Literature DB >> 10705475

Structure and stereochemistry of the higher bile acid isolated from turtle bile: (22S,25R)-3 alpha,12 alpha,15 alpha,22-tetrahydroxy-5 beta-cholestan-26-oic acid.

T Kuramoto1, Y Kameyama, M Kaneda, M Shiro, T Hoshita, M Une.   

Abstract

The structure and stereochemistry of the higher bile acid, tetrahydroxyisosterocholanic acid (TISA), which was previously isolated from the bile of Amyda japonica (turtle) and proposed as a tetrahydroxyisosterocholanic acid, have been established as (22S,25R)-3 alpha,12 alpha,15 alpha,22-tetrahydroxy-5 beta-cholestan-26-oic acid by X-ray crystallographic analysis of its ethyl ester.

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Year:  2000        PMID: 10705475     DOI: 10.1248/cpb.48.53

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN: 0009-2363            Impact factor:   1.645


  4 in total

1.  Improved chemical synthesis, X-ray crystallographic analysis, and NMR characterization of (22R)-/(22S)-hydroxy epimers of bile acids.

Authors:  Kaoru Omura; Ayumi Ohsaki; Biao Zhou; Manaka Kushida; Takashi Mitsuma; Akiko Kobayashi; Lee R Hagey; Alan F Hofmann; Takashi Iida
Journal:  Lipids       Date:  2014-10-16       Impact factor: 1.880

Review 2.  Structure and origin of bile acids: an overview.

Authors:  K Kuhajda; J Kandrac; S Kevresan; M Mikov; J P Fawcett
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2006 Jul-Sep       Impact factor: 2.441

3.  Chemical Synthesis of the Epimeric (23R)- and (23S)-Fluoro Derivatives of Bile Acids via Horner-Wadsworth-Emmons Reaction.

Authors:  Kaoru Omura; Yuuki Adachi; Yuuki Kobayashi; Shoutaro Sekiguchi; Biao Zhou; Takashi Iida
Journal:  Lipids       Date:  2015-07-21       Impact factor: 1.880

4.  A new, major C27 biliary bile acid in the red-winged tinamou (Rhynchotus rufescens):25R-1beta, 3alpha,7alpha-trihydroxy-5beta-cholestan-27-oic acid.

Authors:  Lee R Hagey; Genta Kakiyama; Akina Muto; Takashi Iida; Kumiko Mushiake; Takaaki Goto; Nariyasu Mano; Junichi Goto; Cleida A Oliveira; Alan F Hofmann
Journal:  J Lipid Res       Date:  2008-11-14       Impact factor: 5.922

  4 in total

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