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Biochem J. 1986 Jun 1; 236(2): 481–487.
PMCID: PMC1146865

Acylation of 1-alkenyl-glycerophosphocholine and 1-acyl-glycerophosphocholine in guinea pig heart.


The deacylation-reacylation process has been shown to be an important pathway for phospholipids to attain the desired acyl groups at the C-2 position. The acylation of 1-acyl-glycerophosphocholine (-GPC) in mammalian hearts has been well documented, but the acylation of 1-alkenyl-GPC has not been described. In this paper, we demonstrate the presence of acyl-CoA: 1-alkenyl-GPC acyltransferase for the acylation of 1-alkenyl-GPC in mammalian hearts; the highest activity is found in guinea pig heart. The guinea pig heart 1-alkenyl-GPC acyltransferase has only 10-40% of the 1-acyl-GPC acyltransferase activity, and both activities are located in the microsomal fraction. However, these two enzymes respond differently to cations, detergents and heat treatment, and the two enzymes also display different acyl specificity. Kinetic studies indicate that both reactions could not be accommodated by the same catalytic site. The results provide strong evidence that the two activities are from separate and distinct proteins. The specificity of 1-alkenyl-GPC acyltransferase for unsaturated species of acyl-CoA may play an important role in the maintenance of the high degree of unsaturated acyl groups found in guinea pig heart plasmalogens.

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Selected References

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  • Arthur G, Page L, Mock T, Choy PC. The catabolism of plasmenylcholine in the guinea pig heart. Biochem J. 1986 Jun 1;236(2):475–480. [PMC free article] [PubMed]
  • Man RY, Choy PC. Lysophosphatidylcholine causes cardiac arrhythmia. J Mol Cell Cardiol. 1982 Mar;14(3):173–175. [PubMed]
  • Man RY, Slater TL, Pelletier MP, Choy PC. Alterations of phospholipids in ischemic canine myocardium during acute arrhythmia. Lipids. 1983 Oct;18(10):677–681. [PubMed]
  • Poole AR, Howell JI, Lucy JA. Lysolecithin and cell fusion. Nature. 1970 Aug 22;227(5260):810–814. [PubMed]
  • Weltzien HU. Cytolytic and membrane-perturbing properties of lysophosphatidylcholine. Biochim Biophys Acta. 1979 Aug 20;559(2-3):259–287. [PubMed]
  • Waku K, Nakazawa Y. Acyltransferae activity to 1-acyl-, 1-O-alkenyl-, and 1-O-alkyl-glycero-3-phosphorylcholine in Ehrlich ascites tumor cells. J Biochem. 1972 Aug;72(2):495–497. [PubMed]
  • LANDS WE. Metabolism of glycerolipids. 2. The enzymatic acylation of lysolecithin. J Biol Chem. 1960 Aug;235:2233–2237. [PubMed]
  • Waku K, Lands WE. Acyl coenzyme A:1-alkenyl-glycero-3-phosphorylcholine acyltransferase action in plasmalogen biosynthesis. J Biol Chem. 1968 May 25;243(10):2654–2659. [PubMed]
  • Waku K, Nakazawa Y. Acyltransferase activity to 1-O-alkyl-glycero-3-phosphorylcholine in sarcoplasmic reticulum. J Biochem. 1970 Oct;68(4):459–466. [PubMed]
  • Bell RM, Coleman RA. Enzymes of glycerolipid synthesis in eukaryotes. Annu Rev Biochem. 1980;49:459–487. [PubMed]
  • Zelinski TA, Savard JD, Man RY, Choy PC. Phosphatidylcholine biosynthesis in isolated hamster heart. J Biol Chem. 1980 Dec 10;255(23):11423–11428. [PubMed]
  • Reitz RC, Lands WE, Christie WW, Holman RT. Effects of ethylenic bond position upon acyltransferase activity with isomeric cis,cis-octadecadienoyl coenzyme A thiol esters. J Biol Chem. 1968 May 10;243(9):2241–2246. [PubMed]
  • Lands WE, Blank ML, Nutter LJ, Privett OS. A comparison of acyltransferase activities in vitro with the distribution of fatty acids in lecithins and triglycerides in vivo. Lipids. 1966 May;1(3):224–229. [PubMed]
  • Arvidson GA. Structural and metabolic heterogeneity of rat liver glycerophosphatides. Eur J Biochem. 1968 May;4(4):478–486. [PubMed]
  • Wells MA, Dittmer JC. A microanalytical technique for the quantitative determination of twenty-four classes of brain lipids. Biochemistry. 1966 Nov;5(11):3405–3418. [PubMed]
  • Fleming PJ, Hajra AK. 1-Alkyl-sn-glycero-3-phosphate: acyl-CoA acyltransferase in rat brain microsomes. J Biol Chem. 1977 Mar 10;252(5):1663–1672. [PubMed]
  • Gross RW, Sobel BE. Lysophosphatidylcholine metabolism in the rabbit heart. Characterization of metabolic pathways and partial purification of myocardial lysophospholipase-transacylase. J Biol Chem. 1982 Jun 25;257(12):6702–6708. [PubMed]
  • Chien KR, Han A, Sen A, Buja LM, Willerson JT. Accumulation of unesterified arachidonic acid in ischemic canine myocardium. Relationship to a phosphatidylcholine deacylation-reacylation cycle and the depletion of membrane phospholipids. Circ Res. 1984 Mar;54(3):313–322. [PubMed]
  • Arthur G, Mock T, Zaborniak C, Choy PC. The distribution and acyl composition of plasmalogens in guinea pig heart. Lipids. 1985 Oct;20(10):693–698. [PubMed]
  • Arthur G, Choy PC. Acyl specificity of hamster heart CDP-choline 1,2-diacylglycerol phosphocholine transferase in phosphatidylcholine biosynthesis. Biochim Biophys Acta. 1984 Sep 12;795(2):221–229. [PubMed]

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