IP Library Granted Patent US 11,466,096
Granted Patent B2
US 11,466,096 · App. 16/491,124 · Granted Oct 11, 2022

Antibody conjugates and methods of making and using the same

Inventors: Yun Cheol Kim (Walnut Creek, CA); Chao Bai Huang (San Leandro, CA); Penelope M. Drake (Castro Valley, CA); David Rabuka (Kensington, CA)
Assignee: R.P. Scherer Technologies, LLC
C07K16/30A61K47/60A61K47/6803A61K47/6851A61K49/0002C07K2317/52
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Quick Facts
Patent No.
US 11,466,096
App. No.
16/491,124
Granted
Oct 11, 2022
Kind
B2
Abstract

Antibodies that include a sulfatase motif-containing tag in a constant region of an immunoglobulin (Ig) heavy chain polypeptide are disclosed. The sulfatase motif can be converted by a formylglycine-generating enzyme (FGE) to produce a formylglycine (fGly)-modified Ig heavy chain polypeptide. An fGly-modified Ig heavy chain polypeptide of the antibody can be covalently and site-specifically bound to a moiety of interest to provide an antibody conjugate. The disclosure also encompasses methods of production of such tagged Ig heavy chain polypeptides, fGly-modified Ig heavy chain polypeptides, and antibody conjugates, as well as methods of use of same.

Claims (30)

1. An antibody comprising an immunoglobulin (Ig) heavy chain polypeptide and an Ig light chain polypeptide, wherein:

the Ig heavy chain polypeptide has 97% or more sequence identity to the amino acid sequence set forth in SEQ ID NO:64, and

the Ig heavy chain polypeptide comprises an insertion of a sulfatase motif (LCTPSR (SEQ ID NO: 561)) before the asparagine residue at the 91 st position of the amino acid sequence set forth in SEQ ID NO: 1 thereby producing in the Ig heavy chain polypeptide the amino acid sequence of KPSX 1 Z 1 X 2 Z 2 X 3 Z 3 NTK (SEQ ID NO: 246), wherein X 1 is L, Z 1 is C, X 2 is T, Z 2 is P, X 3 is S, and Z 3 is R.

2. The antibody of claim 1 , wherein Ig heavy chain polypeptide comprises the amino acid sequence of SEQ ID NO: 64.

3. The antibody of claim 1 , wherein, in the Ig heavy chain polypeptide, the cysteine residue in the sulfatase motif (LCTPSR (SEQ ID NO: 561)) is oxidized to fGly.

4. The antibody of claim 3 , wherein, in the Ig heavy chain polypeptide, fGly is covalently bound to a payload.

5. The antibody of claim 4 , wherein the Ig heavy chain polypeptide is covalently bound to the payload via a hydrazone, oxime, semicarbazone, alkyl, alkenyl, acyloxy, hydrazinyl-indolyl, hydrazinyl-imidazoyl, hydrazinyl-pyrrolyl, hydrazinyl-furanyl or a pyrazalinone linkage.

6. The antibody of claim 4 , wherein the Ig heavy chain polypeptide is covalently bound to the payload via a linking group.

7. The antibody of claim 6 , wherein the linking group comprises a 4-aminopiperidine derivative (4AP).

8. The antibody of claim 4 , wherein the payload is selected from a drug, a detectable label, a water-soluble polymer, and a synthetic peptide.

9. The antibody of claim 4 , wherein the payload is a small molecule drug.

10. The antibody of claim 9 , wherein the small molecule drug is a cancer chemotherapeutic agent selected from the group consisting of an alkylating agent, a nitrosourea, an antimetabolite, an antitumor antibiotic, a vinca alkaloid, and a steroid hormone.

11. The antibody of claim 8 , wherein the water-soluble polymer is poly(ethylene glycol).

12. The antibody of claim 8 , wherein the detectable label is an imaging agent.

13. The antibody of claim 4 , wherein the payload is a viral fusion inhibitor.

14. An antibody comprising an immunoglobulin (Ig) heavy chain polypeptide and an Ig light chain polypeptide, wherein:

the Ig heavy chain polypeptide has 97% or more sequence identity to the amino acid sequence set forth in SEQ ID NO: 85, and

the Ig heavy chain polypeptide comprises an insertion of a sulfatase motif (LCTPSR (SEQ ID NO: 561)) before the glutamic acid residue at the 116 th position of the amino acid sequence set forth in SEQ ID NO: 1 thereby producing in the Ig heavy chain polypeptide the amino acid sequence of CPAPX 1 Z 1 X 2 Z 2 X 3 Z 3 E[L/F]L (SEQ ID NO: 268), wherein X 1 is L, Z 1 is C, X 2 is T, Z 2 is P, X 3 is S, and Z 3 is R.

15. The antibody of claim 14 , wherein Ig heavy chain polypeptide comprises the amino acid sequence of SEQ ID NO: 85.

16. The antibody of claim 14 , wherein, in the Ig heavy chain polypeptide, the cysteine residue in the sulfatase motif (LCTPSR (SEQ ID NO: 561)) is oxidized to fGly.

17. The antibody of claim 16 , wherein, in the Ig heavy chain polypeptide, fGly is covalently bound to a payload.

18. The antibody of claim 17 , wherein the Ig heavy chain polypeptide is covalently bound to the payload via a hydrazone, oxime, semicarbazone, alkyl, alkenyl, acyloxy, hydrazinyl-indolyl, hydrazinyl-imidazoyl, hydrazinyl-pyrrolyl, hydrazinyl-furanyl or a pyrazalinone linkage.

19. The antibody of claim 17 , wherein the Ig heavy chain polypeptide is covalently bound to the payload via a linking group.

20. The antibody of claim 19 , wherein the linking group comprises a 4-aminopiperidine derivative (4AP).

21. The antibody of claim 17 , wherein the payload is selected from a drug, a detectable label, a water-soluble polymer, and a synthetic peptide.

22. The antibody of claim 17 , wherein the payload is a small molecule drug.

23. The antibody of claim 22 , wherein the small molecule drug is a cancer chemotherapeutic agent selected from the group consisting of an alkylating agent, a nitrosourea, an antimetabolite, an antitumor antibiotic, a vinca alkaloid, and a steroid hormone.

24. The antibody of claim 21 , wherein the water-soluble polymer is poly(ethylene glycol).

25. The antibody of claim 21 , wherein the detectable label is an imaging agent.

26. The antibody of claim 17 , wherein the payload is a viral fusion inhibitor.

Assignments (2)
SECURITY INTEREST Recorded Dec 19, 2024
From: CATALENT CTS (KANSAS CITY), LLC; REDWOOD BIOSCIENCE, INC.; R.P. SCHERER TECHNOLOGIES, LLC; CATALENT WELLNESS, LLC; CATALENT PHARMA SOLUTIONS, INC.; CATALENT WELLNESS NEW JERSEY, LLC; CATALENT MARYLAND, INC.; CATALENT GREENVILLE, INC.; CATALENT MICRON TECHNOLOGIES, INC.; CATALENT SAN DIEGO, INC.; CATALENT WELLNESS VIRGINIA, LLC; CATALENT USA PACKAGING, LLC; CATALENT PHARMA SOLUTIONS, LLC
To: ARES CAPITAL CORPORATION, AS COLLATERAL AGENT
Reel/Frame 069743/0458 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2020
From: KIM, YUN CHEOL; HUANG, CHAO BAI; DRAKE, PENELOPE M.; RABUKA, DAVID
To: R.P. SCHERER TECHNOLOGIES, LLC
Reel/Frame 051850/0957 →