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Direct enantiomer separation of thyroxine in pharmaceuticals using crown ether type chiral stationary phase

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Abstract

Thyroxine is the tyrosine based hormone produced by the thyroid gland, containing a chiral center in its molecular structure. Synthetic thyroxine is commercially available to treat thyroid dysfunctions, but only a few direct analytical methods to determine its optical purity have been reported. This study attempted to find an optimized liquid chromatographic condition for direct enantiomer separation on crown ether type chiral stationary phase. Among various mobile phases tested, 100% methanol solution containing 10 mM H2SO4 was found to be most appropriate. This chromatographic method was validated and applied to measure the optical purity of six different L-thyroxine products from three domestic pharmaceutical companies and four commercially available D- and L-thyroxine reagents. The chromatographic results showed that every pharmaceutical product had quite high optical purity of above 97% (all but one were higher than 99%) while two of four thyroxine reagents demonstrated relatively higher enantiomer impurity (5–6%).

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Authors and Affiliations

  1. College of Pharmacy, Chosun University, Gwangju, 501-759, Korea

    So Hee Jeon, Minhee Kim & Wonjae Lee

  2. College of Pharmacy, Dongguk University, Seoul, 100-715, Korea

    Hyo-Kyung Han

Authors
  1. So Hee Jeon
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  2. Minhee Kim
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  3. Hyo-Kyung Han
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  4. Wonjae Lee
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Correspondence to Wonjae Lee.

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Jeon, S.H., Kim, M., Han, HK. et al. Direct enantiomer separation of thyroxine in pharmaceuticals using crown ether type chiral stationary phase. Arch. Pharm. Res. 33, 1419–1423 (2010). https://doi.org/10.1007/s12272-010-0916-8

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  • DOI: https://doi.org/10.1007/s12272-010-0916-8

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