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Simple synthesis of (3,5-/sup 125/I)diiodo-L-thyronine and of (3,5-/sup 125/I)L-thyroxine of high specific activity

Journal Article · · Endocrinology; (United States)
OSTI ID:5335082

The customary methods for labeling T/sub 4/ and its analogs, iodination or exchange-labeling, are not applicable to those iodothyronines whose iodine atoms are exclusively in the nonphenolic ring. Therefore, (3,5-/sup 125/I)diiodo-L-thyronine had to be synthesized by a different method. This synthesis involves the coupling of (/sup 125/I)diiodo-L-tyrosine with 4-hydroxy-3,5-diiodophenylpyruvic acid to form L-thyroxine labeled in the nonphenolic ring, followed by removal of the two unlabeled iodine atoms in the phenolic ring. High specific activity, limited only by that of the (/sup 125/I)diiodo-L-tyrosine used as starting material, can be achieved. Radioactivity yields are approximately 36% in the coupling reaction and approximately 86% in the deiodination reaction, amounting to an overall yield of greater than 30%. L-Thyroxine and 3,5-diiodo-L-thyronine were purified by ion-exchange chromatography. Their radiochemical purity was checked by radiochromatography.

Research Organization:
National Inst. of Health, Bethesda, MD
OSTI ID:
5335082
Journal Information:
Endocrinology; (United States), Journal Name: Endocrinology; (United States) Vol. 101:4; ISSN ENDOA
Country of Publication:
United States
Language:
English