| Structural importance of the cis-5 ethylenic bond in the endogenous desaturation product of dietary elaidic acid, cis-5,trans-9 18:2 acid, for the acylation of rat mitochondria phosphatidylinositol. | |
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MedLine Citation:
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PMID: 8538375 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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When rats were fed elaidic (trans-9 18:1) acid at a high load in diets that were otherwise marginally or almost completely deficient in linoleic (cis-9,cis-12 18:2) acid, elaidic acid was desaturated to cis-5,trans-9 18:2 acid. This polymethylene-interrupted acid was then incorporated into most phospholipids from rat mitochondria, cardiolipin being an exception. Its level of esterification in phospholipids followed the increasing order: phosphatidylethanolamine < phosphatidylcholine < phosphatidylinositol (PI). The content of cis-5,trans-9 18:2 acid decreased in organs in the order liver > kidney > heart. The levels of cis-5,trans-9 18:2 acid increased in mitochondria phospholipids as the level of linoleic acid was lowered in the diet. In liver mitochondria PI, it reached 16% of total fatty acids. After hydrolysis of liver mitochondria PI with Naja naja phospholipase A2, we observed that elaidic acid was essentially esterified to position 1 at the expense of saturated acids, whereas cis-5,trans-9 18:2 acid was exclusively esterified to position 2, along with 20:3n-9 and 20:4n-6 acids. As a consequence, the sums of saturated and trans-9 18:1 acids on the one hand, and of 20:3n-9, 20:4n-6, and cis-5,trans-9 18:2 acids on the other hand, remained fairly constant in liver mitochondria PI (ca. 55 and 30%, respectively). Because trans-9 18:1 and cis-5,trans-9 18:2 acids differ only by the cis-5 ethylenic bond, which is also present in 20:3n-9 and 20:4n-6 acids, this distribution pattern indicates that the cis-5 double bond, rather than any other ethylenic bond, may be of major structural importance for channeling fatty acids to position 2 of PI. |
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Authors:
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R L Wolff |
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Publication Detail:
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Type: Comparative Study; Journal Article |
Journal Detail:
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Title: Lipids Volume: 30 ISSN: 0024-4201 ISO Abbreviation: Lipids Publication Date: 1995 Oct |
Date Detail:
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Created Date: 1996-02-08 Completed Date: 1996-02-08 Revised Date: 2009-11-19 |
Medline Journal Info:
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Nlm Unique ID: 0060450 Medline TA: Lipids Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 893-8 Citation Subset: IM |
Affiliation:
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I.S.T.A.B., Laboratoire de Lipochimie Alimentaire, Université Bordeaux 1, Talence, France. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Acylation Animals Cardiolipins / metabolism Dietary Fats / administration & dosage, metabolism* Esterification Ethylenes / chemistry* Fatty Acid Desaturases / metabolism* Kidney / ultrastructure Linoleic Acid Linoleic Acids / administration & dosage Male Mitochondria / chemistry*, metabolism Mitochondria, Heart / chemistry, metabolism Mitochondria, Liver / chemistry, metabolism Oleic Acid* Oleic Acids / administration & dosage, chemistry*, metabolism* Phosphatidylcholines / metabolism Phosphatidylethanolamines / metabolism Phosphatidylinositols / metabolism* Phospholipases A / metabolism Phospholipases A2 Rats Rats, Wistar |
| Chemical | |
Reg. No./Substance:
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0/Cardiolipins; 0/Dietary Fats; 0/Ethylenes; 0/Linoleic Acids; 0/Oleic Acids; 0/Phosphatidylcholines; 0/Phosphatidylethanolamines; 0/Phosphatidylinositols; 112-79-8/elaidic acid; 112-80-1/Oleic Acid; 2197-37-7/Linoleic Acid; 74-85-1/ethylene; EC 1.14.19.-/Fatty Acid Desaturases; EC 3.1.1.-/Phospholipases A; EC 3.1.1.4/Phospholipases A2 |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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