic acid is from about 50 to about 150.

### Claim 8 (depends on 1)

A composition comprising the bioconjugate of claim 1, wherein the average number of peptide(s) per chemically sulfated hyaluronic acid is about 100.