HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS		QUICK SEARCH:   [advanced] Author: Keyword(s): Year:  Vol:  Page:

This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Google Scholar Articles by Karlaganis, G. Articles by Sjovall, J. Search for Related Content PubMed PubMed Citation Articles by Karlaganis, G. Articles by Sjovall, J. Social Bookmarking                      What's this?

Journal of Lipid Research, Vol 25, 693-702, Copyright © 1984 by Lipid Research, Inc.

ARTICLES

Identification of 27-nor-5 beta-cholestane-3 alpha,7 alpha,12 alpha,24 xi, 25 xi,26-hexol and partial characterization of the bile alcohol profile in urine

G Karlaganis, V Karlaganis and J Sjovall

The nature of the bile alcohols present in urine of an infant with neonatal cholestasis has been investigated. Urine was extracted with Sep-Pak C18 cartridges and a glucuronide fraction was isolated by ion exchange chromatography on Lipidex-DEAP. Following enzymatic hydrolysis and purification on Lipidex-DEAP, the bile alcohols were isolated by high performance liquid chromatography. Fourteen compounds were studied by a combination of microchemical reactions and capillary column gas- liquid chromatography-mass spectrometry. Both C26 and C27 bile alcohols were present. Among the former, three additional isomers of the previously identified 27-nor-5 beta-cholestane-3 alpha,7 alpha,12 alpha,24 xi,25 xi-pentol were detected. A new C26 bile alcohol, 27-nor- 5 beta-cholestane-3 alpha,7 alpha,12 alpha,24 xi,25 xi,26 -hexol, was identified, and a 27-norcholestane-pentolone with hydroxyl groups at C- 24 and C-25 and a keto group in the ring system was partially characterized. The C27 bile alcohols consisted of cholestanepentols, - tetrolones, and -pentolones. 5 beta-Cholestane-3 alpha,7 alpha,12 alpha,25,26-pentol (5 beta-bufol), one of its isomers and an isomer of cholestane-3,7,12,24,26-pentol were present. Two cholestanetetrolones and two cholestanepentolones having the keto group in the ring system were partially characterized. The hydroxyl groups in the side chain of the tetrolones were at C-24,26 and C-25,26, respectively, whereas the pentolones had hydroxyl groups at C-24,25 and C-25,26, respectively. The excretion of glucuronidated bile alcohols in urine is suggested to reflect an alternative metabolism of intermediates in the normal biosynthesis of bile acids.
CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?

This article has been cited by other articles:

				M. Une, S. Takenaka, T. Kuramoto, K. Fujimura, T. Hoshita, and K. Kihira Structural and biosynthetic studies of a principal bile alcohol, 27-nor-5{beta}-cholestane-3{alpha},7{alpha},12{alpha},24,25-pentol, in human urine J. Lipid Res., October 1, 2000; 41(10): 1562 - 1567. [Abstract] [Full Text]

				I. Bjorkhem, U. Andersson, E. Ellis, G. Alvelius, L. Ellegard, U. Diczfalusy, J. Sjovall, and C. Einarsson From Brain to Bile. EVIDENCE THAT CONJUGATION AND omega -HYDROXYLATION ARE IMPORTANT FOR ELIMINATION OF 24S-HYDROXYCHOLESTEROL (CEREBROSTEROL) IN HUMANS J. Biol. Chem., September 28, 2001; 276(40): 37004 - 37010. [Abstract] [Full Text] [PDF]