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胆汁盐的比较研究。鲟鱼(鲟科)和匙吻鲟的胆汁盐:5β-塞浦路醇的一种新的部分合成。

Comparative studies of bile salts. Bile salts of sturgeons (Acipenseridae) and of the paddlefish Polyodon spathula: a new partial synthesis of 5 beta-cyprinol.

作者信息

Haslewood G A, Tammar A R

出版信息

Biochem J. 1968 Jun;108(2):263-8. doi: 10.1042/bj1080263.

DOI:10.1042/bj1080263
PMID:5665889
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1198802/
Abstract
  1. Bile salts of the sturgeons Acipenser guldenstaedti Brandt, Acipenser stellatus Pall and Huso huso L. and of the paddlefish Polyodon spathula Walbaum are shown to be closely similar, consisting mainly of taurocholate with minor amounts of tauroallocholate and the monosulphates of bile alcohols. The bile alcohols, comprising less than 10% of the bile salts, are mixtures with high proportions of substances resembling C(27) tetrols and of C(27) pentols, including 5beta-cyprinol and (probably) 5alpha-cyprinol. 2. 5beta-Cyprinol (3alpha,7alpha,12alpha,26,27-pentahydroxy-5beta-cholestane) was made from cholic acid via 3alpha,7alpha,12alpha-triacetoxy-5beta-cholan-24-ol in an overall yield of about 0.8%. 3. The chemical nature of chondrostean bile salts agrees with the systematic position of the fishes and suggests further correspondence between evolution at the morphological and molecular levels.
摘要
  1. 已表明,俄罗斯鲟(Acipenser guldenstaedti Brandt)、小体鲟(Acipenser stellatus Pall)、欧洲鳇(Huso huso L.)以及匙吻鲟(Polyodon spathula Walbaum)的胆汁盐极为相似,主要由牛磺胆酸盐组成,还含有少量牛磺别胆酸盐和胆汁醇单硫酸盐。胆汁醇在胆汁盐中的占比不到10%,是高比例类似C(27)四醇和C(27)戊醇的物质的混合物,包括5β-鲤醇和(可能的)5α-鲤醇。2. 5β-鲤醇(3α,7α,12α,26,27-五羟基-5β-胆甾烷)由胆酸经3α,7α,12α-三乙酰氧基-5β-胆烷-24-醇制得,总产率约为0.8%。3. 软骨硬鳞鱼胆汁盐的化学性质与鱼类的系统位置相符,并表明在形态学和分子水平上的进化之间存在进一步的对应关系。

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本文引用的文献

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Stero-bile acids and bile sterols. XLIX. Synthesis of 3alpha, 7alpha, 12alpha, 26, 27-pentahydroxycoprostane.甾体胆汁酸和胆汁甾醇。XLIX. 3α, 7α, 12α, 26, 27-五羟基粪甾烷的合成。
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Biochem J. 1962 Feb;82(2):285-90. doi: 10.1042/bj0820285.
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