Arachidonic acid diols produced by cytochrome P-450 monooxygenases are incorporated into phospholipids of vascular endothelial cells

Mike VanRollins, Terry L. Kaduce, Xiang Fang, Howard R. Knapp, Arthur A. Spector

Research output: Contribution to journalArticle

69 Citations (Scopus)

Abstract

Epoxyeicosatrienoic acids (EETs) are synthesized by cytochrome P-450 monooxygenases and released into the blood. When taken up by vascular endothelial and smooth muscle cells, the EETs are primarily esterified to phospholipids or converted to dihydroxyeicosatetraenoic acids (DHETs) and released. In the present studies, radiolabeled 8,9-, 11,12-, and 14,15-DHETs released into the medium from vascular smooth muscle cells were isolated and incubated for 4-16 h with cultured bovine aortic endothelial cells. The uptake ranged from 2 to 50% for the three regioisomers. Hydrolysis of the endothelial lipids and gas chromatographic-mass spectral analyses of the products indicated that all three DHET regioisomers were incorporated intact into phosphatidylcholine and phosphatidylinositol. Similar incubations with EETs confirmed that small amounts of DHETs were also esterified to endothelial phospholipids. These studies indicate that DHETs are incorporated into phospholipids either at the time of EET conversion to DHET or upon release and re-uptake of DHETs. Beside demonstrating for the first time that fatty acid diols are incorporated intact into endothelial lipids, these studies raise the possibility that both EETs and DHETs remain long enough in the vascular wall to produce chronic vasoactive effects.

Original languageEnglish (US)
Pages (from-to)14001-14009
Number of pages9
JournalJournal of Biological Chemistry
Volume271
Issue number24
DOIs
StatePublished - 1996
Externally publishedYes

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Endothelial cells
Arachidonic Acid
Cytochrome P-450 Enzyme System
Phospholipids
Endothelial Cells
Vascular Smooth Muscle
Smooth Muscle Myocytes
Muscle
Cells
Lipids
Acids
Phosphatidylinositols
Phosphatidylcholines
Blood Vessels
Hydrolysis
Blood
Fatty Acids
Gases

ASJC Scopus subject areas

  • Biochemistry

Cite this

Arachidonic acid diols produced by cytochrome P-450 monooxygenases are incorporated into phospholipids of vascular endothelial cells. / VanRollins, Mike; Kaduce, Terry L.; Fang, Xiang; Knapp, Howard R.; Spector, Arthur A.

In: Journal of Biological Chemistry, Vol. 271, No. 24, 1996, p. 14001-14009.

Research output: Contribution to journalArticle

VanRollins, Mike ; Kaduce, Terry L. ; Fang, Xiang ; Knapp, Howard R. ; Spector, Arthur A. / Arachidonic acid diols produced by cytochrome P-450 monooxygenases are incorporated into phospholipids of vascular endothelial cells. In: Journal of Biological Chemistry. 1996 ; Vol. 271, No. 24. pp. 14001-14009.
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