Thyroid Hormone Structure-Activity Relationships: An Unusual Conformation for 3, 5, 3’-Triiodothyropropionic Acid

  • Vivian Cody


Although the major metabolic reactions affecting the thyroid hormone alanine side chain are deamination and decarboxylation, there is a paucity of data concerning the physiological function of these reaction products, in particular the thyropropionic acid metabolites. In man it has been shown that 44% of labeled thyroxine is excreted as thyroacetic acids whose plasma half-times are considerably shorter than those of the parent compounds (1). This is in contrast to the observation that, despite their low hormonal potencies, the acetic acid metabolites are bound at least as strongly to rat liver nuclei and more so to the plasma proteins (2,3). However, at present there is no clear evidence for the formation of thyropropionic acids in human or animal tissues (4). The acid metabolites (formic, acetic, propionic) have been shown to bind more tightly to thyroxine-binding prealbumin and the type I deiodinase enzyme, than does the thyroid hormone thyroxine (T4) (5,6).


Thyroid Hormone Diphenyl Ether Acid Metabolite Iodine Atom Phenolic Ring 
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  1. 1.
    Gershengorn MC, Glinoer D, and Robbins J. In M DeVisscher (ed), The Thyroid Gland, Raven Press, New York, 1980, p 81.Google Scholar
  2. 2.
    Goslings B, Schwartz HL, Dillman W, et al. Endocrinology 98: 666, 1976.PubMedCrossRefGoogle Scholar
  3. 3.
    Snyder SM, Cavalieri RR, Goldfine ID, et al. J Biol Chem 251: 6489, 1976.PubMedGoogle Scholar
  4. 4.
    Nakamura N, Choppra IJ, and Solomon DH. J Clin Endocrinol Metab 46: 91, 1978.PubMedCrossRefGoogle Scholar
  5. 5.
    Andrea TA, Cavalieri RR, Goldfine ID, et al. Biochem 19: 55, 1980.CrossRefGoogle Scholar
  6. 6.
    Kohrle J, Auf’mkolk M, and Hesch RD. 7th Internat Endocrine Cong, Quebec City, July 1984.Google Scholar
  7. 7.
    Mittra I. Experientia 31: 1218, 1975.PubMedCrossRefGoogle Scholar
  8. 8.
    Money WL, Meltzer RI, Feldman D, et al. Endocrinology 64: 123, 1959.PubMedCrossRefGoogle Scholar
  9. 9.
    Stasilli NR, Kroc RL, and Meltzer RI. Endocrinology 64: 62, 1959.PubMedCrossRefGoogle Scholar
  10. 10.
    Goudonnet H, Truehot R, and Michel R. Biochem Pharmacol 24: 1679, 1975.PubMedCrossRefGoogle Scholar
  11. 11.
    Pittman CS and Barker SB. Amer J Physiol 197: 1271, 1959.PubMedGoogle Scholar
  12. 12.
    Cody V, Hazel J, Langs DA, et al. J Med Chem 20: 1628, 1977.PubMedCrossRefGoogle Scholar
  13. 13.
    Cody V. Endocrine Rev 1: 140, 1980.CrossRefGoogle Scholar
  14. 14.
    Cody V. In IJ Chopra (ed), Triiodothyronines in Health and Disease, Springer-Verlag, New York, 1981, p 15.Google Scholar
  15. 15.
    Cody V, Hazel J, and Osawa Y. Acta Crystallog B34: 3407, 1978.CrossRefGoogle Scholar
  16. 16.
    Cody V, Erman M, and DeJarnette E. J Chem Res 5: 126, 1977.Google Scholar
  17. 17.
    Camerman N and Camerman A. Can J Chem 52: 3048, 1974.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 1986

Authors and Affiliations

  • Vivian Cody
    • 1
  1. 1.Molecular Biophysics DepartmentMedical Foundation of BuffaloBuffaloUSA

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