Identification of a novel bile acid in swans, tree ducks, and geese:: 3α, 7α, 15α-trihydroxy-5β-cholan-24-oic acid
Identification of a novel bile acid in swans, tree ducks, and geese:: 3α, 7α, 15α-trihydroxy-5β-cholan-24-oic acid
复制标题
DOI：
10.1194/jlr.m600149-jlr200
复制
发表时间：
2006-07-01
影响因子：
6.5
通讯作者：
Hofmann, Alan F.
中科院分区：
文献类型：
--
作者：
Kakiyama, Genta;Iida, Takashi;Hofmann, Alan F.
通过HPLC，发现黑颈天鹅Cygnus melanocoryphus的胆汁中存在保留时间与牛磺胆酸盐不同的牛磺酸结合胆汁酸。分离出胆汁酸，并通过 H-1 和 C-13 NMR 和质谱确定其结构是 3α、7α、15α-三羟基-5β-胆烷-24-油酸的牛磺酸 N-酰基酰胺化物。该化合物具有与我们之前从熊去氧胆酸合成的真正的 3 α、7 α、15 α-三羟基-5 β-胆烷-24-油酸的牛磺酸缀合物相同的色谱和光谱特性。通过HPLC，发现3α、7α、15α-三羟基-5β-cholan-24-oic酸的牛磺酸缀合物存在于Dendrocygninae亚科（树鸭）的6个物种中的6个中以及Anserinae亚科（天鹅和鹅）的13个物种中的10个中存在，但在鸭科的其他亚科中不存在。它也不存在于雁形目其他两个科的物种中。 3 α、7 α、15 α-三羟基-5 β-cholan-24-oic 酸是一种新的初级胆汁酸，存在于天鹅、树鸭和鹅的胆汁胆汁酸中，可称为 15 α-羟基-鹅去氧胆酸。
By HPLC, a taurine-conjugated bile acid with a retention time different from that of taurocholate was found to be present in the bile of the black-necked swan, Cygnus melanocoryphus. The bile acid was isolated and its structure, established by H-1 and C-13 NMR and mass spectrometry, was that of the taurine N-acyl amidate of 3 alpha, 7 alpha, 15 alpha-trihydroxy-5 beta-cholan-24-oic acid. The compound was shown to have chromatographic and spectroscopic properties that were identical to those of the taurine conjugate of authentic 3 alpha, 7 alpha, 15 alpha-trihydroxy-5 beta-cholan-24-oic acid, previously synthesized by us from ursodeoxycholic acid. By HPLC, the taurine conjugate of 3 alpha, 7 alpha, 15 alpha-trihydroxy-5 beta-cholan-24-oic acid was found to be present in 6 of 6 species in the subfamily Dendrocygninae (tree ducks) and in 10 of 13 species in the subfamily Anserinae (swans and geese) but not in other subfamilies in the Anatidae family. It was also not present in species from the other two families of the order Anseriformes. 3 alpha, 7 alpha, 15 alpha-Trihydroxy-5 beta-cholan-24-oic acid is a new primary bile acid that is present in the biliary bile acids of swans, tree ducks, and geese and may be termed 15 alpha-hydroxy-chenodeoxycholic acid.