IP Library Granted Patent US 10,005,815
Granted Patent B2
US 10,005,815 · App. 15/166,323 · Granted Jun 26, 2018

Biologically cleavable tetrapeptide linking agents

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Quick Facts
Patent No.
US 10,005,815
App. No.
15/166,323
Granted
Jun 26, 2018
Kind
B2
Abstract

Tetrapeptide linkers for reversibly linking a first compound to a amine-containing second compound are described. Compounds containing the tetrapeptide linkers and methods of using the tetrapeptide linkers are also described.

Claims (21)

1. A tetrapeptide linker comprising the structure represented by:

2. The tetrapeptide linker of claim 1 , wherein the tetrapeptide linker is linked to: (a) a first compound that comprises a targeting group, a steric stabilizer, a polynucleotide, a polymer, a polyamine, an antibody, a drug product, a hapten, a digoxigenin, a vitamin, a biotin, a fluorophore, an antibody, a monoclonal antibody, or an antibody fragment; and (b) a second compound that comprises a targeting group, a steric stabilizer, a polynucleotide, a polymer, a polyamine, an antibody, a drug product, a hapten, a digoxigenin, a vitamin, a biotin, a fluorophore, an antibody, a monoclonal antibody, or an antibody fragment.

3. The tetrapeptide linker of claim 2 , wherein the tetrapeptide linker is linked to the first compound and/or to the second compound via an amide bond.

4. The tetrapeptide linker of claim 2 , wherein the second compound comprises a polyamine.

5. The tetrapeptide linker of claim 2 , wherein the first compound and/or the second compound comprises a targeting group.

6. The tetrapeptide linker of claim 5 , wherein the targeting group comprises a cell receptor ligand.

7. The tetrapeptide linker of claim 2 , wherein the first compound and/or the second compound comprises a drug product.

8. The tetrapeptide linker of claim 2 , wherein the first compound and/or the second compound comprises a steric stabilizer.

9. The tetrapeptide linker of claim 8 , wherein the steric stabilizer is polyethylene glycol (PEG).

10. The tetrapeptide linker of claim 2 , wherein the first compound and/or the second compound comprises a cell receptor ligand having affinity for an integrin.

11. The tetrapeptide linker of claim 10 , wherein the integrin is an αvβ3 integrin.

12. The tetrapeptide linker of claim 10 , wherein the integrin is an αvβ6 integrin.

13. The tetrapeptide linker of claim 10 , wherein the cell receptor ligand having affinity for an integrin comprises an RGD-containing peptide.

14. The tetrapeptide linker of claim 2 , wherein the first compound and/or the second compound comprises an asialoglycoprotein receptor (ASGPr) ligand.

15. The tetrapeptide linker of claim 13 , wherein the asialoglycoprotein receptor (ASGPr) ligand comprises N-acetylgalactosamine.

16. The tetrapeptide linker of claim 2 , wherein the first compound and/or the second compound comprises a polynucleotide.

17. The tetrapeptide linker of claim of claim 15 , wherein the polynucleotide is an RNAi trigger.

18. The tetrapeptide linker of claim 1 , wherein the tetrapeptide linker is linked to an RNAi trigger and to a targeting group.

19. The tetrapeptide linker of claim 18 , wherein the targeting group comprises a cell receptor ligand.

20. The tetrapeptide linker of claim 19 , wherein the cell receptor ligand comprises an asialoglycoprotein receptor (ASGPr) ligand and/or a ligand having affinity for an integrin.

21. A method of inhibiting expression of a gene, the method comprising administering to a subject a composition comprising the tetrapeptide linker of claim 18 .

Assignments (3)
SECURITY INTEREST Recorded Aug 7, 2024
From: ARROWHEAD PHARMACEUTICALS, INC.
To: SIXTH STREETLENDING PARTNERS, AS THE ADMINISTRATIVE AGENT
Reel/Frame 068510/0363 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2016
From: ARROWHEAD MADISON INC.
To: ARROWHEAD PHARMACEUTICALS, INC.
Reel/Frame 039254/0775 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2016
From: BLOKHIN, ANDREI V.; CARLSON, JEFFREY C.
To: ARROWHEAD MADISON INC.
Reel/Frame 039012/0025 →