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

被引:18
作者
WOLFF, RL
机构
[1] I.S.T.A.B., Laboratoire de Lipochimie Alimentaire, Université Bordeaux 1, Talence, Allée des Facultés
关键词
D O I
10.1007/BF02537479
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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 A(2), 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 20:3 n-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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页码:893 / 898
页数:6
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