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. 1981 Nov;78(11):6579–6583. doi: 10.1073/pnas.78.11.6579

Synthesis and determination of configuration of natural 25-hydroxyvitamin D3 26,23-lactone*

Tadashi Eguchi †, Suguru Takatsuto †, Masaji Ishiguro †,‡, Nobuo Ikekawa †, Yoko Tanaka §, Hector F DeLuca §
PMCID: PMC349091  PMID: 16593112

Abstract

The four stereoisomers of 25-hydroxyvitamin D3 26,23-lactone were synthesized by a stereoselective lactonization method. Natural 25-hydroxyvitamin D3 26,23-lactone was produced from 25-hydroxy-[3α-3H]vitamin D3 by in vitro incubation of kidney homogenate prepared from vitamin D-supplemented chickens or was isolated from the serum of rats given 1,25-dihydroxyvitamin D3 and 25-hydroxy-[3α-3H]vitamin D3. The four synthetic isomers and the naturally produced 25-hydroxyvitamin D3 26,23-lactone were subjected to high-performance liquid chromatography in a system capable of separating the four isomers. The natural lactone comigrated with synthetic (23S,25R)-25-hydroxyvitamin D3 26,23-lactone, establishing it as the natural vitamin D3 metabolite.

Keywords: vitamin D metabolite, iodolactonization, phenylselenolactonization

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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