PMID: 6975475Aug 1, 1981Paper

23,25-Dihydroxyvitamin D3: a natural precursor in the biosynthesis of 25-hydroxyvitamin D3-26,23-lactone

Proceedings of the National Academy of Sciences of the United States of America
Y TanakaT Eguchi

Abstract

To elucidate the biosynthesis of 25-hydroxyvitamin D3-26,23-lactone, two known metabolites of 25-hydroxyvitamin D3--23,25-dihydroxyvitamin D3 and 25,26-dihydroxyvitamin D3--were incubated individually with kidney homogenate prepared from vitamin D-supplemented chickens, a preparation known to produce the lactone from 25-hydroxyvitamin D3. The 25-hydroxyvitamin D3-26,23-lactone produced in vitro was then separated, purified, identified, and quantitated by consecutive straight-phase and reverse-phase high-performance liquid chromatography. 23,25-Dihydroxyvitamin D3 is a far better substrate for production of 25-hydroxyvitamin D3-26,23-lactone than is 25,26-dihydroxyvitamin D3. Production of lactone is highly selective for the natural 23(S)-hydroxy-23,25-dihydroxyvitamin D3 while both epimers of 25,26-dihydroxyvitamin D3 resulted in small amounts of product comigrating with natural lactone. It appears that 23(S),25-dihydroxyvitamin D3, but not 25,26-dihydroxyvitamin D3, is a natural precursor in the synthesis of 25-hydroxyvitamin D3-26,23-lactone; this result also implies that the configuration of the lactone at C-23 is S.

References

Oct 30, 1979·Biochemistry·J K WichmannN A Jorgensen
Oct 1, 1979·Proceedings of the National Academy of Sciences of the United States of America·Y TanakaH F DeLuca
Jul 14, 1978·Biochemical and Biophysical Research Communications·Y TanakaH K Schnoes
Jul 20, 1971·Biochemistry·J OmdahlH F DeLuca
Nov 1, 1980·Proceedings of the National Academy of Sciences of the United States of America·Y TanakaH F DeLuca
Jul 31, 1980·Biochemical and Biophysical Research Communications·B W HollisP W Lambert

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Citations

May 22, 2001·Archives of Biochemistry and Biophysics·B Endres, H F DeLuca
Jul 1, 1983·Journal of Steroid Biochemistry·N Ikekawa
Nov 1, 1981·Proceedings of the National Academy of Sciences of the United States of America·T EguchiH F Deluca
Oct 15, 2011·Molecular & Cellular Proteomics : MCP·Roman FischerBenedikt M Kessler
Feb 15, 2016·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Carl JenkinsonBrian G Keevil
Oct 1, 1981·Clinical Biochemistry·H F Deluca
Jul 22, 2018·The Journal of Steroid Biochemistry and Molecular Biology·Miyu NishikawaToshiyuki Sakaki

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