Iodination of docosahexaenoic acid by lactoperoxidase and thyroid gland in vitro: Formation of an lodolactone

J. M. Boeynaems, J. T. Watson, J. A. Oates, W. C. Hubbard

Research output: Contribution to journalArticle

Abstract

In the presence of iodide, hydrogen peroxide and lactoperoxidase, docosahexaenoic acid (22:6ω3) was converted into iodinated compounds. The major product was identified as 5-iodo-4-hydroxy-7, 10,13,16,19-docosapentaenoic acid, γ-lactone, on the basis of125I incorporation, mass spectrometry, chemical modifications and proton nuclear magnetic resonance spectroscopy. Iodolactonization of docosahexaenoic acid occurred in the rat thyroid in vitro and was inhibited by the peroxidase inhibitor methimazole. These data indicate that formation of an idolactone constitutes one pathway of docosahexaenoic acid metabolism which could be expressed in tissues containing an iodide peroxidase.

Original languageEnglish (US)
Pages (from-to)323-327
Number of pages5
JournalLipids
Volume16
Issue number5
DOIs
StatePublished - May 1981

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Cell Biology

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