The Synthesis of ¹³C₉-¹⁵N-Labeled 3,5-Diiodothyronine and Thyroxine

Abstract

Thyroid hormones undergo extensive metabolism to regulate hormone activity. A labeled thyroid hormone would be useful to track hormone metabolism through various pathways. While radiolabeled thyroid hormones have been synthesized and used for in vivo studies, a stable isotope labeled form of thyroid hormone is required for studying thyroid hormone metabolism by LC-MS/MS, an analytical technique that has certain advantages without the complications of radioactivity. Here we report the synthesis of ¹³C₉-¹⁵N-T₂ and ¹³C₉-¹⁵N-T₄, two labeled thyroid hormone derivatives suitable for in vivo LC-MS/MS studies.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.

GRAPHICAL ABSTRACT

Keywords:

• ¹³C₉-¹⁵N-T₂
• ¹³C₉-¹⁵N-T₄
• thyroid hormone
• thyroxine

View correction statement:

Erratum

ACKNOWLEDGMENT

This work was supported by a grant from the National Institutes of Health (DK-52798, T. S. S.).