Iodothyronine immunogens and antibodies

• US 4,399,121 A
• Filed: 03/29/1982
• Issued: 08/16/1983
• Est. Priority Date: 11/04/1981
• Status: Expired due to Fees

• Current Assignee: Miles Laboratories, Inc. (Bayer AG)
• Original Assignee: Miles Laboratories, Inc. (Bayer AG)
• Inventors: Albarella, James P., Carrico, Robert J., Li, Thomas M.
• Primary Examiner(s): Phillips, Delbert R.
• Application Number:
  US06/363,084
• Time in Patent Office: 505 Days
• Field of Search: 560/40, 560/210, 560/447, 424/177, 424/12, 260/112.5 R
• US Class Current: 530/363
• CPC Class Codes: A61K 49/0433 containing an organic halogenated X-ray contrast-enhancing agent
• CPC Class Codes: G01N 33/78 Thyroid gland hormones , e.g. T3, T4, TBH, TBG or their receptors
• CPC Class Codes: Y10S 530/806 Antigenic peptides or proteins

Abstract

Immunogen conjugates comprising N-aminoalkyl derivatives of iodothyronines, e.g., thyroxine and its lower alkyl esters, coupled to an immunogenic carrier material, and antibodies raised against such immunogen conjugates.

Claims

1. An iodothyronine immunogen conjugate of the formula:

##STR6## wherein Carrier is an immunogenic carrier material, R'"'"' is a bond or a linking group, n is an integer from 2 through 12, p is on the average from 1 through about 50, R is hydrogen or alkyl containing 1-6 carbon atoms, and β

¹ and β

² are, independently, hydrogen or iodine.

2. The conjugate of claim 1 wherein R'"'"' is a bond or a chain comprising between 1 and 20 atoms excluding hydrogen.

3. The conjugate of claim 1 wherein R'"'"' is a 15 bond and the carrier material is coupled through carboxyl groups of the carrier material.

4. The conjugate of claim 1 wherein R'"'"' is a linking group of the formula:

##STR7## wherein m is an integer from 1 through 10 and the carrier material is coupled through amino groups.

5. The conjugate of claim 1 wherein R is hydrogen.

6. The conjugate of claim 1 wherein R is ethyl.

7. The conjugate of claim 5 or 6 wherein n=4.

8. The conjugate of any one of claims 1-4 wherein β

¹ and β

² are both iodine.

17. An antibody prepared against the conjugate of claim 1.

18. An antibody prepared against the conjugate of claim 3.

19. An antibody prepared against the conjugate of claim 4.

20. An antibody prepared against the conjugate of claim 8.

9. An iodothyronine immunogen conjugate of the formula:

##STR8## wherein Carrier (CO)--represents an immunogenic protein or polypeptide carrier material bound through a carboxyl group, n is an integer from 2 through 12, p is on the average from 1 through the number of available carboxyl groups on said carrier material, R is hydrogen or alkyl containing 1-6 carbon atoms, and β

¹ and β

² are, indpendently, hydrogen or iodine.

10. The conjugate of claim 9 wherein R is hydrogen.

11. The conjugate of claim 9 wherein R is alkyl containing 1-6 carbon atoms.

12. The conjugate of claim 11 wherein R is ethyl.

13. The conjugate of any one of claims 9-12 wherein n is 4.

14. The conjugate of any one of claims 9-12 wherein β

¹ and β

² are both iodine.

15. The conjugate of claim 9 wherein p is on the average from 1 through 20.

16. The conjugate of claim 9 wherein said carrier material is an albumin.

21. An antibody prepared against the conjugate of claim 9.

22. An antibody prepared against the conjugate of claim 13.

23. An antibody prepared against the conjugate of claim 14.