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

Identifieur interne : 000853 ( PubMed/Corpus ); précédent : 000852; suivant : 000854

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

Auteurs : G A Haslewood ; A R Tammar

Source :

RBID : pubmed:5665889

English descriptors

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.

PubMed: 5665889

Links to Exploration step

pubmed:5665889

Le document en format XML

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<div type="abstract" xml:lang="en">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.</div>
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<RefSource>Biochem J. 1964 Feb;90(2):309-13</RefSource>
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<RefSource>Biochem J. 1952 Jan;50(3):370-8</RefSource>
<PMID Version="1">14915960</PMID>
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<RefSource>Biochem J. 1962 Feb;82:285-90</RefSource>
<PMID Version="1">13873046</PMID>
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<RefSource>J Biochem. 1963 Apr;53:291-4</RefSource>
<PMID Version="1">13964134</PMID>
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<RefSource>Biochem J. 1962 Oct;85:236-42</RefSource>
<PMID Version="1">14012853</PMID>
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<RefSource>Biochem J. 1963 Apr;87:28-31</RefSource>
<PMID Version="1">14015416</PMID>
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<RefSource>Steroids. 1965 May;10:655-62</RefSource>
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