Skip to main content
Biochemical Journal logoLink to Biochemical Journal
. 1986 Nov 1;239(3):685–690. doi: 10.1042/bj2390685

Diacylglycerol induces deacylation of phosphatidylinositol and mobilization of arachidonic acid in mouse macrophages. Comparison with induction by phorbol diester.

A Emilsson, J Wijkander, R Sundler
PMCID: PMC1147340  PMID: 3103605

Abstract

1,2-Dioctanoyl-sn-glycerol (2-50 microM) was found, like phorbol myristate acetate (greater than or equal to 3 nM) to stimulate phospholipase A-type cleavage of phosphatidylinositol and the release of arachidonic acid from macrophage phospholipids. The 1,3 isomer of dioctanoylglycerol was inactive, whereas racemic 1,2-dioctanoylglycerol was half as potent as the 1,2-sn enantiomer. Dioctanoylglycerol-induced deacylation of phosphatidylinositol was only partly dependent on extracellular calcium but was more severely inhibited by depletion of intracellular calcium. Chlorpromazine inhibited the deacylation of phosphatidylinositol, whereas inhibitors of cyclo-oxygenase and lipoxygenase were ineffective. Since both phorbol myristate acetate and 1,2-dioctanoyl-sn-glycerol are known to activate protein kinase C, the results suggest that this kinase is involved in the sequence of events leading to release of arachidonic acid in macrophages.

Full text

PDF
685

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Ashendel C. L. The phorbol ester receptor: a phospholipid-regulated protein kinase. Biochim Biophys Acta. 1985 Sep 9;822(2):219–242. doi: 10.1016/0304-4157(85)90009-7. [DOI] [PubMed] [Google Scholar]
  2. Berridge M. J. Inositol trisphosphate and diacylglycerol as second messengers. Biochem J. 1984 Jun 1;220(2):345–360. doi: 10.1042/bj2200345. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Boni L. T., Rando R. R. The nature of protein kinase C activation by physically defined phospholipid vesicles and diacylglycerols. J Biol Chem. 1985 Sep 5;260(19):10819–10825. [PubMed] [Google Scholar]
  4. COHN Z. A., BENSON B. THE DIFFERENTIATION OF MONONUCLEAR PHAGOCYTES. MORPHOLOGY, CYTOCHEMISTRY, AND BIOCHEMISTRY. J Exp Med. 1965 Jan 1;121:153–170. doi: 10.1084/jem.121.1.153. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Castagna M., Takai Y., Kaibuchi K., Sano K., Kikkawa U., Nishizuka Y. Direct activation of calcium-activated, phospholipid-dependent protein kinase by tumor-promoting phorbol esters. J Biol Chem. 1982 Jul 10;257(13):7847–7851. [PubMed] [Google Scholar]
  6. Davis R. J., Ganong B. R., Bell R. M., Czech M. P. sn-1,2-Dioctanoylglycerol. A cell-permeable diacylglycerol that mimics phorbol diester action on the epidermal growth factor receptor and mitogenesis. J Biol Chem. 1985 Feb 10;260(3):1562–1566. [PubMed] [Google Scholar]
  7. Dawson R. M., Hemington N. A phosphodiesterase in rat kidney cortex that hydrolyses glycerylphosphorylinositol. Biochem J. 1977 Feb 15;162(2):241–245. doi: 10.1042/bj1620241. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Ebeling J. G., Vandenbark G. R., Kuhn L. J., Ganong B. R., Bell R. M., Niedel J. E. Diacylglycerols mimic phorbol diester induction of leukemic cell differentiation. Proc Natl Acad Sci U S A. 1985 Feb;82(3):815–819. doi: 10.1073/pnas.82.3.815. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Emilsson A., Sundler R. Differential activation of phosphatidylinositol deacylation and a pathway via diphosphoinositide in macrophages responding to zymosan and ionophore A23187. J Biol Chem. 1984 Mar 10;259(5):3111–3116. [PubMed] [Google Scholar]
  10. Emilsson A., Sundler R. Evidence for a catalytic role of phospholipase A in phorbol diester- and zymosan-induced mobilization of arachidonic acid in mouse peritoneal macrophages. Biochim Biophys Acta. 1986 May 21;876(3):533–542. doi: 10.1016/0005-2760(86)90041-x. [DOI] [PubMed] [Google Scholar]
  11. Emilsson A., Sundler R. Studies on the enzymatic pathways of calcium ionophore-induced phospholipid degradation and arachidonic acid mobilization in peritoneal macrophages. Biochim Biophys Acta. 1985 Aug 30;846(2):265–274. doi: 10.1016/0167-4889(85)90074-6. [DOI] [PubMed] [Google Scholar]
  12. Gonzalez-Sastre F., Folch-Pi J. Thin-layer chromatography of the phosphoinositides. J Lipid Res. 1968 Jul;9(4):532–533. [PubMed] [Google Scholar]
  13. Halenda S. P., Zavoico G. B., Feinstein M. B. Phorbol esters and oleoyl acetoyl glycerol enhance release of arachidonic acid in platelets stimulated by Ca2+ ionophore A23187. J Biol Chem. 1985 Oct 15;260(23):12484–12491. [PubMed] [Google Scholar]
  14. Hallcher L. M., Sherman W. R. The effects of lithium ion and other agents on the activity of myo-inositol-1-phosphatase from bovine brain. J Biol Chem. 1980 Nov 25;255(22):10896–10901. [PubMed] [Google Scholar]
  15. Lapetina E. G., Reep B., Ganong B. R., Bell R. M. Exogenous sn-1,2-diacylglycerols containing saturated fatty acids function as bioregulators of protein kinase C in human platelets. J Biol Chem. 1985 Feb 10;260(3):1358–1361. [PubMed] [Google Scholar]
  16. Mobley A., Tai H. H. Synergistic stimulation of thromboxane biosynthesis by calcium ionophore and phorbol ester or thrombin in human platelets. Biochem Biophys Res Commun. 1985 Jul 31;130(2):717–723. doi: 10.1016/0006-291x(85)90475-9. [DOI] [PubMed] [Google Scholar]
  17. Nishizuka Y. The role of protein kinase C in cell surface signal transduction and tumour promotion. Nature. 1984 Apr 19;308(5961):693–698. doi: 10.1038/308693a0. [DOI] [PubMed] [Google Scholar]
  18. Sugiura T., Onuma Y., Sekiguchi N., Waku K. Ether phospholipids in guinea pig polymorphonuclear leukocytes and macrophages. Occurrence of high levels of 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine. Biochim Biophys Acta. 1982 Sep 14;712(3):515–522. [PubMed] [Google Scholar]
  19. Sundler R., Alberts A. W., Vagelos P. R. Enzymatic properties of phosphatidylinositol inositolphosphohydrolase from Bacillus cereus. Substrate dilution in detergent-phospholipid micelles and bilayer vesicles. J Biol Chem. 1978 Jun 25;253(12):4175–4179. [PubMed] [Google Scholar]
  20. Sundler R., Alberts A. W., Vagelos P. R. Phospholipases as probes for membrane sideness. Selective analysis of the outer monolayer of asymmetric bilayer vesicles. J Biol Chem. 1978 Aug 10;253(15):5299–5304. [PubMed] [Google Scholar]
  21. Watson S. P., Ganong B. R., Bell R. M., Lapetina E. G. 1,2-Diacylglycerols do not potentiate the action of phospholipases A2 and C in human platelets. Biochem Biophys Res Commun. 1984 May 31;121(1):386–391. doi: 10.1016/0006-291x(84)90734-4. [DOI] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES