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A Novel Varanic Acid Epimer - (24R, 25S)-3α,7α,12α,24-Tetrahydroxy-5β-cholestan-27-oic Acid - is a Major Biliary Bile Acid in Two Varanid Lizards and the Gila Monster.
MedLine Citation:
PMID:  22986074     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
A key intermediate in the biosynthetic pathway by which C(24) bile acids are formed from cholesterol has long been considered to be varanic acid, (24ξ,25ξ)-3α,7α,12α-24-tetrahydroxy-5β-cholestan-27-oic acid. The (24R,25R)-epimer of this tetrahydroxy bile acid, in the form of its taurine N-acyl amidate, was thought to be the major biliary bile acid in lizards of the family Varanidae. We report here that a major biliary bile acid of three lizard species - the Komodo dragon (Varanus komodoensis), Gray's monitor (Varanus olivaceus), and the Gila monster (Heloderma suspectum) - is a novel epimer of varanic acid. The epimer was shown to be (24R, 25S)- 3α,7α,12α,24-tetrahydroxy-5β-cholestan-27-oic acid (present in bile as its taurine conjugate). The structure was established by mass spectroscopy and by (1)H and (13)C nuclear magnetic spectrosopy, as well as by synthesis of the compound.
Authors:
Lee R Hagey; Shoujiro Ogawa; Narimi Kato; Rika Satoh Née Okihara; Mizuho Une; Kuniko Mitamura; Shigeo Ikegawa; Alan F Hofmann; Takashi Iida
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-9-14
Journal Detail:
Title:  Steroids     Volume:  -     ISSN:  1878-5867     ISO Abbreviation:  Steroids     Publication Date:  2012 Sep 
Date Detail:
Created Date:  2012-9-18     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0404536     Medline TA:  Steroids     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2012. Published by Elsevier Inc.
Affiliation:
Department of Medicine, University of California, San Diego, La Jolla, CA 92093-063, USA.
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