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Journal of Lipid Research, Vol 35, 620-624, Copyright © 1994 by Lipid Research, Inc.


ARTICLES

Identification of (24E)-3 alpha,7 alpha-dihydroxy-5 beta-cholest-24- enoic acid and (24R,25S)-3 alpha,7 alpha,24-trihydroxy-5 beta- cholestanoic acid as intermediates in the conversion of 3 alpha,7 alpha- dihydroxy-5 beta-cholestanoic acid to chenodeoxycholic acid in rat liver homogenates

M Une, A Inoue, T Kurosawa, M Tohma and T Hoshita
Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine, Japan.

Studies of chemical structure of the intermediates in the biosynthetic sequence between 3 alpha,7 alpha-dihydroxy-5 beta-cholestanoic acid (DHCA) and chenodeoxycholic acid have been undertaken. Radiolabeled DHCA was incubated with a rat liver preparation. The reaction products were converted to the p-bromophenacyl esters, and analyzed by reversed- phase high performance liquid chromatography. Under the conditions used, the radioactivity was found in (24E)-3 alpha,7 alpha-dihydroxy-5 beta-cholest-24-enoic acid (31%) and (24R,25S)-3 alpha,7 alpha,24- trihydroxy-5 beta-cholestanoic acid (7%) along with the starting material (62%). Neither the 24Z isomer of the alpha,beta-unsaturated bile acid nor the other three isomers of the beta-hydroxy bile acid were detected. The findings support the proposed pathway for the side chain cleavage in chenodeoxycholic acid biosynthesis, which is thought to be identical to that of cholic acid biosynthesis.
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T. Nishimaki-Mogami, M. Une, T. Fujino, Y. Sato, N. Tamehiro, Y. Kawahara, K. Shudo, and K. Inoue
Identification of intermediates in the bile acid synthetic pathway as ligands for the farnesoid X receptor
J. Lipid Res., August 1, 2004; 45(8): 1538 - 1545.
[Abstract] [Full Text] [PDF]


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J BiochemHome page
M. Une, Y. Iguchi, T. Sakamoto, T. Tomita, Y. Suzuki, M. Morita, and T. Imanaka
ATP-Dependent Transport of Bile Acid Intermediates across Rat Liver Peroxisomal Membranes
J. Biochem., August 1, 2003; 134(2): 225 - 230.
[Abstract] [Full Text] [PDF]




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Copyright © 1994 by the American Society for Biochemistry and Molecular Biology.