A new, major C27 biliary bile acid in the Red-winged tinamou (Rhynchotus rufescens):(25R)-1β,3α,7α-trihydroxy-5β-cholestan-27-oic acid
A new, major C27 biliary bile acid in the Red-winged tinamou (Rhynchotus rufescens):(25R)-1β,3α,7α-trihydroxy-5β-cholestan-27-oic acid
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DOI：
10.1194/jlr.m800521-jlr200
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发表时间：
2009-04-01
影响因子：
6.5
通讯作者：
Hofmann, Alan F.
中科院分区：
文献类型：
--
作者：
Hagey, Lee R.;Kakiyama, Genta;Hofmann, Alan F.
The chemical structures of the three major bile acids present in the gallbladder bile of the Red-winged tinamou (Rhynchotus rufescens), an early evolving, ground-living bird related to ratites, were determined. Bile acids were isolated by preparative reversed-phase HPLC. Two of the compounds were identified as the taurine N-acylamidates of (25R)-3 alpha,7 alpha-dihydroxy-5 beta-cholestan-27-oic acid (constituting 22% of biliary bile acids) and (25R)-3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestan-27-oic acid (constituting 51%). The remaining compound, constituting 21% of biliary bile acids, was an unknown C-27 bile acid. Its structure was elucidated by LC/ESI-MS/MS and NMR and shown to be the taurine conjugate of (25R)-1 beta,3 alpha,7 alpha-trihydroxy-5 beta-cholestan-27-oic acid, a C-27 trihydroxy bile acid not previously reported. Although C-27 bile acids with a 1 beta-hydroxyl group have been identified as trace bile acids in the alligator, this is the first report of a major biliary C-27 bile acid possessing a 1b-hydroxyl group. Hagey, L. R., G. Kakiyama, A. Muto, T. Iida, K. Mushiake, T. Goto, N. Mano, J. Goto, C. A. Oliveira, and A. F. Hofmann. A new, major C-27 biliary bile acid in the Red-winged tinamou (Rhynchotus rufescens):(25R)-1 beta,3 alpha,7 alpha-trihydroxy-5 beta-cholestan-27-oic acid. J. Lipid Res. 2009. 50: 651-657.
