# US 10,864,296 B2 · Polypeptide and hyaluronic acid coatings

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,864,296 B2
- Document ID: US10864296B2
- Status: Granted
- Kind: B2
- Application number: 15/646,684
- Filed: 2017-07-11
- Published: 2018-11-08
- Granted: 2020-12-15
- Earliest claimed: 2017-05-02
- Assignees: Institut National De La Sante Et De La Recherche Medicale (Inserm); Universite De Strasbourg; Protip Medical
- Applicants: Institut National De La Sante Et De La Recherche Medicale (Inserm); Université de Strasbourg; Protip Medical
- Inventors: Philippe Lavalle; Pierre Schaaf; Nihal Engin Vrana; Angela Mutschler
- Web page: https://patentgrep.com/patent/US10864296B2

## CPC

- A61L 27/20: Polysaccharides
- A01N 43/16: with oxygen as the ring hetero atom
- A01N 47/44: Guanidine; Derivatives thereof
- A61L 27/22: Polypeptides or derivatives thereof {, e.g. degradation products}
- A61L 27/227: {Other specific proteins or polypeptides not covered by A61L27/222, A61L27/225 or A61L27/24}
- A61L 27/26: Mixtures of macromolecular compounds
- A61L 27/34: Macromolecular materials
- A61L 27/54: Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)}
- A61L 29/085: {Macromolecular materials}
- A61L 31/10: Macromolecular materials
- A61L 31/16: Biologically active materials, e.g. therapeutic substances {(A61L31/047 takes precedence)}
- C08G 69/10: Alpha-amino-carboxylic acids {(polysuccinimides C08G73/1092)}
- C08L 77/04: Polyamides derived from alpha-amino carboxylic acids (C08L77/10 takes precedence)
- C09D 5/14: Paints containing biocides, e.g. fungicides, insecticides or pesticides (C09D5/16 takes precedence)
- C09D 105/08: Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
- C09D 177/04: Polyamides derived from alpha-amino carboxylic acids (C09D177/10 takes precedence)
- A61L 2300/214: Amino acids
- A61L 2300/236: Glycosaminoglycans, e.g. heparin, hyaluronic acid, chondroitin
- A61L 2300/252: Polypeptides, proteins, e.g. glycoproteins, lipoproteins, cytokines
- A61L 2300/406: Antibiotics
- A61L 2300/608: having two or more layers
- A61L 2300/61: containing two or more active agents in different layers
- A61L 2420/02: Methods for coating medical devices
- A61L 2420/08: Coatings comprising two or more layers
- 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)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

A polyelectrolyte coating comprises at least one polycationic layer consisting of at least one polyarginine as herein defined and at least one polyanionic layer consisting of hyaluronic acid. The polyelectrolyte coating has a biocidal activity and the invention thus further refers to the use of said polyelectrolyte coating for producing a device, in particular a bacteriostatic medical device, more particularly an implantable device, comprising said polyelectrolyte coating, and a method for preparing said device and a kit. Also disclosed is a method of preventing a bacterial infection in an individual.

## Claims

### Claim 1

A polyelectrolyte coating having biocidal activity, comprising:
(a) at least one polycationic layer consisting of at least one polyarginine consisting of n repetitive arginine units, wherein n is an integer comprised between 2 and 10 and wherein the individual polyarginine chains are mobile and/or diffuse within the polyelectrolyte coating, and
(b) at least one polyanionic layer consisting of hyaluronic acid;
wherein the polyelectrolyte coating comprises 40 to 200 polycationic layers and 40 to 200 polyanionic layers.

### Claim 2 (depends on 1)

The polyelectrolyte coating according to claim 1, wherein said polyelectrolyte coating comprises 48 to 200 polycationic layers.

### Claim 3 (depends on 1)

The polyelectrolyte coating according to claim 1, wherein said polyelectrolyte coating comprises 48 to 200 polyanionic layers.

### Claim 4 (depends on 1)

The polyelectrolyte coating according to claim 1, wherein the number of the polycationic layers and the number of the polyanionic layers are the same or differ by one layer.

### Claim 5 (depends on 1)

The polyelectrolyte coating according to claim 1, wherein said coating further comprises a pharmaceutical active drug.

### Claim 6 (depends on 1)

The polyelectrolyte coating according to claim 1, wherein said coating is biocompatible.

### Claim 7

A device comprising a polyelectrolyte coating having biocidal activity, wherein said polyelectrolyte coating comprises:
(a) at least one polycationic layer consisting of at least one polyarginine consisting of n repetitive arginine units, wherein n is an integer comprised between 2 and 10 and wherein the individual polyarginine chains are mobile and/or diffuse within the polyelectrolyte coating, and
(b) at least one polyanionic layer consisting of hyaluronic acid;
wherein the polyelectrolyte coating comprises 40 to 200 polycationic layers and 40 to 200 polyanionic layers.

### Claim 8 (depends on 7)

The device of claim 7, wherein the polyelectrolyte coating covers at least a portion of the surface of said device.

### Claim 9 (depends on 7)

The device of claim 7, wherein said device is a medical device.

### Claim 10 (depends on 9)

The device of claim 9, wherein said device is an implantable device.

### Claim 11 (depends on 10)

The implantable device according to claim 10, wherein the implantable device is selected from the group comprising catheters, arteriovenous shunts, breast implants, cardiac and other monitors, cochlear implants, defibrillators, dental implants, maxillofacial implants, middle ear implants, neurostimulators, orthopedic devices, pacemaker and leads, penile implants, prosthetic devices, replacement joints, spinal implants, voice prosthesis, artificial hearts, contact lenses, fracture fixation device, infusion pumps, intracranial pressure device, intraocular lenses, intrauterine devices, joint prosthesis, mechanical heart valves, orthopedic devices, suture materials, urinary stents, vascular assist device, vascular grafts, vascular shunts and vascular stents, and artificial vessels of permanent or transient types.

### Claim 12

A method for preparing a device comprising a polyelectrolyte coating having biocidal activity, the method comprising:
(a) providing a device;
(b1) depositing on the surface of said device
(i) at least one polycationic layer consisting of at least one polyarginine consisting of n repetitive arginine units, wherein n is an integer comprised between 2 and 10, and then
ii) at least one polyanionic layer consisting of hyaluronic acid, or
(b2) depositing on the surface of said device ii) and then i) as defined above, and repeating b1) and/or b2) so that the polyelectrolyte coating comprises 40 to 200 polycationic layers and 40 to 200 polyanionic layers.

### Claim 13 (depends on 12)

The method for preparing a device according to claim 12, further comprising at least one washing after i) and/or ii) of b1) or b2).

### Claim 14 (depends on 13)

The method for preparing a device according to claim 13, further comprising at least one drying after i) and/or ii) of b1) or b2) and/or the at least one washing.

### Claim 15

A method of preventing a bacterial infection in an individual undergoing an implantation of an implantable device comprising:
i) providing an implantable device comprising a polyelectrolyte coating having biocidal activity, wherein said polyelectrolyte coating comprises:
(a) at least one polycationic layer consisting of at least one polyarginine consisting of n repetitive arginine units, wherein n is an integer comprised between 2 and 10 and wherein the individual polyarginine chains are mobile and/or diffuse within the polyelectrolyte coating, and
(b) at least one polyanionic layer consisting of hyaluronic acid,
wherein the polyelectrolyte coating comprises 40 to 200 polycationic layers and 40 to 200 polyanionic layers, and
ii) implanting said implantable device in the individual, wherein said implantable device prevents a bacterial infection.

### Claim 16 (depends on 15)

The method of claim 15, wherein the bacterial infection is a nosocomial infection.

### Claim 17 (depends on 1)

The polyelectrolyte coating according to claim 1, wherein said polyelectrolyte coating comprises 48 to 200 polycationic layers and 48 to 200 polyamomc layers.

### Claim 18 (depends on 7)

The device of claim 7, wherein said device is a bandage.