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Esterification of 8,11,14-eicosatrienoate and arachidonate into alkylacyl- and diacylglycerophosphocholine by vascular endothelial cells

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Lipids

Abstract

Agonist-stimulated phospholipases release arachidonate, but not 8,11,14-eicosatrienoate, from human endothelial cells. One source of the arachidonic acid is deacylation of 1-alkyl-2-arachidonoyl-glycerophosphocholine, with subsequent conversion of some of the resultant lysophospholipid to platelet-activating factor. This study has compared the distribution of incorporated 8,11,14-[14C]-eicosatrienoate in alkylacyl-GPC and diacyl-GPC with that of [14C]arachidonate synthesized endogenously by desaturation of the 8,11,14-[14C]eicosatrienoate. Cells were incubated for 24 or 48 hr with 8,11,14-[14C]eicosatrienoate, and the resultant mixture of14C-fatty acids in the cellular lipids was characterized by gas chromatography. The choline phospholipids were then separated, hydrolyzed with phospholipase C and derivatized to diradylbenzoates. Gas chromatographic analysis indicated extensive incorporation of [14C]eicosatrienoate, as well as [14C]arachidonate, into alkylacyl-GPC. Although the ratio of esterified [14C]arachidonate to [14C]eicosatrienoate was greater in alkylacyl-GPC than in diacyl-GPC, the enrichment with [14C]arachidonate was far less than the ratio of arachidonate/eicosatrienoate released from these cells. These results thus support the hypothesis that the acyl specificity of polyunsaturated fatty acid release is provided by the agonist-stimulated phospholipase A2 rather than the composition of the alkylacyl-GPC.

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Abbreviations

GPC:

glycerophosphocholine

PAF:

platelet-activating factor

TLC:

thin layer chromatography

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Authors and Affiliations

  1. Dept. of Biochemistry, Eastern Virginia Medical School, P.O. Box 1980, 23501, Norfolk, VA

    Miriam D. Rosenthal, Morris E. Brown III & Janet E. Jones

Authors
  1. Miriam D. Rosenthal
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  2. Morris E. Brown III
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  3. Janet E. Jones
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Rosenthal, M.D., Brown, M.E. & Jones, J.E. Esterification of 8,11,14-eicosatrienoate and arachidonate into alkylacyl- and diacylglycerophosphocholine by vascular endothelial cells. Lipids 23, 1089–1092 (1988). https://doi.org/10.1007/BF02535658

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  • DOI: https://doi.org/10.1007/BF02535658

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