IP Library Granted Patent US 9,119,811
Granted Patent B2
US 9,119,811 · App. 13/977,265 · Granted Sep 1, 2015

Fluorocarbon-linked peptide formulation

Inventors: Carlton Bradley Brown (Santa Cruz la Laguna, GT); Bertrand Victor Gilbert Georges (Stevenage, GB); Jean Francois Thaburet (London, GB)
Assignee: Vaxin UK Limited
A61K39/145A61K39/00A61K39/385A61K47/4833A61K2039/60A61K2039/6093C12N2760/16034C12N2760/16134
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Quick Facts
Patent No.
US 9,119,811
App. No.
13/977,265
Granted
Sep 1, 2015
Kind
B2
Abstract

The invention provides an aqueous acidic formulation suitable for use as in the preparation of a pharmaceutically acceptable fluorocarbon-linked peptide formulation, which aqueous formulation comprises a first fluorocarbon-linked peptide, wherein: the peptide linked to the fluorocarbon is at least 20 amino acid residues long, comprises at least 50% hydrophobic amino acid residues and has an isoelectric point greater than or equal to 7; and the fluorocarbon-linked peptide is present in micelles.

Claims (28)

1. An aqueous acidic formulation for use in the preparation of a pharmaceutically acceptable fluorocarbon-linked peptide formulation, the aqueous acidic formulation comprising a first fluorocarbon-linked peptide, wherein:

the peptide linked to the fluorocarbon is 20 to 50 amino acid residues long, comprises at least 50% hydrophobic amino acid residues and has an isoelectric point greater than or equal to 7, but does not comprise a contiguous sequence of 20 amino acid residues comprising more than 80% hydrophobic amino acid residues; and

(ii) the fluorocarbon-linked peptide is present in micelles.

2. The aqueous acidic formulation according to claim 1 , further comprising acetic acid.

3. The aqueous acidic formulation according to claim 1 , further comprising one or more fluorocarbon-linked peptides that:

(i) are 20 to 50 amino acid residues long;

(ii) comprise at least 50% hydrophobic amino acid residues; and/or

(iii) have an isoelectric point greater than or equal to 7; and/or

the first fluorocarbon-linked peptide and/or one or more of the further fluorocarbon-linked peptides comprises a peptide that:

(iv) comprises a positively charged amino acid in the last 15 contiguous amino acids distal to the fluorocarbon; and/or

(v) does not comprise a contiguous sequence of 20 amino acid residues comprising more than 80% hydrophobic amino acid residues.

4. A The aqueous acidic formulation according to claim 1 , wherein the formulation does not comprise a fluorocarbon-linked peptide in which the peptide linked to the fluorocarbon:

(i) has an isoelectric point of less than 7; and/or

(ii) does not comprise a positively charged amino acid in the last 15 contiguous amino acids distal to the fluorocarbon.

5. A The aqueous acidic formulation according to claim 1 , wherein the peptide linked to the fluorocarbon is an immunogenic peptide derived from a pathogen, autologous protein or tumor cell.

6. A method for obtaining a pharmaceutically acceptable fluorocarbon-linked peptide formulation, said method comprising:

(i) solubilising a fluorocarbon-linked peptide in acetic acid;

(ii) filter-sterilising the solubilised fluorocarbon-linked peptide; and

(iii) drying the filter-sterilised fluorocarbon-linked peptide.

7. The method according to claim 6 , wherein the peptide linked to the fluorocarbon is at least 20 amino acid residues long and comprises at least 50% hydrophobic amino acid residues and has an isoelectric point greater than or equal to 7.

8. The method according to claim 6 , wherein:

(i) a mixture of the fluorocarbon-linked peptide and one or more further fluorocarbon-linked peptides are solubilised in acetic acid; and/or

(ii) the method further comprises blending the solubilised fluorocarbon-linked peptide with one or more further solubilised fluorocarbon-linked peptides.

9. The method according to claim 6 , wherein the peptide linked to the fluorocarbon is an immunogenic peptide derived from a pathogen, autologous protein or tumor cell.

10. The aqueous acidic formulation according to claim 1 , wherein the formulation has a pH of 5 or less.

11. The aqueous acidic formulation according to claim 1 further comprising one or more additional fluorocarbon-linked peptides present in micelles with a diameter of less than 0.22 μm.

12. The aqueous acidic formulation according to claim 1 , wherein at least 80% of the fluorocarbon-linked peptide micelles have a diameter of less than 100 nm.

13. The aqueous acidic formulation according to claim 1 , wherein the aqueous acidic formulation comprises six fluorocarbon-linked peptides, wherein each of the peptides have the sequences set out in SEQ ID NOs: 1 to 6 and wherein the aqueous acidic formulation comprises no other fluorocarbon-linked peptides.

Assignments (3)
CHANGE OF NAME Recorded Nov 10, 2015
From: VAXIN UK LIMITED
To: ALTIMMUNE UK LIMITED
Reel/Frame 037083/0588 →
CHANGE OF NAME Recorded Jul 16, 2015
From: IMMUNE TARGETING SYSTEMS (ITS) LIMITED
To: VAXIN UK LIMITED
Reel/Frame 036125/0905 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2013
From: BROWN, CARLTON BRADLEY; GEORGES, BERTRAND VICTOR GILBERT; THABURET, JEAN FRANCOIS
To: IMMUNE TARGETING SYSTEMS (ITS) LTD.
Reel/Frame 031133/0346 →
Priority Claims (1)
GB 1022147.1 · Dec 31, 2010 · national
Continuity (1)
Related Publication 20130330382A1 · Dec 12, 2013