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- Scopus: eid_2-s2.0-0023130619
- PMID: 3559398
- WOS: WOS:A1987F711900003
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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)
Title | Vulpecholic acid (1α,3α,7α-trihydroxy-5β-cholan-24-oic acid): A novel bile acid of a marsupial, Trichosurus vulpecula (Lesson) |
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Authors | |
Issue Date | 1987 |
Publisher | American 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? |
Abstract | A 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 Identifier | http://hdl.handle.net/10722/175644 |
ISSN | 2023 Impact Factor: 5.0 2023 SCImago Journal Rankings: 2.090 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Lee, SP | en_US |
dc.contributor.author | Lester, R | en_US |
dc.contributor.author | St Pyrek, J | en_US |
dc.date.accessioned | 2012-11-26T09:00:15Z | - |
dc.date.available | 2012-11-26T09:00:15Z | - |
dc.date.issued | 1987 | en_US |
dc.identifier.citation | Journal Of Lipid Research, 1987, v. 28 n. 1, p. 19-31 | en_US |
dc.identifier.issn | 0022-2275 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/175644 | - |
dc.description.abstract | A 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.language | eng | en_US |
dc.publisher | American Society for Biochemistry and Molecular Biology, Inc. The Journal's web site is located at http://www.jlr.org/ | en_US |
dc.relation.ispartof | Journal of Lipid Research | en_US |
dc.subject.mesh | Animals | en_US |
dc.subject.mesh | Bile - Analysis | en_US |
dc.subject.mesh | Cholic Acids - Isolation & Purification | en_US |
dc.subject.mesh | Chromatography, Thin Layer - Methods | en_US |
dc.subject.mesh | Female | en_US |
dc.subject.mesh | Gas Chromatography-Mass Spectrometry - Methods | en_US |
dc.subject.mesh | Magnetic Resonance Spectroscopy - Methods | en_US |
dc.subject.mesh | Molecular Conformation | en_US |
dc.subject.mesh | Opossums - Metabolism | en_US |
dc.title | Vulpecholic acid (1α,3α,7α-trihydroxy-5β-cholan-24-oic acid): A novel bile acid of a marsupial, Trichosurus vulpecula (Lesson) | en_US |
dc.type | Article | en_US |
dc.identifier.email | Lee, SP: sumlee@hku.hk | en_US |
dc.identifier.authority | Lee, SP=rp01351 | en_US |
dc.description.nature | link_to_subscribed_fulltext | en_US |
dc.identifier.pmid | 3559398 | - |
dc.identifier.scopus | eid_2-s2.0-0023130619 | en_US |
dc.identifier.volume | 28 | en_US |
dc.identifier.issue | 1 | en_US |
dc.identifier.spage | 19 | en_US |
dc.identifier.epage | 31 | en_US |
dc.identifier.isi | WOS:A1987F711900003 | - |
dc.publisher.place | United States | en_US |
dc.identifier.scopusauthorid | Lee, SP=7601417497 | en_US |
dc.identifier.scopusauthorid | Lester, R=35509647200 | en_US |
dc.identifier.scopusauthorid | St Pyrek, J=6701658950 | en_US |
dc.identifier.issnl | 0022-2275 | - |