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Article: Vulpecholic acid (1α,3α,7α-trihydroxy-5β-cholan-24-oic acid): A novel bile acid of a marsupial, Trichosurus vulpecula (Lesson)

TitleVulpecholic acid (1α,3α,7α-trihydroxy-5β-cholan-24-oic acid): A novel bile acid of a marsupial, Trichosurus vulpecula (Lesson)
Authors
Issue Date1987
PublisherAmerican Society for Biochemistry and Molecular Biology, Inc. The Journal's web site is located at http://www.jlr.org/
Citation
Journal Of Lipid Research, 1987, v. 28 n. 1, p. 19-31 How to Cite?
AbstractA novel trihydroxylated C 24 bile acid was isolated from the gallbladder bile of the Australian opossum, Trichosurus vulpecula (Lesson). This acid, for which the name vulpecholic acid is proposed, was identified as 1α,3α,7α-trihydroxy-5β-cholan-24-oic. The structure proof included mass spectral and 1H and 13C nuclear magnetic resonance characterization of all crucial derivatives obtained by: a) oxidation of the methyl ester to a triketone with the enolizable 1,3-diketone function; b) methylation of this triketone to two isomeric methyl enol ethers; and c) reductive removal of oxygen functions from this triketone to give 5β-cholan-24-oic and 7-oxo-5β-cholan-24-oic acids. Vulpecholic acid was found in the bile in the unconjugated form; it accounted for more than 60% of the solid bile material. The marsupial T. vulpecula is the first example of a mammal secreting a 1α-hydroxylated bile acid as well as the first example of a mammal secreting the major bile acid in a free form.
Persistent Identifierhttp://hdl.handle.net/10722/175644
ISSN
2015 Impact Factor: 4.368
2015 SCImago Journal Rankings: 2.529
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorLee, SPen_US
dc.contributor.authorLester, Ren_US
dc.contributor.authorSt Pyrek, Jen_US
dc.date.accessioned2012-11-26T09:00:15Z-
dc.date.available2012-11-26T09:00:15Z-
dc.date.issued1987en_US
dc.identifier.citationJournal Of Lipid Research, 1987, v. 28 n. 1, p. 19-31en_US
dc.identifier.issn0022-2275en_US
dc.identifier.urihttp://hdl.handle.net/10722/175644-
dc.description.abstractA novel trihydroxylated C 24 bile acid was isolated from the gallbladder bile of the Australian opossum, Trichosurus vulpecula (Lesson). This acid, for which the name vulpecholic acid is proposed, was identified as 1α,3α,7α-trihydroxy-5β-cholan-24-oic. The structure proof included mass spectral and 1H and 13C nuclear magnetic resonance characterization of all crucial derivatives obtained by: a) oxidation of the methyl ester to a triketone with the enolizable 1,3-diketone function; b) methylation of this triketone to two isomeric methyl enol ethers; and c) reductive removal of oxygen functions from this triketone to give 5β-cholan-24-oic and 7-oxo-5β-cholan-24-oic acids. Vulpecholic acid was found in the bile in the unconjugated form; it accounted for more than 60% of the solid bile material. The marsupial T. vulpecula is the first example of a mammal secreting a 1α-hydroxylated bile acid as well as the first example of a mammal secreting the major bile acid in a free form.en_US
dc.languageengen_US
dc.publisherAmerican Society for Biochemistry and Molecular Biology, Inc. The Journal's web site is located at http://www.jlr.org/en_US
dc.relation.ispartofJournal of Lipid Researchen_US
dc.subject.meshAnimalsen_US
dc.subject.meshBile - Analysisen_US
dc.subject.meshCholic Acids - Isolation & Purificationen_US
dc.subject.meshChromatography, Thin Layer - Methodsen_US
dc.subject.meshFemaleen_US
dc.subject.meshGas Chromatography-Mass Spectrometry - Methodsen_US
dc.subject.meshMagnetic Resonance Spectroscopy - Methodsen_US
dc.subject.meshMolecular Conformationen_US
dc.subject.meshOpossums - Metabolismen_US
dc.titleVulpecholic acid (1α,3α,7α-trihydroxy-5β-cholan-24-oic acid): A novel bile acid of a marsupial, Trichosurus vulpecula (Lesson)en_US
dc.typeArticleen_US
dc.identifier.emailLee, SP: sumlee@hku.hken_US
dc.identifier.authorityLee, SP=rp01351en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.pmid3559398-
dc.identifier.scopuseid_2-s2.0-0023130619en_US
dc.identifier.volume28en_US
dc.identifier.issue1en_US
dc.identifier.spage19en_US
dc.identifier.epage31en_US
dc.identifier.isiWOS:A1987F711900003-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridLee, SP=7601417497en_US
dc.identifier.scopusauthoridLester, R=35509647200en_US
dc.identifier.scopusauthoridSt Pyrek, J=6701658950en_US

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