The crystal structure of a major metabolite of thyroid hormone: 3,3′,5′-triiodo-L-thyronine |
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Authors: | Nobuo Okabe Takaji Fujiwara Yuriko Yamagata Ken-Ichi Tomita |
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Institution: | Faculty of Pharmaceutical Sciences, Osaka University, Yamada-oka 1-6, Suita, Osaka, 565 Japan |
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Abstract: | Two independent conformations of the thyroinactive thyroid hormone metabolite, 3,3′,5′-triido-L-thyronine (rT3) were determined by X-ray diffraction methods. The conformations show significant difference in the lettering geometry when compared with those of the thyroactive thyroxine (T4) and 3,5,3′-triido-L-thyronine (T3). The diphenyl ether conformation of the two conformers of rT3 is an anti-skewed one, in which the torsion angels, φ (C5-C4-O4-Cl′) are 8° and ?6°, and φ′ are 86° and 87°. This conformation is in contrast to a twist-skewed one of T4 and T3. The difference in the binding abilities between T4, T3 and rT3 to thyroxine binding carrier proteins in serum or to a nuclear receptor protein may be explained by the characteristics solid-state conformations of these metabolites. |
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Keywords: | Triidothyronine Crystal structure X-ray analysis |
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