Intramolecular Effects of Radioiodine Decay in o-Iodophenol, a Model for Radioiodinated Proteins

Victor W. Jiang, Kenneth A. Krohn, Michael J. Welch

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As a model for the chemical effects of the decay of radioiodine in iodinated proteins, [131I-14C]-o-iodophenol has been synthesized and the iodine-131 allowed to decay in aqueous solutions containing various phenolic additives. Reference samples were also studied in which the radioiodine was added as 131I- to [127I-14C]-o-iodophenol. Similar products were observed from hydrolytic deiodination of the o-iodophenol, radiolysis of the molecule by external radiation, and as a result of decay of organically bound iodine-131. A mechanism is proposed in which decay of the iodine in [131I-14C]-o-iodophenol leaves a carbonium ion [C6H4(OH)+] which in solution reacts to form catechol. It is postulated that the other products formed are oxidation products of catechol.

Original languageEnglish (US)
Pages (from-to)6551-6556
Number of pages6
JournalJournal of the American Chemical Society
Issue number22
StatePublished - Oct 1 1975


ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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