IP Library Granted Patent US 12,404,508
Granted Patent B2
US 12,404,508 · App. 18/487,302 · Granted Sep 2, 2025

Ketohexokinase (KHK) iRNA compositions and methods of use thereof

Inventors: Leila Noetzli (Boston, MA); James D. McIninch (Burlington, MA); Frederic Tremblay (Boston, MA); Mark K. Schlegel (Boston, MA); Adam Castoreno (Framingham, MA)
Assignee: Alnylam Pharmaceuticals, Inc.
C12N15/1137A61K47/02A61K47/549C12N2310/14C12N2310/314C12N2310/351C12N2310/53
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Quick Facts
Patent No.
US 12,404,508
App. No.
18/487,302
Granted
Sep 2, 2025
Kind
B2
Abstract

The present invention relates to RNAi agents, e.g., dsRNA agents, targeting the ketohexokinase (KHK) gene. The invention also relates to methods of using such RNAi agents to inhibit expression of a KHK gene and to methods of treating or preventing a KHK-associated disorder in a subject.

Claims (45)

1. A method of inhibiting expression of a ketohexokinase (KHK) gene in a cell, the method comprising contacting the cell with a double stranded ribonucleic acid (dsRNA) agent that inhibits expression of ketohexokinase (KHK), or a pharmaceutically acceptable salt thereof,

wherein the dsRNA agent comprises a sense strand and an antisense strand forming a double stranded region,

wherein the nucleotide sequence of the sense strand differs by no more than 4 bases from the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand differs by no more than 4 bases from the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532,

wherein a, g, c and u are 2′-O-methyl (2′-OMe) A, G, C, and U, respectively; Cf and Af are 2′-fluoro (2′-F) C and A, respectively; dC, dA, and dT are 2′-deoxy C, A, and T, respectively; and s is a phosphorothioate linkage, and

wherein the sense strand of the dsRNA agent is conjugated to a ligand, thereby inhibiting expression of the KHK gene in the cell.

2. The method of claim 1 , wherein the cell is within a subject.

3. The method of claim 2 , wherein the subject is a human.

4. The method of claim 1 , wherein the nucleotide sequence of the sense strand comprises the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand comprises the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532.

5. The method of claim 1 , wherein the nucleotide sequence of the sense strand consists of the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand consists of the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532.

6. The method of claim 1 , wherein the ligand is conjugated to the 3′ end of the sense strand of the dsRNA agent.

7. The method of claim 1 , wherein the ligand is an N-acetylgalactosamine (GalNAc) derivative.

8. The method of claim 7 , wherein the ligand is one or more GalNAc derivatives attached through a monovalent, bivalent, or trivalent branched linker.

9. The method of claim 7 , wherein the ligand is

10. The method of claim 9 , wherein the dsRNA agent is conjugated to the ligand as shown in the following schematic

wherein X is O or S.

11. The method of claim 10 , wherein X is O.

12. A method of treating a subject having a ketohexokinase (KHK) associated disorder, comprising administering to the subject a therapeutically effective amount of a double stranded ribonucleic acid (dsRNA) agent that inhibits expression of ketohexokinase (KHK), or a pharmaceutically acceptable salt thereof,

wherein the dsRNA agent comprises a sense strand and an antisense strand forming a double stranded region,

wherein the nucleotide sequence of the sense strand differs by no more than 4 bases from the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand differs by no more than 4 bases from the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532,

wherein a, g, c and u are 2′-O-methyl (2′-OMe) A, G, C, and U, respectively; Cf and Af are 2′-fluoro (2′-F) C and A, respectively; dC, dA, and dT are 2′-deoxy C, A, and T, respectively; and s is a phosphorothioate linkage, and

wherein the 3′-end of the sense strand is conjugated to a ligand as shown in the following schematic

 wherein X is O or S, thereby treating the subject having a KHK associated disorder.

13. The method of claim 12 , wherein the subject is a human.

14. The method of claim 12 , wherein the KHK-associated disorder is a liver disease.

15. The method of claim 14 , wherein the liver disease is selected from the group consisting of non-alcoholic fatty liver disease (NAFLD) and non-alcoholic steatohepatitis (NASH).

16. The method of claim 12 , wherein the KHK-associated disorder is dyslipidemia selected from the group consisting of hyperlipidemia, high LDL cholesterol, low HDL cholesterol, hypertriglyceridemia, postprandial hypertriglyceridemia, adipocyte dysfunction, visceral adipose deposition, obesity, and metabolic syndrome.

17. The method of claim 12 , wherein the KHK-associated disorder is a disorder of glycemic control selected from the group consisting of insulin resistance, type 2 diabetes, and glucose intolerance.

18. The method of claim 12 , wherein the administration of the dsRNA agent to the subject causes a decrease in one or more serum lipid and/or a decrease in KHK protein accumulation.

19. The method of claim 12 , wherein the administration of the dsRNA agent to the subject causes a decrease in fructose metabolism.

20. The method of claim 12 , wherein the dsRNA agent, or a pharmaceutically acceptable salt thereof, is administered to the subject subcutaneously.

21. The method of claim 12 , wherein the nucleotide sequence of the sense strand comprises the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand comprises the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532.

22. The method of claim 12 , wherein the nucleotide sequence of the sense strand consists of the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand consists of the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532.

23. The method of claim 12 , wherein X is O.

24. A method of treating a subject having type 2 diabetes, comprising administering to the subject a therapeutically effective amount of a double stranded ribonucleic acid (dsRNA) agent that inhibits expression of ketohexokinase (KHK), or a pharmaceutically acceptable salt thereof,

wherein the dsRNA agent comprises a sense strand and an antisense strand forming a double stranded region,

wherein the nucleotide sequence of the sense strand differs by no more than 4 bases from the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand differs by no more than 4 bases from the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532,

wherein a, g, c and u are 2′-O-methyl (2′-OMe) A, G, C, and U, respectively; Cf and Af are 2′-fluoro (2′-F) C and A, respectively; dC, dA, and dT are 2′-deoxy C, A, and T, respectively; and s is a phosphorothioate linkage,

and

wherein the 3′-end of the sense strand is conjugated to a ligand as shown in the following schematic

wherein X is O or S, thereby treating the subject having type 2 diabetes.

25. The method of claim 24 , wherein the subject is a human.

26. The method of claim 24 , wherein the dsRNA agent, or a pharmaceutically acceptable salt thereof, is administered to the subject subcutaneously.

27. The method of claim 24 , wherein the nucleotide sequence of the sense strand comprises the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand comprises the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532.

28. The method of claim 24 , wherein the nucleotide sequence of the sense strand consists of the nucleotide sequence 5′-gscsaggaagCfAfCfugagauucgu-3′ of SEQ ID NO: 1420 and the nucleotide sequence of the antisense strand consists of the nucleotide sequence 5′-asdCsgadAudCucagdTgCfuuccugcsasc-3′ of SEQ ID NO:1532.

29. The method of claim 24 , wherein X is O.

Assignments (2)
SECURITY INTEREST Recorded Oct 1, 2025
From: ALNYLAM PHARMACEUTICALS, INC.; SIRNA THERAPEUTICS, INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 072996/0337 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 1, 2023
From: NOETZLI, LEILA; MCININCH, JAMES D.; TREMBLAY, FREDERIC; SCHLEGEL, MARK K.; CASTORENO, ADAM
To: ALNYLAM PHARMACEUTICALS, INC.
Reel/Frame 065421/0621 →