IP Library › Granted Patent US 11,511,000
Granted Patent B2
US 11,511,000 · App. 17/196,274 · Granted Nov 29, 2022

Imaging methods using

Inventors: David Donnelly (Doylestown, PA); David K. Leung (West Windsor, NJ)
Assignee: Bristol-Myers Squibb Company
A61K51/088A61K49/0004C07K16/2818
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Quick Facts
Patent No.
US 11,511,000
App. No.
17/196,274
Granted
Nov 29, 2022
Kind
B2
Abstract

The invention relates to water soluble 18 F-prosthetic groups and the synthesis and use of 18 F-labeled biological molecules containing the 18 F-prosthetic groups for imaging various processes within the body, for detecting the location of molecules associated with disease pathology, and for monitoring disease progression are disclosed.

Claims (22)

1. A method of visualizing a target molecule in a subject, comprising

a. administering to the subject an imaging agent that binds specifically to the target molecule at a dose of about 3-10 mCi (100-333 MBq); and

b. conducting a PET scan of the subject about 30-120 minutes after step (a), wherein the imaging agent comprises a comprises a fibronectin type III domain linked to a radioactive PET tracer by a bifunctional conjugating moiety (BFC) comprising a reactive group that forms a covalent bond with an amine, carboxyl, carbonyl or thiol functional group on the protein.

2. The method of claim 1 , wherein the subject has at least one tumor.

3. The method of claim 2 , wherein the level of the target molecule the at least one tumor of the subject is visualized.

4. The method of claim 3 , for determining whether a subject is likely to respond to a treatment with an immuno-oncology agent.

5. The method of claim 1 , wherein the radioactive PET tracer is 18 F.

6. The method of claim 1 , wherein the BFC is a cyclooctyne comprising a reactive group that forms a covalent bond with an amine, carboxyl, carbonyl or thiol functional group on the protein.

7. The method of claim 6 , wherein the cyclooctyne is selected from the group consisting of dibenzocyclooctyne (DIBO), biarylazacyclooctynone (BARAC), dimethoxyazacyclooctyne (DIMAC) and dibenzocyclooctyne (DBCO).

8. The method of claim 1 , wherein the BFC further comprises a polyethylene glycol (PEG) y spacer arm, wherein y is an integer from 1 to 8.

9. The method of claim 1 , wherein the BFC is DBCO-PEG4-NHS-Ester, DBCO-Sulfo-NHS-Ester, DBCO-PEG4-Acid, DBCO-PEG4-Amine or DBCO-PEG4-Maleimide.

10. The method of claim 9 , wherein the cystein residue is at the C-terminus of the protein.

11. The method of claim 1 , wherein the BFC is covalently linked to a thiol group on a cysteine residue of the protein.

12. The method of claim 1 , wherein the Fn3 domain is a tenth fibronectin type III domain ( 10 Fn3).

13. The method of 4 , wherein the subject is being treated with a therapeutic agent.

14. The method of claim 13 , wherein the therapeutic agent is an immunotherapy agent.

15. The method of claim 14 , wherein the immunotherapy agent is a PD-1 antagonist.

16. The method of claim 15 , wherein the PD-1 antagonist is an anti-PD-1 antibody.

17. The method of claim 16 , wherein the anti-PD-1 antibody is nivolumab or pembrolizumab or atezolizumab.

18. The method claim 13 , wherein the imaging agent is administered to the subject prior to the first administration of the therapeutic agent.

19. The method of claim 13 , wherein the imaging agent is administered to the subject after administration of the first dose of therapeutic agent.

20. The method of claim 13 , wherein the imaging agent is administered to the subject prior to administration of the first dose of therapeutic agent and 1-7 days after administration of the first dose of therapeutic agent.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 23, 2021
From: DONNELLY, DAVID; LEUNG, DAVID K.
To: BRISTOL-MYERS SQUIBB COMPANY
Reel/Frame 056631/0888 →
Continuity (3)
Continuation 16305286
Provisional Application 62344289 · Jun 1, 2016
Related Publication 20210196843A1 · Jul 1, 2021
Cited By (2)
US 12,194,110 US 12,529,165