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The Enzymes of Biological Membranes pp 1–58Cite as

Ether-Linked Glycerolipids and Their Bioactive Species:Enzymes and Metabolic Regulation

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Abstract

The pioneering studies of those scientists who first discovered (1915–1924) and ultimately identified the precise nature of the chemical structure of the alkyl and alk-l-enyl (plasmalogens) linkages in glycerolipids are described in exquisite detail in a review of the history (the years 1915–1960) of ether lipids by Debuch (1972)It is noteworthy that the chemical nature of the alkyl linkage in glycerolipids was firmly established 29 years before the precise chemical structure of the alk-l-enyl linkage in plasmalogens became known.

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References

  • Agranoff, B. W., and Hajra, A. K., 1971, The acyl dihydroxyacetone phosphate pathway for glycerolipid biosynthesis in mouse liver and Ehrlich ascites tumor cells, Proc. Natl. Acad. Sci. USA 68:411–415.

    PubMed  CAS  Google Scholar 

  • Albert, D. H., and Snyder, F., 1983, Biosynthesis of l-alkyl-2-acetyl-sn-glycero-3-phosphocholine (platelet activating factor) from l-alkyl-2-acyl-sn-glycero-3-phosphocholine by rat alveoler macrophages:Ionophore stimulation, J. Biol. Chem. 258:97–102.

    PubMed  CAS  Google Scholar 

  • Alonso, F., Gil, M. G., Sanchez-Crespo, M., and Mato, J. M., 1982, Activation of l-alkyl-2-lysoglycero- 3-phosphocholineAcetyl-CoA transferase during phagocytosis in human polymorphonuclear leukocytes, J. Biol. Chem. 257:3376–3378.

    PubMed  CAS  Google Scholar 

  • Ansell, G. B., and Metcalfe, R. F., 1968, The labelling of brain phosphatidylethanolamine and ethanolamine plasmalogen from cytidine diphosphate ethanolamine in vitro, Biochem. J 109:29 P.

    Google Scholar 

  • Ansell, G. B., and Metcalfe, R. F., 1971, Studies on the CDP-ethanolamine-l,2-diglyceride ethanolamine- phosphotransferase of rat brain, J. Neurochem. 18:647–665.

    PubMed  CAS  Google Scholar 

  • Ansell, G. B., and Spanner, S., 1965, The magnesium-ion-dependent cleavage of the vinyl ether linkage of brain ethanolamine plasmalogen, Biochem. J. 94:252–258.

    PubMed  CAS  Google Scholar 

  • Ansell, G. B., and Spanner, S., 1967, The metabolism of labeled ethanolamine in the brain of the rat in vivo, J. Neurochem 14:873–885.

    CAS  Google Scholar 

  • Ansell, G. B., and Spanner, S., 1968, Plasmalogenase activity in normal and demyelinating tissue of the central nervous system, Biochem. J. 108:207–209.

    PubMed  CAS  Google Scholar 

  • Baker, R. C., Wykle, R. L., Lockmiller, J. S., and Snyder, F., 1976, Identification of a soluble protein stimulator of plasmalogen biosynthesis and stearoly-CoA desaturase, Arch. Biochem. Biophys. 177:299–306.

    PubMed  CAS  Google Scholar 

  • Ballas, L. M., and Bell, R. M., 1981, Topography of glycerolipid synthetic enzymes:Synthesis of phosphatidylserine, phosphatidylinositol and glycerolipid intermediates occurs on the cytoplasmic surface of rat liver microsomal vesicles, Biochim. Biophys. Acta 665:586–595.

    PubMed  CAS  Google Scholar 

  • Bandi, Z. L., and Mangold, H. K., 1978, Substrate specificity of enzymes catalyzing the biosynthesis of ionic alkoxylipids from alcohol, Nutr. Metabol. 22:190–199.

    CAS  Google Scholar 

  • Bandi, Z. L., Aaes-Jørgensen, E., and Mangold, H. K., 1971, Metabolism of unusual lipids in the ratIFormation of unsaturated alkyl and alk-l-enyl chains from orally administered alcohols, Biochim. Biophys. Acta 239:357–367.

    PubMed  CAS  Google Scholar 

  • Bates, E. J., and Saggerson, E. D., 1979, A study of the glycerol phosphate acyltransferase and dihydroxyacetone phosphate acyltransferase activities in rat liver mitochondrial and microsomal fractionsRelative distribution in parenchymal and non-parenchymal cells, effects of N-ethylmaleimide, palmitoyl-coenzyme A concentration, starvation, adrenalectomy and anti-insulin serum treatment, Biochem. J. 182:751–762.

    PubMed  CAS  Google Scholar 

  • Bell, R. M., and Coleman, R. A., 1980, Enzymes of glycerolipid synthesis in eukaryocytes, Annu. Rev. Biochem. 49:459–487.

    PubMed  CAS  Google Scholar 

  • Bell, O. E., Jr., Blank, M. L., and Snyder, F., 1971, The incorporation of18O and 14C from long chain alcohols into the alkyl and alk-l-enyl ethers of phospholipids of developing rat brain, Biochim. Biophys. Acta 231:579–583.

    PubMed  CAS  Google Scholar 

  • Bell, R. M., Ballas, L. M., and Coleman, R. A., 1981, Lipid topogenesis, J. Lipid Res. 22:391–403.

    PubMed  CAS  Google Scholar 

  • Benveniste, J., Chignard, M., LeCouedic, J. P., and Vargaftig, B. B., 1982, Biosynthesis of platelet- activating factor (PAF-acether)IIInvolvement of phospholipase A2 in the formation of PAF-acether and lyso-PAF-acether from rabbit platelets, Thromb. Res. 25:375–385.

    PubMed  CAS  Google Scholar 

  • Betz, S. J., and Henson, P.M., 1980, Production and release of platelet-activating factor (PAF); dissociation from degranulation and superoxide the production in human neutrophil, J. Immunol. 125:2756–2763.

    PubMed  CAS  Google Scholar 

  • Bishop, J. E., and Hajra, A. K., 1978, Specificity of reduction of fatty acids to long chain alcohols by rat brain microsomes, J. Neurochem. 30:643–647.

    PubMed  CAS  Google Scholar 

  • Bishop, J. E., and Hajra, A. K., 1981, Mechanism and specificity of formation of long chain alcohols by developing rat brain, J. Biol. Chem. 256:9542–9550.

    PubMed  CAS  Google Scholar 

  • Bishop, J. E., Salem, M., and Hajra, A. K., 1982, Topographical distribution of lipid biosynthetic enzymes on peroxisomes (microbodies), Ann. N.Y. Acad. Sci. 386:411–413.

    CAS  Google Scholar 

  • Blank, M. L., and Snyder, F., 1970, Specificities of alkaline and acid phosphatases in the dephosphorylation of phospholipids, Biochemistry 9:5034–5036.

    PubMed  CAS  Google Scholar 

  • Blank, M. L. Wykle, R. L., Piantadosi, C., and Snyder, F., 1970, The biosynthesis of plasmalogens from labeled O-alkylglycerols in Ehrlich ascites cells, Biochim. Biophys. Acta 210:442–447.

    PubMed  CAS  Google Scholar 

  • Blank, M. L., Wykle, R. L., and Snyder, F., 1971, Enzymic synthesis of ethanolamine plasmalogens from an O-alkyl glycerolipid, FEBS Lett 18:92–94.

    PubMed  CAS  Google Scholar 

  • Blank, M. L., Wykle, R. L., and Snyder, F., 1972a, The biosynthesis of ethanolamine plasmalogens by a postmitochondrial fraction from rat brain, Biochem. Biophys. Res. Commun. 47:1203–1208.

    CAS  Google Scholar 

  • Blank, M. L., Kasama, K., and Snyder, F., 1972b, Isolation and identification of an alkyldiacylglycerol containing isovaleric acid, J. Lipid Res. 13:390–395.

    CAS  Google Scholar 

  • Blank, M. L., Wykle, R. L., and Snyder, F., 1973, The retention of arachidonic acid in ethanolamine plasmalogens of rat testes during esential fatty acid deficiency, Biochim. Biophys. Acta 316:28–34.

    PubMed  CAS  Google Scholar 

  • Blank, M. L., Wykle, R. L., Alper, S., and Snyder, F., 1974, Microsomal synthesis of the ether analogs of triacylglycerolsAcyl Co A:alkylaoylglycerol and aoyl CoA:alk-l-enylacylglycerol acyltransferases in tumors and liver, Biochim. Biophys. Acta 348:397–403.

    PubMed  CAS  Google Scholar 

  • Blank, M. L., Lee, T-c., Fitzgerald, V., and Snyder, F., 1981, A specific acetylhydrolase for l-alkyl-2- acetyl-sn-glycero-3-phosphocholine a (hypotensive and platelet-activating lipid), J. Biol. Chem. 256:175–178.

    PubMed  CAS  Google Scholar 

  • Blank, M. L., Hall, M. N., Cress, E. A., and Snyder, F., 1983, Inactivation of l-alkyl-2-acetyl-sn-glycero- 3-phosphocholine by a plasma acetylhydrolase:higher activities in hypertensive ratsBiochem. Biophys. Res. Commun. 113:666–671.

    PubMed  CAS  Google Scholar 

  • Bourre, J. M., and Daudu, O., 1978, Stearyl-alcohol biosynthesis from stearyl-CoA in mouse brain microsomes in normal and dysmyelinating mutants (Quaking and Jimpy), Neurosci. Lett. 7:225–230.

    PubMed  CAS  Google Scholar 

  • Brockerhoff, H., 1974, Model of interaction of polar lipids, cholesterol, and proteins in biological membranes, Lipids 9:645–650.

    PubMed  CAS  Google Scholar 

  • Brockerhoff, H., and Jensen, R. G., 1974, Phospholipases:Carboxyl esterases, in:Lipolytic Enzymes, Academic Press, New York, pp. 194–265.

    Google Scholar 

  • Brown, A. J., and Snyder, F., 1979, Solubilization of alkyldihydroxyacetone-P synthase from Ehrlich ascites cell microsomal membranes, Biochem. Biophys. Res. Commun. 90:278–284.

    PubMed  CAS  Google Scholar 

  • Brown, A. J., and Snyder, F., 1980, Properties of membrane-bound and solubilized alkyldihydroxyacetone-P synthase, Fed. Proc. 39:1993 (Abstract 2032).

    Google Scholar 

  • Brown, A. J., and Snyder, F., 1981, Partial purification of alkyl synthase, Fed. Proc. 40:1806 (Abstract 1535).

    Google Scholar 

  • Brown, A. J., and Snyder, F., 1982, Alkyldihydroxyacetone-P synthase:Solubilization, partial purification, new assay method, and evidence for a ping-pong mechanism, J. Biol. Chem. 257:8835–8839.

    PubMed  CAS  Google Scholar 

  • Brown, A. J., and Snyder, F., 1983, The mechanism of alkyldihydroxyacetone-P synthaseFormation of [3H]H2O from acyl-[l-R-3H]dihydroxyacetone-P by purified alkyldihydroxyacetone-P synthase in the absence of acylhydrolase activity, J. Biol. Chem., 258:4184–4189.

    PubMed  CAS  Google Scholar 

  • Brunetti, M., Gaiti, A., and Porcellati, G., 1979, Synthesis of phosphatidylcholine and phosphatidylethanolamine at different ages in the rat brain in vitro, Lipids 14:925–931.

    CAS  Google Scholar 

  • Buckner, J. S., and Kolattukudy, P. E., 1976, Biochemistry of bird waxes, in:Chemistry and Biochemistry of Natural Waxes ( PEKolattukudy, ed.), Elsevier, New York, pp147–200.

    Google Scholar 

  • Cabot, M. C., and Welsh, C. J., 1981, Ether lipid studies in mouse C3H/10T1/2 cells and a 3-methyl- cholanthrene-transformed clone, Arch. Biochem. Biophys. 211:240–244.

    PubMed  CAS  Google Scholar 

  • Chae, K., Piantadosi, C., and Snyder, F., 1973a, An alternate enzymic route for the synthesis of the alkyl analog of phosphatidic acid involving alkylglycerol, Biochem. Biophys. Res. Commun. 51:119–124.

    CAS  Google Scholar 

  • Chae, K., Piantadosi, C., and Snyder, F., 1973b, Reductase, phosphatase, and kinase activities in the metabolism of alkyldihydroxyacetone phosphate and alkyldihydroxyacetone, J. Biol. Chem. 248:6718–6723.

    CAS  Google Scholar 

  • Chang, N-C., and Schmid, H. H. O., 1975, Structural specificity in ether lipid biosynthesisFormation of hydroxyalkyl and oxoalkyl glycerophosphatides, J. Biol. Chem. 250:4877–4882.

    CAS  Google Scholar 

  • Chap, H., Mauco, G., Simon, M. F., Benveniste, J., and Douste-Blazy, L., 1981, Biosynthetic labelling of platelet activating factor from radioactive acetate by stimulated platelets, Nature 289:312–314.

    PubMed  CAS  Google Scholar 

  • Chignard, M., Vargaftig, B. B., Benveniste, J., and LeCouedic, J. P., 1980, L’agregation plaquettaire et le platelet-activating factor, J. Pharmacol. 11:371–377.

    PubMed  CAS  Google Scholar 

  • Chilton, F. H., O’Flaherty, J. T., Walsh, C. E., Thomas, M. J., Wykle, R. L., DeChatelet, L. R., and Waite, B. M., 1982, Platelet Activating factorStimulation of the lipoxygenase pathway in polymorphonuclear leukocytes, by l-O-alkyl-2-O-acetyl-sn-glycero-3-phosphocholine, J. Biol. Chem. 257:5402–5407.

    PubMed  CAS  Google Scholar 

  • Coleman, R. A., and Bell, R. M., 1980, Selective changes in enzymes of the sn-glycerol-3-phosphate and dihydroxyacetonephosphate pathways of triacylglycerol biosynthesis during differentiation of 3T3-L1 preadipocytes, J. Biol. Chem. 255:7681–7687.

    PubMed  CAS  Google Scholar 

  • Coleman, R. A., and Haynes, E. B., 1983, Selective changes in microsomal enzymes of triacylglycerol and phosphatidylcholine synthesis in fetal and postnatal rat liverInduction of microsomal sn-glycerol- 3-phosphate and dihydroxyacetonephosphate acyltransferase activities, J. Biol. Chem. 258:450–456.

    PubMed  CAS  Google Scholar 

  • D’Amato, R. A., Horrocks, L. A., and Richardson, K. E., 1975, Kinetic properties of plasmalogenase from bovine brain, J. Neurochem. 24:1251–1255.

    PubMed  Google Scholar 

  • Davis, P. A., and Hajra, A. K., 1977a, The enzymatic exchange of the acyl group of acyl dihydroxyacetone phosphate with free fatty acid, Biochem. Biophys. Res. Commun. 74:100–105.

    CAS  Google Scholar 

  • Davis, P. A., and Hajra, A. K., 1977b, Stereospecific exchange of hydrogen from 1-acyl dihydroxyacetone- 3-P with water during the formation of ether lipid, Fed. Proc. 36:850 (Abstract 3050).

    Google Scholar 

  • Davis, P. A., and Hajra, A. K., 1979, Stereochemical specificity of the biosynthesis of the alkyl ether bond in alkyl ether lipids, J. Biol. Chem. 254:4760–4763.

    PubMed  CAS  Google Scholar 

  • Davis, P. A., and Hajra, A. K., 1981, Asay and properties of the enzyme catalyzing the biosynthesis of 1-O-alkyl dihydroxyacetone 3-phosphate, Arch. Biochem. Biophys. 211:20–29.

    PubMed  CAS  Google Scholar 

  • Day, J. I. E., Goldfine, H., and Hagen, P-O., 1970, Enzymic reduction of long-chain acyl-CoA to fatty aldehyde and alcohol by extracts of Clostridium butyricum, Biochim. Biophys. Acta 218:179–182.

    CAS  Google Scholar 

  • Debuch, H., 1972, The history of ether-linked lipids through 1960, in:Ether Lipids:Chemistry and Biology ( FSnyder, ed.), Academic Press, New York, pp. 1–24.

    Google Scholar 

  • Debuch, H., Miller, J., and Furniss, H., 1971, The synthesis of plasmalogens at the time of myelination in the rat, IV:The incorporation of 14C-labelled O-(l-alkyl-sn-glycero-3-phosphoryl)-ethanolamine— A direct precursor of plasmalogens, Hoppe-Seyler’s ZPhysiol Chem. 352:984–990.

    PubMed  CAS  Google Scholar 

  • Debuch, H., Witter, B., Illig, H. K., and Gunawan, J., 1982, On the metabolism of etherphospholipid in glial cell cultures, in:Phospholipids in the Nervous System, Vol1:Metabolism ( LAHorrocks, GBAnsell, and GPorcellati, eds.), Raven Press, New York, pp199–210.

    Google Scholar 

  • Dorman, R. V., Toews, A. D., and Horrocks, L. A., 1977, Plasmalogenase activities in neuronal perikarya, astroglia, and Oligodendroglia isolated from bovine brain, J. Lipid Res. 18:115–117.

    PubMed  CAS  Google Scholar 

  • Dorman, R. V., Freysz, L., Mandel, P., and Horrocks, L. A., 1978, Plasmalogenase activities in the brains of Jimpy and Quaking mice, J. Neurochem. 30:157–159.

    PubMed  CAS  Google Scholar 

  • Downing, D. T., 1976, Mammalian waxes, in:Chemistry and Biochemistry of Natural Waxes ( PEKolattukudy, ed.), Elsevier, New York, pp17–48.

    Google Scholar 

  • Driedzic, W., Selivonchick, D. P., and Roots, B. I., 1976, Alk-l-enyl ether-containing lipids of goldfish (Carassius auratus L.)Brain and temperature acclimation, Comp. Biochem. Physiol. 53B:311–314.

    CAS  Google Scholar 

  • El-Bassiouni, E. A., Piantadosi, C., and Snyder, F., 1975, Metabolism of alkyldihydroxyacetone phosphate in rat brain, Biochim. Biophys. Acta 388:5–11.

    PubMed  CAS  Google Scholar 

  • Ellingson, J. S., and Lands, W. E. M., 1968, Phospholipid reactivation of plasmalogen metabolism, Lipids 3:111–120.

    PubMed  CAS  Google Scholar 

  • Erwin, V. G., Heston, W. D. W., and Tabakoff, B., 1972, Purification and characterization of an NADH- linked aldehyde reductase from bovine brain, J. Neurochem. 79:2269–2278.

    Google Scholar 

  • Farr, R. S., Cox, C. P., Wardlow, M. L., and Jorgensen, R., 1980, Preliminary studies of an acid-labile factor (ALF) in human sera that inactivates platelet-activating factor (PAF), Clin. Immunol. Immunopathol. 15:318–330.

    PubMed  CAS  Google Scholar 

  • Farr, R. S., Wardlow, M. L., Cox, C. P., Meng, K. E., and Greene, D. E., 1982, Human serum acid-labile factor (ALF) is an acylhydrolase that inactivates platelet activating factor (PAF), Fed. Proc. 41:733 (Abstract 2704).

    Google Scholar 

  • Ferrell, W. J., and Desmyter, E., 1974, Studies on the biosynthesis of S-alkyl bonds of glycerolipids, Physiol. Chem. Phys. 6:497–503.

    PubMed  CAS  Google Scholar 

  • Ferrell, W. J., and Kessler, R. J., 1971, Enzymic relationship of free fatty acids, aldehydes and alcohols in mouse liver, Physiol. Chem. Phys. 3:549–558.

    CAS  Google Scholar 

  • Ferrell, W. J., and Yao, K-C., 1976, Metabolism of palmitaldehyde in human cardiac muscle, J. Mol. Cell. Cardiol. 8:1–13.

    PubMed  CAS  Google Scholar 

  • Fisher, A. B., Huber, G. A., Furia, L., Bassett, D., and Rabinowitz, J. L., 1976, Evidence for lipid synthesis by the dihydroxyacetone phosphate pathway in rabbit lung subcellular fractions, J. Lab. Clin. Med. 87:1033–1040.

    PubMed  CAS  Google Scholar 

  • Fleming, P. J., and Hajra, A. K., 1977, 1-Alkyl-sn-glycero-3-phosphate :acyl-CoA acyltransferase in rat brain microsomes, J. Biol. Chem. 252:1663–1672.

    PubMed  CAS  Google Scholar 

  • Freysz, L., Horrocks, L. A., and Mandel, P., 1978, Ethanolamine and choline phosphotransferases of chicken brain, Adv. Exp. Med. Biol. 101:253–268.

    PubMed  CAS  Google Scholar 

  • Friedberg, S. J., and Alkek, R. D., 1977, Absolute configuration of tritiated O-alkylglycerol synthesized enzymatically from [l,3-3H2,l,3-14C2]dihydroxyacetone phosphate, Biochemistry 16:5291–5294.

    PubMed  CAS  Google Scholar 

  • Friedberg, S. J., and Gomillion, M., 1981, Hydrogen exchange in the formation of dihydroxyacetone phosphate from acyldihydroxyacetone phosphate in O-alkyl lipid synthesis in Ehrlich ascites tumor cell microsomes, J. Biol. Chem. 256:291–295.

    PubMed  CAS  Google Scholar 

  • Friedberg, S. J., and Heifetz, A., 1973, Hydrogen exchange in the synthesis of glyceryl ether and in the formation of dihydroxyacetone in Tetrahymena pyriformis, Biochemistry 12:1100–1106.

    CAS  Google Scholar 

  • Friedberg, S. J., and Heifetz, A., 1975, The formation of tritiated O-alkyl lipid from acyldihydroxyacetone phosphate in the presence of tritiated water, Biochemistry 14:570–574.

    PubMed  CAS  Google Scholar 

  • Friedberg, S. J., Heifetz, A., and Greene, R. C., 1971, Loss of hydrogen from dihydroxyacetone phosphate during glyceryl ether synthesis, J. Biol. Chem. 246:5822–5827.

    PubMed  CAS  Google Scholar 

  • Friedberg, S. J., Heifetz, A., and Greene, R. C., 1972, Studies on the mechanism of O-alkyl lipid synthesis, Biochemistry 11:297–301.

    PubMed  CAS  Google Scholar 

  • Friedberg, S. J., Gomillion, D. M., and Strotter, P. L., 1980, The mechanism of ether bond formation in O-alkyl lipid synthesis, J. Biol. Chem. 255:1074–1079.

    PubMed  CAS  Google Scholar 

  • Friedberg, S. J., Weintraub, S. T., Singer, M. R., and Greene, R. C., 1983, The mechanism of ether bond formation in O-alkyl lipid synthesis in Ehrlich ascites tumorUnusual cleavage of fatty acid moiety of acyl dihydroxyacetone phosphate, J. Biol. Chem. 258:136–142.

    PubMed  CAS  Google Scholar 

  • Fu, S. C., Mozzi, R., Krakowka, S., Higgin, R. J., and Horrocks, L. A., 1980, Plasmalogenase and phospholipase Ai, A2, and L1 activities in white matter in canine distemper virus-associated demyelinating encephalomyelitis, Acta Neuropathol(Berlin) 49:13–18.

    CAS  Google Scholar 

  • Gaiti, A., Goracci, G., de Medio, G. E., and Porcellati, G., 1972, Enzymic synthesis of plasmalogen and O-alkyl glycerolipid by base-exchange reaction in the rat brain, FEBS Lett 27:116–120.

    PubMed  CAS  Google Scholar 

  • Goldman, S. S., 1975, Cold resistance of the brain during hibernation. III. Evidence of a lipid adaptation, Am. J. Physiol. 228:834–838.

    PubMed  CAS  Google Scholar 

  • Goracci, G., Horrocks, L. A., and Porcellati, G., 1977, Reversibility of ethanolamine and choline phosphotransferases (EC 2.7.8.1 and EC 2.7.8.2) in rat brain microsomes with labelled alkylacylglycerols, FEBS Lett 80:41–44.

    PubMed  CAS  Google Scholar 

  • Goracci, G., Horrocks, L. A., and Porcellati, G., 1978, Studies of rat brain choline ethanolamine phosphotransferases using labeled alkylacylglycerol as substrate with evidence for reversibility of the reactions, Adv. Exp. Med. Biol. 101:269–278.

    PubMed  CAS  Google Scholar 

  • Goracci, G., Francescangeli, E., Horrocks, L. A., and Porcellati, G., 1981, The reverse reaction of cholinephosphotransferase in rat brain microsomesA new pathway for degradation of phosphatidylcholine, Biochim. Biophys. Acta 664:373–379.

    PubMed  CAS  Google Scholar 

  • Grigor, M. R., 1976, The age-related occurrence of wax esters in the mouse preputial gland tumor, Biochim. Biophys. Acta 431:157–164.

    PubMed  CAS  Google Scholar 

  • Grigor, M. R., and Harris, E. L., 1977, Wax ester synthesis in the mouse preputial gland tumor, Biochim. Biophys. Acta 488:121–127.

    PubMed  CAS  Google Scholar 

  • Gunawan, J., and Debuch, H., 1977, On the biosynthesis of plasmalogens during myelination in the rat. IX. Incorporation of radioactivity from l-[3H]alkyl-2-[l-14C]octadecenoyl-sn-glycero-3-phosphoethanolamine, Hoppe-Seyler’s ZPhysiolChem. 358:537–543.

    PubMed  CAS  Google Scholar 

  • Gunawan, J., and Debuch, H., 1981, Liberation of free aldehyde from l-(l-alkenyl)-sn-glycero-3-phosphoethanolamine (lysoplasmalogen) by rat liver microsomes, Hoppe-Seyler’s ZPhysiolChem. 362:445–452.

    PubMed  CAS  Google Scholar 

  • Gunawan, J., Vierbuchem, M., and Debuch, H., 1979, Studies on the hydrolysis of l-alk-l’-enyl-sn- glycero-3-phosphoethanolamine by microsomes from myelinating rat brain, Hoppe-Seyler’s ZPhysiolChem. 360:971–978.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., 1968a, Biosynthesis of acyl dihydroxyacetone phosphate in guinea pig liver mitochondria, J. Biol. Chem. 243:3458–3465.

    CAS  Google Scholar 

  • Hajra, A. K., 1968b, Biosynthesis of phosphatide acid from dihydroxyacetone phosphate, Biochem. Biophys. Res. Commun. 33:929–935.

    CAS  Google Scholar 

  • Hajra, A. K., 1969, Biosynthesis of alkyl-ether containing lipid from dihydroxyacetone phosphate, Biochem. Biophys. Res. Commun. 37:486–492.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., 1970, Acyl dihydroxyacetone phosphate:Precursor of alkyl ethers, Biochem. Biophys. Res. Commun. 39:1037–1044.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., 1973, The role of acyl dihydroxyacetone phosphate in tumor lipid metabolism, in:Tumor Lipids:Biochemistry and Metabolism ( RWood, ed.), The American Oil Chemists Society, Champaign, Illinois, pp183–199.

    Google Scholar 

  • Hajra, A. K., 1977, Biosynthesis of glycerolipids via acyldihydroxyacetone phosphate, Biochem. Soc. Trans. 5:34–36.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., and Agranoff, B. W., 1968a, Acyl dihydroxyacetone phosphateCharacterization of a 32P- labeled lipid from guinea pig liver mitochondria, J. Biol. Chem. 243:1617–1622.

    CAS  Google Scholar 

  • Hajra, A. K., and Agranoff, B. W., 1968b, Reduction of palmitoyl dihydroxyacetone phosphate by mitochondria, J. Biol. Chem. 243:3542–3543.

    CAS  Google Scholar 

  • Hajra, A. K., and Bishop, J. E., 1982, Glycerolipid biosynthesis in peroxisomes via the acyl dihydroxyacetone phosphate pathway, Ann. N.Y. Acad. Sci. 386:170–182.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., and Burke, C., 1978, Biosynthesis of phosphatidic acid in rat brain via acyl dihydroxyacetone phosphate, J. Neurochem. 31:125–134.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., Seguin, E. B., and Agranoff, B. W., 1968, Rapid labeling of mitochondrial lipids by labeled orthophosphate and adenosine triphosphate, J. Biol. Chem. 243:1609–1616.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., Jones, C. L., and Davis, P. A., 1978, Studies on the biosynthesis of the O-alkyl bond in glycerol ether lipids, Adv. Exp. Med. Biol. 101:369–378.

    PubMed  CAS  Google Scholar 

  • Hajra, A. K., Burke, C. L., and Jones, C. L., 1979, Subcellular localization of acyl coenzyme A:Dihydroxyacetone phosphate acyltransferase in rat liver peroxisomes (microbodies), J. Biol. Chem. 254:10896–10900.

    PubMed  CAS  Google Scholar 

  • Hill, E. E., and Lands, W. E. M., 1968, Incorporation of long-chain and polyunsaturated acids into phosphatidate and phosphatidylcholine, Biochim. Biophys. Acta 152:645–648.

    PubMed  CAS  Google Scholar 

  • Hixson, S., and Wolfenden, R., 1981, Inhibitors of ether lipid biosynthesis, Biochem. Biophys. Res. Commun. 101:1064–1070.

    PubMed  CAS  Google Scholar 

  • Hofmann, S. L., Prescott, S. M., and Majerus, P. W., 1982, The effects of mepacrine and p-bromophenacyl bromide on arachidonic acid release in human platelets, Arch. Biochem. Biophys. 215:237–244.

    PubMed  CAS  Google Scholar 

  • Holloway, P. W., 1975, Desaturation of long-chain fatty acids by animal liver, Meth. Enzymol. 35:253–262.

    PubMed  CAS  Google Scholar 

  • Holloway, P. W., and Katz, J. T., 1972, A requirement for cytochrome b5 in microsomal stearyl coenzyme A desaturation, Biochemistry 11:3689–3695.

    PubMed  CAS  Google Scholar 

  • Horrocks, L. A., 1972, Content, composition, and metabolism of mammalian and avian lipids that contain ether groups, in:Ether Lipids Chemistry and Biology ( FSnyder, ed.), Academic Press, New York, pp177–272.

    Google Scholar 

  • Horrocks, L. A., and Fu, S. C., 1978, Pathway for hydrolysis of plasmalogens in brain, Adv. Exp. Med. Biol. 101:397–406.

    PubMed  CAS  Google Scholar 

  • Horrocks, L. A., and Radominska-Pyrek, A., 1972, Enzymic synthesis of ethanolamine plasmalogens from l-alkyl-2-acyl-sn-glycero-3-(32P)phosphorylethanolamines by microsomes from rat brain, FEBS Lett 22:190–192.

    PubMed  CAS  Google Scholar 

  • Horrocks, L. A., Spanner, S., Mozzi, R., Fu, S. C., D’Amato, R. A., and Krakowka, S., 1978, Plasmalogenase is elevated in early demyelinating lesions, Adv. Exp. Med. Biol. 100:423–438.

    PubMed  CAS  Google Scholar 

  • Howard, B. V., Morris, H. P., and Bailey, J. M., 1972, Ether-lipids, α-glycerol phosphate dehydrogenase, and growth rate in tumors and cultured cells, Cancer Res 32:1533–1538.

    PubMed  CAS  Google Scholar 

  • Johnson, R. C., and Gilbertson, J. R., 1972, Isolation, characterization, and partial purification of a fatty acyl coenzyme A reductase from bovine cardiac muscle, J. Biol. Chem. 247:6991–6998.

    PubMed  CAS  Google Scholar 

  • Jones, C. L., and Hajra, A. K., 1977, The subcellular distribution of acyl CoA:dihydroxyacetone phosphate acyl transferase in guinea pig liver, Biochem. Biophys. Res. Commun. 76:1138–1143.

    PubMed  CAS  Google Scholar 

  • Jones, C. L., and Hajra, A. K., 1980, Properties of guinea pig liver perioxsomal dihydroxyacetone phosphateacyltransferase, J. Biol. Chem. 255:8289–8295.

    PubMed  CAS  Google Scholar 

  • Kanoh, H., and Ohno, K., 1973, Studies of 1,2-diglycerides formed from endogenous lecithins by the back-reaction of rat liver microsomal CDP-choline:1,2-diacylglycerol cholinephosphotransferase, Biochim. Biophys. Acta 326:17–25.

    CAS  Google Scholar 

  • Kanoh, H., and Ohno, K., 1975, substrate-selectivity of rat liver microsomal 1,2-diacylglycerol :CDP-choline(ethanolamine) choline(ethanolamine)-phosphotransferase in utilizing endogenous substrates, Biochim. Biophys. Acta 380:199–207.

    PubMed  CAS  Google Scholar 

  • Kapoulas, V. M., and Thompson, G. A., Jr., 1969, The formation of glyceryl ethers by cell-free Tetrahymena extracts, Biochem. Biophys. Acta 187:594–597.

    PubMed  CAS  Google Scholar 

  • Kapoulas, V. M., Thompson, G. A., Jr., and Hanahan, D. J., 1969, Metabolism of α-glyceryl ethers by Tetrahymena pyriformis, II. Properties of a cleavage system in vitro Biochim. Biophys. Acta 176:250–264.

    CAS  Google Scholar 

  • Kasama, K., Rainey, W. T., Jr., and Snyder, F., 1973, Chemical identification and enzymatic synthesis of a newly discovered lipid class—hydroxyalkylglycerols, Arch. Biochem. Biophys. 154:648–658.

    PubMed  CAS  Google Scholar 

  • Kaufman, S., 1959, Studies on the mechanism of enzymatic conversion of phenylalanine to tyrosine, J. Biol. Chem. 234:2677–2682.

    PubMed  CAS  Google Scholar 

  • Kawalek, J. C., and Gilbertson, J. R., 1973, Enzymic reduction of free fatty aldehydes in bovine cardiac muscle, Biochem. Biophys. Res. Commun. 51:1027–1033.

    PubMed  CAS  Google Scholar 

  • Kawalek, J. C., and Gilbertson, J. R., 1976, Partial purification of the NADPH-dependent aldehyde reductase from bovine cardiac muscle, Arch. Biochem. Biophys. 173:649–657.

    PubMed  CAS  Google Scholar 

  • Kennedy, E. P., 1953, Synthesis of phosphatides in isolated mitochondria, J. Biol. Chem. 201:399–412.

    PubMed  CAS  Google Scholar 

  • Kennedy, E. P., and Weiss, S. B., 1956, The function of cytidine coenzymes in the biosynthesis of phospholipides, J. Biol. Chem. 222:193–214.

    PubMed  CAS  Google Scholar 

  • Kahn, A. A., and Kolattukudy, P. E., 1973a, A microsomal fatty acid synthetase coupled to acyl-CoA reductase in Euglena gracilis, Arch. Biochem. Biophys 158:411–420.

    Google Scholar 

  • Kahn, A. A., and Kolattukudy, P. E., 1973b, Control of synthesis and distribution of acyl moieties in etiolated Euglena gracilis, Biochemistry 12:1939–1948.

    Google Scholar 

  • Kahn, A. A., and Kolattukudy, P. E., 1975, Solubilization of fatty acid synthetase, acyl-CoA reductase, and fatty acyl-CoA alcohol transacylase from the microsomes of Euglena gracilis, Arch. Biochem. Biophys 170:400–408.

    Google Scholar 

  • Kiyasu, J. Y., and Kennedy, E. P., 1960, The enzymatic synthesis of plasmalogens, J. Biol. Chem. 235:2590–2594.

    PubMed  CAS  Google Scholar 

  • Kolattukudy, P. E., 1970, Reduction of fatty acids to alcohols by cell-free preparations of Euglena gracilis, Biochemistry 9:1095–1102.

    CAS  Google Scholar 

  • Kolattukudy, P. E., Croteau, R., and Buckner, J. S., 1976, Biochemistry of plant waxes, in:Chemistry and Biochemistry of Natural Waxes ( PEKolattukudy, ed.), Elsevier, New York, pp289–347.

    Google Scholar 

  • Korey, S. R., and Orchen, M., 1959, Plasmalogens of the nervous systemIDeposition in developing rat brain and incorporation of 14C isotope from acetate and palmitate into the α,β-unsaturated ether chain, Arch. Biochem. Biophys. 83:381–389.

    PubMed  CAS  Google Scholar 

  • Kornberg, A., and Procer, W. E., Jr., 1953, Enzymatic esterification of α-glycerophosphate by long chain fatty acids, J. Biol. Chem. 204:345–357.

    PubMed  CAS  Google Scholar 

  • LaBelle, E. F., Jr., and Hajra, A. K., 1972, Enzymatic reduction of alkyl and acyl derivatives of dihydroxyacetone phosphate by reduced pyridine nucleotides, J. Biol. Chem. 247:5825–5834.

    PubMed  CAS  Google Scholar 

  • LaBelle, E. F., Jr., and Hajra, A. K., 1974, Purification and kinetic properties of acyl and alkyl dihydroxyacetone phosphate oxidoreductase, J. Biol. Chem. 249:6936–6944.

    PubMed  CAS  Google Scholar 

  • Lands, W. E. M., and Hart, P., 1965, Metabolism of plasmalogen III. Relative reactivities of acyl and alkenyl derivatives of glycerol-3-phosphorylcholine, Biochim. Biophys. Acta 98:532–538.

    PubMed  CAS  Google Scholar 

  • Lapetina, E. G., 1982, Platelet-activating factor stimulates the phosphatidylinositol cycleAppearance of phosphatidic acid is associated with the release of serotonin in horse platelets, J. Biol. Chem. 257:7314–7317.

    PubMed  CAS  Google Scholar 

  • Lapetina, E. G., Billah, M. M., and Cuatrecasas, P., 1981, The initial action of thrombin on plateletsConversion of phosphatidylinositol to phosphatidic acid preceding the production of arachidonic acid, J. Biol. Chem. 256:5037–5040.

    PubMed  CAS  Google Scholar 

  • Lee, T-c., 1979, Characterization of fatty alcohol:NAD+ oxidoreductase from rat liver, J. Biol. Chem. 254:2892–2896.

    PubMed  CAS  Google Scholar 

  • Lee, T-c., and Stephens, N., 1982, The modification of lipid composition in L-M cultured cells supplemented with elaidateIncreased formation of fatty alcohols, Biochim. Biophys. Acta 712:299–304.

    PubMed  CAS  Google Scholar 

  • Lee, T-c., Wykle, R. L., Blank, M. L., and Snyder, F., 1973, Dietary control of stearyl CoA and alkylacylglycerophosphorylethanolamine desaturase in tumor, Biochem. Biophys. Res. Commun. 55:574–579.

    PubMed  CAS  Google Scholar 

  • Lee, T-c., Houghland, A. E., and Stephens, N., 1979, Perturbation of lipid metabolism in L-M cultured cells by elaidic acid supplementation:Formation of fatty alcohols, Biochem. Biophys. Res. Commun. 91:1497–1503.

    PubMed  CAS  Google Scholar 

  • Lee, T-c., Fitzgerald, V., Stephens, N., and Snyder, F., 1980, Activities of enzymes involved in the metabolism of ether-linked lipids in normal and neoplastic tissues of rat, Biochim. Biophys. Acta 619:420–423.

    PubMed  CAS  Google Scholar 

  • Lee, T-c., Blank, M. L., Fitzgerald, V., and Snyder, F., 1981, Substrate specificity in the biocleavage of the O-alkyl bond:l-alkyl-2-acetyl-sn-glycero-3-phosphocholine (a hypotensive and platelet-activating lipid) and its metabolites, Arch. Biochem. Biophys. 208:353–357.

    PubMed  CAS  Google Scholar 

  • Lee, T-c., Blank, M. L., Fitzgerald, V., and Snyder, F., 1982a, Formation of alkylacyl- and diacylglycero- phosphocholines via diracylglycerol cholinephosphotransferase in rat liver, Biochim. Biophys. Acta 713:479–483.

    CAS  Google Scholar 

  • Lee, T-c., Malone, B., Wasserman, S. I., Fitzgerald, V., and Snyder, F., 1982b, Activities of enzymes that metabolize platelet-activating factor (l-alkyl-2-acetyl-sn-glycero-3-phosphocholine) in neutrophils and eosinophils from humans and the effect of a calcium ionophore, Biochem. Biophys. Res. Commun. 105:1303–1308.

    CAS  Google Scholar 

  • Lee, T-c., Malone, B., and Snyder, F., 1983, Stimulation of calcium uptake by l-alkyl-2-acetyl-sn-glycero-3-phosphocholine (platelet-activating factor) in rabbit platelets:Possible involvement of the lipoxygenase pathway, Arch. Biochem. Biophys., 223:33–39.

    PubMed  CAS  Google Scholar 

  • Lin, H. J., Ho, FCS., and Lee, C. L. H., 1978, Abnormal distribution of O-alkyl groups in the neutral glycerolipids from human hepatocellular carcinomas, Cancer Res 38:946–949.

    PubMed  CAS  Google Scholar 

  • Lumb, R. H., and Snyder, F., 1971, A rapid isotopic method for assessing the biosynthesis of ether linkages in glycerolipids of complex systems, Biochim. Biophys. Acta 244:217–221.

    PubMed  CAS  Google Scholar 

  • Lynch, J. M., Lotner, G. Z., Betz, S. J., and Henson, P. M., 1979, The release of a platelet-activating factor by stimulated rabbit neutrophils, J. Immunol. 123:1219–1226.

    PubMed  CAS  Google Scholar 

  • Malins, D. C., and Sargent, J. R., 1971, Biosynthesis of alkyldiacylglycerols and triacylglycerols in a cell-free system from the liver of dogfish (Squalus acanthias), Biochemistry 10:1107–1110.

    PubMed  CAS  Google Scholar 

  • Manning, R., and Brindley, D. N., 1972, Tritium isotope effects in the measurement of the glycerol phosphate and dihydroxyacetone phosphate pathways of glycerolipid biosynthesis in rat liver, Biochem. J. 130:1003–1012.

    PubMed  CAS  Google Scholar 

  • Martinez, M., and Ballabriga, A., 1978, A chemical study on the development of human forebrain and cerebellum during the brain “growth spurt” periodIGangliosides and plasmalogens, Brain Res 159:351–362.

    PubMed  CAS  Google Scholar 

  • Mason, R. J., 1978, Importance of the acyl dihydroxyacetone phosphate pathway in the synthesis of phosphatidylglycerol and phosphatidylcholine in alveolar type II cells, J. Biol. Chem. 253:3367–3370.

    PubMed  CAS  Google Scholar 

  • Matsumoto, M., and Suzuki, Y., 1973, Acylation of lysophospholipids including lysoplasmalogen by cultured human amnion cells (FL cells), J. Biochem(Tokyo) 73:793–802.

    CAS  Google Scholar 

  • McMurray, W. C., 1964, Metabolism of phosphatides in developing rat brain. II. Labeling of plasmalogens and other alkali-stable lipids from radioactive cytosine nucleotides, J. Neurochem. 11:315–326.

    PubMed  CAS  Google Scholar 

  • Mencia-Huerta, J. M., Ninio, E., Roubin, R., and Benveniste, J., 1981, Is platelet-activating factor (PAF- acether) synthesis by murine peritoneal cells (PC) a two-step process? Agents Actions 11:556–558.

    PubMed  CAS  Google Scholar 

  • Mencia-Huerta, J. M., Roubin, R., Morgat, J. L., and Benveniste, J., 1982, Biosynthesis of platelet- activating factor (PAF-acether). III. Formation of PAF-acether from synthetic substrates by stimulated murine macrophages, J. Immunol. 129:804–808.

    PubMed  CAS  Google Scholar 

  • Mogelson, S., and Sobel, B. E., 1981, Ethanolamine plasmalogen methylation by rabbit myocardial membranes, Biochem. Biophys. Acta 666:205–211.

    CAS  Google Scholar 

  • Moore, C., and Snyder, F., 1982a, Properties of microsomal acyl coenzyme A reductase in mouse preputial glands, Arch. Biochem. Biophys. 214:489–499.

    CAS  Google Scholar 

  • Moore, C., and Snyder, F., 1982b, Regulation of acyl coenzyme A reductase by a heat-stable cytosolic protein during preputial gland development, Arch. Biochem. Biophys. 214:500–504.

    CAS  Google Scholar 

  • Mozzi, R., Siepi, D., Andreoli, V., and Porcellati, G., 1981, The synthesis of choline plasmalogen by the methylation pathway in rat brain, FEBS Lett 131:115–118.

    PubMed  CAS  Google Scholar 

  • Mueller, H. W., O’Flaherty, J. T., and Wykle, R. L., 1982, Ether lipid content and fatty acid distribution in rabbit polymorphonuclear neutrophil phospholipids, Lipids 17:72–77.

    PubMed  CAS  Google Scholar 

  • Mueller, H. W., O’Flaherty, J. T., and Wylke, R. L., 1983, Biosynthesis of platelet activating factor in rabbit polymorphonuclear neutrophils, J. Biol. Chem., in press.

    Google Scholar 

  • Mukherjee, K. D., Weber, N., Mangold, H. K., Volm, M., and Richter, I., 1980, Competing pathways in the formation of alkyl, alk-l-enyl and acyl moieties in the lipids of mammalian tissues, Eur. J. Biochem. 107:289–294.

    PubMed  CAS  Google Scholar 

  • Muramatsu, T., and Schmid, H. H. O., 1971, Formation of 1-O-2’-hydroxyalkyl glycerophosphatides from 1,2-heptadecanediol in myelating brain, J. Lipid Res. 12:740–746.

    PubMed  CAS  Google Scholar 

  • Muramatsu, T., and Schmid, H. H. O., 1972, On the formation of l-O-2’-hydroxyalk-l’-enyl or 1-O-2’- ketoalkyl glycerophosphatides from 1,2-alkanediol in myelinating brain, Biochim. Biophys. Acta 260:365–368.

    PubMed  CAS  Google Scholar 

  • Muramatsu, T., and Schmid, H. H. O., 1973, Metabolism of l-hydroxy-2-ketoheptadecane in myelinating brain, Biochem. Biophys. Acta 296:265–270.

    PubMed  CAS  Google Scholar 

  • Murooka, Y., Seto, K., and Harada, T., 1970, O-Alkylhomoserine synthesis from O-acetylhomoserine and alcohol, Biochem. Biophys. Res. Commun. 41:407–417.

    CAS  Google Scholar 

  • Natarajan, V., and Sastry, P. S., 1973, In vitro studies on the acylation of 1-O-alkenyl glycero-3-phosphorylethanolamine by rat brain preparations, FEBS Lett 32:9–12.

    CAS  Google Scholar 

  • Natarajan, V., and Sastry, P. S., 1976, Conversion of [l-14C]palmitic acid to [l-14C]hexadecanol by developing rat brain cell-free preparations, J. Neurochem. 26:107–113.

    PubMed  CAS  Google Scholar 

  • Natarajan, V., and Schmid, H. H. O., 1977a, Substrate specificities in ether lipid biosynthesisMetabolism of polyunsaturated fatty acids and alcohols by rat brain microsomes, Biochem. Biophys. Res. Commun. 79:411–416.

    CAS  Google Scholar 

  • Natarajan, V., and Schmid, H. H. O., 1977b, Chain length specificity in the utilization of long chain alcohols for ether lipid biosynthesis in rat brain, Lipids 12:872–875.

    CAS  Google Scholar 

  • Natarajan, V., and Schmid, H. H. O., 1977c, 1-Docosanol and other long chain alcohols in developing rat brain, Lipids 12:128–130.

    CAS  Google Scholar 

  • Natarajan, V., and Schmid, H. H. O., 1978, Biosynthesis and utilization of long-chain alcohols in rat brain:Aspects of chain length specificity, Arch. Biochem. Biophys. 187:215–222.

    PubMed  CAS  Google Scholar 

  • Ninio, E., Mencia-Huerta, J. M., Heymans, F., and Benveniste, J., 1982, Biosynthesis of platelet-activity factorIEvidence for an acetyl-transferase activity in murine macrophages, Biochim. Biophys. Acta 710:23–31.

    PubMed  CAS  Google Scholar 

  • O’Flaherty, J. T., and Wykle, R. L., 1983, Biology and biochemistry of platelet activating factor, Clin. Rev. Allergy, in press.

    Google Scholar 

  • O’Flaherty, J. T., Thomas, M. J., Hammett, M. J., Carroll, C., McCall, C. E., and Wykle, R. L., 1983, 5-l-Hydroxy-6,8,11,14-eicosatetraenoate potentiates the human neutrophil degranulating action of platelet-activating factor, Biochem. Biophys. Res. Commun. 111:1–7.

    Google Scholar 

  • Oshino, N., and Omura, T., 1973, Immunochemical evidence for the participation of cytochrome b5 in microsomal stearyl-CoA desaturation reaction, Arch. Biochem. Biophys. 157:395–404.

    PubMed  CAS  Google Scholar 

  • Oshino, N., and Sato, R., 1972, The dietary control of the microsomal stearyl-CoA desaturation enzyme system in rat liver, Arch. Biochem. Biophys. 149:369–377.

    PubMed  CAS  Google Scholar 

  • Oshino, N., Imai, Y., and Sato, R., 1966, Electron-transfer mechanism associated with fatty acid desaturation catalyzed by liver microsomes, Biochim. Biophys. Acta 128:13–28.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., 1971, Biosynthesis of plasmalogens from alkyl- and alkyl-acylglycerophosphoryl ethanolamine in the rat brain, FEBS Lett 17:118–120.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., 1972a, Biosynthesis of alkyl-glycerol lipids in the intestinal mucosa in vivo and in a cell-free system, Biochim. Biophys. Acta 260:345–351.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., 1972b, Plasmalogen biosynthesis in a cell-free systemEnzymic desaturation of 1-O-alkyl (2- acyl) glycerophosphoryl ethanolamine, FEBS Lett 20:79–82.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., 1972c, Intestinal uptake and metabolism of alkyl acyl glycerophospholipids and of alkyl glycerophospholipids in the ratBiosynthesis of plasmalogens from [3H]alkyl glycerophosphoryl [14C]ethanolamine, Biochim. Biophys. Acta 260:352–364.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., 1973, Synthesis of alkoxylipids, Chem. Phys. Lipids 11:270–294.

    CAS  Google Scholar 

  • Paltauf, F., 1978a, Studies on soluble proteins stimulating plasmalogen biosynthesis, Adv. Exp. Med. Biol. 101:378–395.

    Google Scholar 

  • Paltauf, F., 1978b, Isolation of soluble proteins capable of stimulating aerobic plasmalogen biosynthesis, Eur. J. Biochem. 85:263–270.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., and Holasek, A., 1973, Enzymatic synthesis of plasmalogensCharacterization of the 1-O-alkyl-2-acyl-sn-glycero-3-phosphorylethanolamine desaturase from mucosa of hamster small intestine, J. Biol. Chem. 248:1609–1615.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., and Johnston, J. M., 1971, The metabolism in vitro of enantiomeric 1-O-alkyl glycerols and 1,2- and 1,3-alkyl acyl glycerols in the intestinal mucosa, Biochim. Biophys. Acta 239:47–56.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., and Wagner, E., 1976, Stereospecificity of lipasesEnzymatic hydrolysis of enantiomeric alkyldiacyl- and dialkylacylglycerols by lipoprotein lipase, Biochim. Biophys. Acta 431:359–362.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., Esfandi, F., and Holasek, A., 1974a, Stereospecificity of lipasesEnzymic hydrolysis of enantiomeric alkyl diacylglycerols by lipoprotein lipase, lingual lipase and pancreatic lipase, FEBS Lett 40:119–123.

    PubMed  CAS  Google Scholar 

  • Paltauf, F., Prough, R. A., Masters, B. S. S., and Johnston, J. M., 1974b, Evidence for the participation of cytochrome b5 in plasmalogen biosynthesis, J. Biol. Chem. 249:2661–2662.

    CAS  Google Scholar 

  • Pfleger, R. C., Piantadosi, C., and Snyder, F., 1967, The biocleavage of isomeric glyceryl ethers by soluble liver enzymes in a variety of species, Biochim. Biophys. Acta 144:633–648.

    PubMed  CAS  Google Scholar 

  • Pinckard, R. N., Farr, R. S., and Hanahan, D. J., 1979, Physicochemical and functional identity of rabbit platelet-activating factor (PAF) released in vivo during IgE anaphylaxis with PAF released in vitro from IgE sensitized basophils, J. Immunol. 123:1847–1857.

    PubMed  CAS  Google Scholar 

  • Pinckard, R. N., McManus, L. M., Demopoulos, C. A., Halonen, M., Clark, P. O., Shaw, J. O., Kniker, W. T., and Hanahan, D. J., 1980, Molecular pathobiology of acetyl glyceryl ether phosphorylcholine:Evidence for the structural and functional identity with platelet-activating factor, JReticuloendothelSoc. 28 (Suppl.):95S–103S.

    PubMed  CAS  Google Scholar 

  • Pollock, R. J., Hajra, A. K., and Agranoff, B. W., 1975, The relative utilization of the acyl dihydroxyacetone phosphate and glycerol phosphate pathways for synthesis of glycerolipids in various tumors and normal tissues, Biochim. Biophys. Acta 380:421–435.

    PubMed  CAS  Google Scholar 

  • Polonsky, J., Tence, M., Varenne, P., Das, B. C., Lunel, J., and Benveniste, J., 1980, Release of 1-O- alkylglyceryl-3-phosphorylcholine, O-deacetyl platelet-activating factor, from leukocytes:Chemical ionization mass spectrometry of phospholipids, Proc. Natl. Acad. Sci. USA 77:7019–7023.

    PubMed  CAS  Google Scholar 

  • Porcellati, G., Biasion, M. G., and Pirotta, M., 1970, The labeling of brain ethanolamine phosphoglycerides from cytidine diphosphate ethanolamine in vitro, Lipids 5:734–742.

    CAS  Google Scholar 

  • Poulos, A., Hughes, B. P., and Cumings, J. N., 1968, The biosynthesis of choline plasmalogens by ox heart, Biochim. Biophys. Acta 152:629–632.

    PubMed  CAS  Google Scholar 

  • Puleo, L. E., Rao, G. A., and Reiser, R., 1970, Triose phosphates as precursors of glyceride biosynthesis by rat liver microsomes, Lipids 5:770–776.

    PubMed  CAS  Google Scholar 

  • Radominska-Pyrek, A., and Horrocks, L. A., 1972, Enzymic synthesis of l-alkyl-2-acyl-sn-glycerol-3-phosphorylethanolamines by the CDP-ethanolamine:l-radyl-2-acyl-sn-glycerol ethanolaminephosphotransferase from microsomal fraction of rat brain, J. Lipid Res. 13:580–587.

    PubMed  CAS  Google Scholar 

  • Radominska-Pyrek, A., Strosznajder, J., Dabrowiecki, Z., Chojnacki, T., and Horrocks, L. A., 1976, Effects of free fatty acids on the enzymic synthesis of diacyl and ether types of choline and ethanolamine phosphoglycerides, J. Lipid Res. 17:657–662.

    PubMed  CAS  Google Scholar 

  • Radominska-Pyrek, A., Strosznajder, J., Dabrowiecki, Z., Goracci, G., Chojnacki, T., and Horrocks, L. A., 1977, Enzymic synthesis of ether types of choline and ethanolamine phosphoglycerides by microsomal fractions from rat brain and liver, J. Lipid Res. 18:53–58.

    PubMed  CAS  Google Scholar 

  • Radominska-Pyrek, A., Dabrowiecki, Z., and Horrocks, L. A., 1979, Synthesis and content of ether-linked glycerophospholipids in the harderian gland of rabbits, Biochim. Biophys. Acta 574:248–257.

    PubMed  CAS  Google Scholar 

  • Renooij, W., and Snyder, F., 1981, Biosynthesis of l-alkyl-2-acetyl-sn-glycero-3-phosphocholine (platelet activating factor and a hypotensive lipid) by choline phosphotransferase in various rat tissues, Biochim. Biophys. Acta 663:545–556.

    PubMed  CAS  Google Scholar 

  • Richter, I., and Weber, N., 1981, Formation of ether lipids from isomeric cis-octadecen-1 -ols in normal and neoplastic cells:Substrate specificity of enzymes with regard to position of double bonds, Hoppe-Seyler’s. Z. Physiol. Chem. 362:1163–1166.

    PubMed  CAS  Google Scholar 

  • Riendeau, D., Rodriguez, A., and Meighen, E., 1982, Resolution of the fatty acid reductase from Photobacteriumphosphoreum into acyl protein synthetase and acyl-CoA reductase activities, J. Biol. Chem. 257:6908–6915.

    PubMed  CAS  Google Scholar 

  • Roberti, R., Binaglia, L., Francescangeli, E., Goracci, G., and Porcellati, G., 1975, Enzymatic synthesis of l-alkyl-2-acyl-sn-glycero-3-phosphorylethanolamine through ethanolaminephosphotransferase activity in the neuronal and glial cells of rabbit in vitro, Lipids 10:121–127.

    CAS  Google Scholar 

  • Rock, C. O., and Snyder, F., 1974, Biosynthesis of l-alkyl-sn-glycero-3-phosphate via adenosine triphosphate:1-alkyl-sn-glycerol phosphotransferase, J. Biol. Chem. 249:5382–5387.

    PubMed  CAS  Google Scholar 

  • Rock, C. O., and Snyder, F., 1975, A short-chain acyl-CoA:l-alkyl-2-acyl-sn-glycerol acyltransferase from a microsomal fraction of the rabbit harderian gland, Biochim. Biophys. Acta 388:226–230.

    PubMed  CAS  Google Scholar 

  • Rock, C. O., and Snyder, F., 1978, Asymmetric localization of alkyldihydroxyacetone-P synthase and acyldihydroxyacetone-P acyltransferase in microsomal vesicles, Adv. Exp. Med. Biol. 101:379–385.

    PubMed  CAS  Google Scholar 

  • Rock, C. O., Baker, R. C., Fitzgerald, V., and Snyder, F., 1976, Stimulation of the microsomal alkyl- glycerol monooxygenase by catalase, Biochim. Biophys. Acta 450:469–473.

    PubMed  CAS  Google Scholar 

  • Rock, C. O., Fitzgerald, V., and Snyder, F., 1977a, Activation of alkyldihydroxyacetone phosphate synthase by detergents, Arch. Biochem. Biophys. 181:172–177.

    PubMed  CAS  Google Scholar 

  • Rock, C. O., Fitzgerald, V., and Snyder, F., 1977b, Properties of dihydroxyacetone phosphate acyltransferase in the harderian gland, J. Biol. Chem. 252:6363–6366.

    PubMed  CAS  Google Scholar 

  • Rock, C. O., Fitzgerald, V., and Snyder, F., 1978, Coupling of the biosynthesis of fatty acids and fatty alcohols, Arch. Biochem. Biophys. 186:77–83

    PubMed  CAS  Google Scholar 

  • Rognstad, R., Clark, D. G., and Katz, J., 1974, Pathways of glyceride glycerol synthesis, Biochem. J. 140:249–251.

    PubMed  CAS  Google Scholar 

  • Roots, B. I., and Johnston, P. V., 1968, Plasmalogens of the nervous system and environmental temperature, Comp. Biochem. Physiol. 26:553–560.

    PubMed  CAS  Google Scholar 

  • Roubin, R., Mencia-Huerta, J. M., Landes, A., and Benveniste, J., 1982, Biosynthesis of platelet-activating factor (PAF-acether). IV. Impairment of acetyl-transferase activity in thioglycollate-elicited mouse macrophages, J. Immunol. 129:809–813.

    PubMed  CAS  Google Scholar 

  • Saito, M., and Kanfer, J., 1975, Phosphatidohydrolase activity in a solubilized preparation from rat brain particulate fraction, Arch. Biochem. Biophys. 169:318–323.

    PubMed  CAS  Google Scholar 

  • Sargent, J. R., Lee, R. F., and Nevenzel, J. C., 1976, Marine waxes, in:Chemistry and Biochemistry of Natural Waxes ( PEKolattukudy, ed.), Elsevier, New York, pp49–91.

    Google Scholar 

  • Schlossman, D. M., and Bell, R. M., 1976, Triacylglycerol synthesis in isolated fat cellsEvidence that the sn-glycerol-3-phosphate and dihydroxyacetone phosphate acyltransferase activities are dual catalytic functions of a single microsomal enzyme, J. Biol. Chem. 251:5738–5744.

    PubMed  CAS  Google Scholar 

  • Schlossman, D. M., and Bell, R. M., 1977, Microsomal sn-glycerol-3-phosphate and dihydroxyacetone phosphate acyltransferase activities from liver and other tissuesEvidence for a single enzyme catalyzing both reactions, Arch. Biochem. Biophys. 182:732–742.

    PubMed  CAS  Google Scholar 

  • Scott, C. C., Heckman, C. A., Nettesheim, P., and Snyder, F., 1979a, Metabolism of ether-linked glycerolipids in cultures of normal and neoplastic rat respiratory tract epithelium, Cancer Res 39:207–214.

    PubMed  CAS  Google Scholar 

  • Scott, C. C., Heckman, C. A., and Snyder, F., 1979b, Regulation of ether lipids and their precursors in relation to glycolysis in cultured neoplastic cells, Biochim. Biophys. Acta 575:215–224.

    PubMed  CAS  Google Scholar 

  • Selivonchick, D. P., Johnston, P. V., and Roots, B. I., 1977, Acyl and alkenyl group composition of brain subcellular fractions of goldfish (Carassius auratus L.) acclimated to different environmental temperatures, Neurochem. Res. 2:379–393.

    CAS  Google Scholar 

  • Shaw, J. O., Klusick, S. J., and Hanahan, D. J., 1981, Activation of rabbit platelet phospholipase and thromboxane synthesis by l-O-hexadecyl/octadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine (platelet activating factor), Biochim. Biophys. Acta 663:222–229.

    PubMed  CAS  Google Scholar 

  • Smith, R. J., and Bowman, B. J., 1982, Stimulation of human neutrophil degranulation with 1 -O-octadecyl- 2-O-acetyl-sn-glyceryl-3-phosphorylcholine:Modulation by inhibitors of arachidonic acid metabolism, Biochem. Biophys. Res. Commun. 104:1495–1501.

    PubMed  CAS  Google Scholar 

  • Snyder, F., 1969, The biochemistry of lipids containing ether bonds, ProgChemFats Other Lipids, 10:287–335.

    CAS  Google Scholar 

  • Snyder, F(ed.), 1972a, Ether Lipids:Chemistry and Biology, Academic Press, New York.

    Google Scholar 

  • Snyder, F., 1972b, The enzymic pathways of ether-linked lipids and their precursors, in:Ether Lipids:Chemistry and Biology ( FSnyder, ed.), Academic Press, New York, pp121–156.

    Google Scholar 

  • Snyder, F., 1972c, Ether-linked lipids and fatty alcohol precursors in neoplasms, in:Ether Lipids:Chemistry and Biology ( FSnyder, ed.), Academic Press, New York, pp273–295.

    Google Scholar 

  • Snyder, F., 1982, Platelet activating factor (PAF), a novel type of phospholipid with diverse biological properties, Annu. Rep. Med. Chem. 17:243–252.

    CAS  Google Scholar 

  • Snyder, F., and Malone, B., 1970, Enzymic interconversion of fatty alcohols and fatty acids, Biochem. Biophys. Res. Commun. 41:1382–1387.

    PubMed  CAS  Google Scholar 

  • Snyder, F., and Piantadosi, C., 1968, Deacylation of isomeric diacyl[l-14C]alkoxyglycerols by pancreatic lipase, Biochim. Biophys. Acta 152:794–797.

    PubMed  CAS  Google Scholar 

  • Snyder, F., and Snyder, C., 1975, Glycerolipids and cancer, Prog. Biochem. Pharmacol. 10:1–41.

    PubMed  CAS  Google Scholar 

  • Snyder, F., and Wood, R., 1968, The occurrence and metabolism of alkyl and alk-l-enyl ethers of glycerol in transplantable rat and mouse tumors, Cancer Res 28:972–978.

    PubMed  CAS  Google Scholar 

  • Snyder, F., and Wood, R., 1969, Alkyl and alk-l-enyl ethers of glycerol in lipids from normal and neoplastic human tissues, Cancer Res 29:251–257.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Malone, B., and Wykle, R. L., 1969a, The biosynthesis of alkyl ether bonds in lipids by a cell-free system, Biochim. Biophys. Res. Commun. 34:40–47.

    CAS  Google Scholar 

  • Snyder, F., Wykle, R. L., and Malone, B., 1969b, A new metabolic pathway:Biosynthesis of alkyl ether bonds from glyceraldehyde-3-phosphate and fatty alcohols by microsomal enzymes, Biochem. Biophys. Res. Commun. 34:315–321.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Malone, B., and Blank, M. L., 1969c, The biosynthesis of alkyl glyceryl ethers by microsomal enzymes of digestive glands and gonads of the starfish, Asterias forbesi, Biochim. Biophys. Acta 187:302–306.

    CAS  Google Scholar 

  • Snyder, F., Malone, B., and Blank, M. L., 1970a, Enzymic synthesis of O-alkyl bonds in glycerolipids, J. Biol. Chem. 245:1790–1799.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Blank, M. L., Malone, B., and Wykle, R. L., 1970b, Identification of O-alkyldihydroxyacetone phosphate, O-alkyldihydroxyacetone, and diacyl glyceryl ethers after enzymic synthesis, J. Biol. Chem. 245:1800–1805.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Rainey, W. T., Jr., Blank, M. L., and Christie, W. H., 1970c, The source of oxygen in the ether bond of glycerolipids:180 studies, J. Biol. Chem. 245:5853–5856.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Blank, M. L., and Malone, B., 1970d, Requirement of cytidine derivatives in the biosynthesis of O-alkyl phospholipids, J. Biol. Chem. 245:4016–4018.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Malone, B., and Cumming, R. B., 1970e, Synthesis of glyceryl ethers by microsomal enzymes derived from fibroblasts (L-M cells) grown in suspension cultures, Can. J. Biochem. 48:212–215.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Piantadosi, C., and Malone, B., 1970f, The participation of 1- and 2-isomers of O-alkylglycerols as acyl acceptors in cell-free systems, Biochim. Biophys. Acta 202:244–249.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Blank, M. L., and Wykle, R. L., 1971a, The enzymic synthesis of ethanolamine plasmalogens, J. Biol. Chem. 246:3639–3645.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Hibbs, M., and Malone, B., 1971b, Enzymic synthesis of O-alkyl glycerolipids in brain and liver of rats during fetal and postnatal development, Biochim. Biophys. Acta 231:409–411.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Clark, M., and Piantadosi, C., 1973a, Biosynthesis of alkyl lipids:Displacement of the acyl moiety of acyldihydroxyacetone phosphate with fatty alcohol analogs, Biohem. Biophys. Res. Commun. 53:350–356.

    CAS  Google Scholar 

  • Snyder, F., Malone, B., and Piantadosi, C., 1973b, Tetrahydropteridine-dependent cleavage enzyme for O-alkyl lipids:Substrate specificity, Biochim. Biophys. Acta 316:259–265.

    PubMed  CAS  Google Scholar 

  • Snyder, F., Malone, B., and Piantadosi, C., 1974, Enzymic studies of glycol and glycerol lipids containing O-alkyl bonds in liver and tumor tissues, Arch. Biochem. Biophys. 161:402–407.

    PubMed  CAS  Google Scholar 

  • Soodsma, J. F., Piantadosi, C., and Snyder, F., 1970, The biocleavage of alkyl glyceryl ethers in Morris hepatomas and other transplantable neoplasms, Cancer Res 30:309–311.

    PubMed  CAS  Google Scholar 

  • Soodsma, J. F., Piantadosi, C., and Snyder, F., 1972, Partial characterization of the alkylglycerol cleavage enzyme system of rat liver, J. Biol. Chem. 247:3923–3929.

    PubMed  CAS  Google Scholar 

  • Sribney, M., and Lyman, E. M., 1973, Stimulation of phosphorylcholine glyceride transferase activity by unsaturated fatty acids, Can. J. Biochem. 51:1479–1486.

    PubMed  CAS  Google Scholar 

  • Stoffel, W., and Heimann, G., 1973, Action of lysosomal lipolytic enzymes on alkyl ether-containing phospholipids, Hoppe-Seyler’ s Z. Physiol. Chem. 355:651–659.

    Google Scholar 

  • Stoffel, W., and LeKim, D., 1971, Studies on the biosynthesis of plasmalogensPrecursors in the biosynthesis of plasmalogens:on the stereospecificity of the biochemical dehydrogenation of the 1-O-alkyl glyceryl to the 1-O-alk-1’-enyl glyceryl ether bond, Hoppe-Seyler’s Z. Physiol. Chem. 352:501–511.

    PubMed  CAS  Google Scholar 

  • Stoffel, W., LeKim, D., and Heyn, G., 1970, Spinganine (dihydrophingosine), an effective donor of the alk-1’ enyl chain of plasmalogens, Hoppe-Seyler’s Z. Physiol. Chem. 351:875–883.

    PubMed  CAS  Google Scholar 

  • Strosznajder, J., Radominska-Pyrek, A., and Horrocks, L. A., 1979, Choline and ethanolamine glycero- phospholipid synthesis in isolated synaptosomes of rat brain, Biochim. Biophys. Acta 574:48–56.

    PubMed  CAS  Google Scholar 

  • Subbaiah, P. V., Sastry, P. S., and Ganguly, J., 1970, Acylation of lysolecithin in the intestinal mucosa of rats, Biochem. J. 118:241–246.

    PubMed  CAS  Google Scholar 

  • Sugiura, T., Onuma, Y., Sekiguchi, N., and Waku, K., 1982, Ether phospholipids in guinea pig polymorphonuclear leukocytes and macrophagesOccurrence of high levels of l-O-alkyl-2-acyl-sn-glycero- 3-phosphocholine, Biochim. Biophys. Acta 712:515–522.

    PubMed  CAS  Google Scholar 

  • Sugiura, T., Nakajima, M., Sekiguchi, N., Nakagawa, Y., and Waku, K., 1983, Different fatty chain compositions of alkenylacyl, alkylacyl and diacyl phospholipids in rabbit alveolar macrophages:High amounts of arachidonic acid in ether phospholipids, Lipids 18:125–129.

    CAS  Google Scholar 

  • Tabakoff, B., and Erwin, V. G., 1970, Purification and characterization of a reduced nicotinamide adenine dinucleotide phosphate-linked aldehyde reductase from brain, J. Biol. Chem. 245:3263–3268.

    PubMed  CAS  Google Scholar 

  • Tence, M., Polonsky, J., Le Couedic, J. P., and Benveniste, J., 1980, Release, purification, and characterization of platelet-activating factor (PAF), Biochimie 62:251–259.

    PubMed  CAS  Google Scholar 

  • Thompson, G. A., Jr., 1968, The biosynthesis of ether-containing phospholipids in the slug, Arion ater. III. Origin of the vinylic ether bond of plasmalogens, Biochim. Biophys. Acta 152:409–411.

    PubMed  CAS  Google Scholar 

  • Thompson, G. A., Jr., 1972a, Ether-linked lipids in molluscs, in:Ether Lipids:Chemistry and Biology ( FSnyder, ed.), Academic Press, New York, pp313–320.

    Google Scholar 

  • Thompson, G. A., Jr., 1972b, Ether-linked lipids in protozoa, in:Ether Lipids:Chemistry and Biology ( FSnyder, ed.), Academic Press, New York, pp321–327.

    Google Scholar 

  • Thyagarajan, K., Sand, D. M., Brockman, H. L., and Schlenk, H., 1979, Oxidation of fatty alcohols to acids in the caecum of a gourami(Trichogaster cosby), Biochim. Biophys. Acta 575:318–326.

    PubMed  CAS  Google Scholar 

  • Tietz, A., Lindberg, M., and Kennedy, E. P., 1964, A new pteridine-requiring enzyme system for the oxidation of glyceryl ethers, J. Biol. Chem. 239:4081–4090.

    PubMed  CAS  Google Scholar 

  • Tjiong, H. B., Gunawan, J., and Debuch, H., 1976, On the biosynthesis of plasmalogens during myelination in the rat. VIII. Incorporation of l-[l-14C]alkyl-2-acyl-3-sn-glycerophosphoethanolamine with different fatty acids, Hoppe-Seyler’s Z. Physiol. Chem. 357:707–712.

    PubMed  CAS  Google Scholar 

  • van den Bosch, H., 1974, Phosphoglyceride metabolism, Annu. Rev. Biochem. 43:243–277.

    PubMed  Google Scholar 

  • Vargaftig, B. B., 1977, Carrageenan and thrombin trigger prostaglandin synthetase-independent aggregation of rabbit platelets:Inhibition by phospholipase A2 inhibitors, J. Pharm. Pharmacol. 29:222–228.

    PubMed  CAS  Google Scholar 

  • Vargaftig, B. B., Chignard, M., Benveniste, J., Lefort, J., and Wal, F., 1981, Background and present status of research on platelet-activating factor (PAF-acether), Ann. N.Y. Acad. Sci. 370:119–137.

    PubMed  CAS  Google Scholar 

  • Vierbuchen, M., Gunawan, J., and Debuch, H., 1979, Studies on the hydrolysis of l-alkyl-sn-glycero-3- phosphoethanolamine in subcellular fractions of rat brain, Hoppe-Seyler’s Z. Physiol. Chem. 360:1091–1097.

    PubMed  CAS  Google Scholar 

  • Voelkel, N. F., Worthen, S., Reeves, J. T., Henson, P. M., and Murphy, R. C., 1982, Nonimmunological production of leukotrienes induced by platelet-activating factor, Science 218:286–288.

    PubMed  CAS  Google Scholar 

  • Waite, M., and van Deenen, L. L. M., 1967, Hydrolysis of phospholipids and glycerides in rat-liver preparations, Biochim. Biophys. Acta 137:498–517.

    PubMed  CAS  Google Scholar 

  • Waite, M., Scherphof, G. L., Boshouwers, F. M. G., and Van Deenen, L. L. M., 1969, Differentiation of phospholipases A in mitochondria and lysosomes of rat liver, J. Lipid Res. 10:411–420.

    PubMed  CAS  Google Scholar 

  • Waku, K., and Lands, W. E. M., 1968, Acyl coenzyme A:l-alkenyl-glycero-3-phosphorycholine acyl- transferase action in plasmalogen biosynthesis, J. Biol. Chem. 243:2654–2659.

    PubMed  CAS  Google Scholar 

  • Waku, K., and Nakazawa, Y., 1970, Acyltransferase activity of l-O-alkyl-glycero-3-phosphorylcholine in sarcoplasmic reticulum, J. Biochem. 68:459–466.

    PubMed  CAS  Google Scholar 

  • Waku, K., and Nakazawa, Y., 1972, Acyltransferase activity to l-acyl-l-O-alkenyl-, and 1-O-alkyl-glycero- 3-phosphorylcholine in Ehrlich ascites tumor cells, J. Biochem. 72:495–497.

    PubMed  CAS  Google Scholar 

  • Waku, K., and Nakazawa, Y., 1978a, Incorporation rates of [l14C]glycerol into the molecular species of alkyl ether phospholipids of Ehrlich ascites tumor cells in vivo, Eur. J. Biochem 88:489–494.

    CAS  Google Scholar 

  • Waku, K., and Nakazawa, Y., 1978b, Turnover of molecular species of diacyl and alkyl ether phospholipids in Ehrlich ascites tumor cells, Adv. Exp. Med. Biol. 101:407–413.

    PubMed  CAS  Google Scholar 

  • Waku, K., and Nakazawa, Y., 1979, Turnover rates of the molecular species of alkenyl ether phospholipids of Ehrlich ascites tumor cells, Eur. J. Biochem. 100:317–320.

    PubMed  CAS  Google Scholar 

  • Waku, K., Nakazawa, Y., and Mori, W., 1976, Phospholipid metabolism in Ehrlich ascites tumor cells, II. Turnover rate of ether phospholipids, J. Biochem. 80:711–716.

    PubMed  CAS  Google Scholar 

  • Warner, H. R., and Lands, W. E. M., 1961, The metabolism of plasmalogen:Enzymatic hydrolysis of the vinyl ether, J. Biol. Chem. 236:2404–2409.

    PubMed  CAS  Google Scholar 

  • Weber, N., and Richter, I., 1982, Formation of ether lipids and wax esters in mammalian cellsSpecificity of enzymes with regard to carbon chains of substrates, Biochim. Biophys. Acta 711:197–207.

    PubMed  CAS  Google Scholar 

  • Weiss, S. B., Smith, S. W., and Kennedy, E. P., 1958, The enzymatic formation of lecithin from cytidine diphosphate choline and D-l,2-diglyceride, J. Biol. Chem. 231:53–64.

    PubMed  CAS  Google Scholar 

  • Woelk, H., Goracci, G., and Porcellati, G., 1974a, The action of brain phospholipases A2 on purified, specifically labelled 1,2-diacyl-, 2-acyl-l-alk-1’-enyl- and 2-acyl-l-alkyl-sn-glycero-3-phosphorylcholine, Hoppe-Seyler’s Z. Physiol. Chem. 355:75–81.

    PubMed  CAS  Google Scholar 

  • Woelk, H., Kanig, K., and Peiler-Ichikawa, K., 1974b, Phospholipid metabolism in experimental allergic encephalomyelitis:Activity of mitochondrial phospholipase A2 of rat brain towards specifically labeled 1,2-diacyl-, l-alk-1’-enyl-2-acyl- and l-alkyl-2-acyl-sn-glycero-3-phosphorylcholine, J. Neurochem. 23:745–750.

    PubMed  CAS  Google Scholar 

  • Woelk, H., Porcellati, G., and Goracci, G., 1976, Metabolic studies on 1-alkyl- and 1-alk-l’enyl-glycerophosphatides in the brain, Adv. Exp. Med. Biol. 72:55–61.

    PubMed  CAS  Google Scholar 

  • Wood, R., 1973, Tumor lipids:Structural and metabolism studies of Ehrlich ascites cells, in:Tumor Lipids:Biochemistry and Metabolism ( RWood, ed.), American Oil Chemists Society Press, Champaign, Illinois, pp139–182.

    Google Scholar 

  • Wood, R., and Healy, K., 1970, Tumor lipidsBiosynthesis of plasmalogens, J. Biol. Chem. 245:2640–2648.

    PubMed  CAS  Google Scholar 

  • Wood, R. and Snyder, F., 1967, Characterization and identification of glyceryl ether diesters present in tumor cells, J. Lipid Res. 8:494–500.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., and Schremmer Lockmiller, J. M., 1975, The biosynthesis of plasmalogens by rat brain:Involvement of the microsomal electron transport system, Biochim. Biophys. Acta 380:291–298.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., and Schremmer, J. M., 1974, A lysophospholiase D pathway in the metabolism of ether- linked lipids in brain microsomes, J. Biol. Chem. 249:1742–1746.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., and Schremmer, J. M., 1979, Biosynthesis of plasmalogens by the microsomal fraction of Fischer R-3259 sarcomaInfluence of specific 2-acyl chains on the desaturation of 1 -alk-2-acyl-sn- glycero-3-phosphoethanolamine, Biochemistry 18:3512–3517.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., and Snyder, F., 1969, The glycerol source for the biosynthesis of alkyl glyceryl ethers, Biochem. Biophys. Res. Commun. 37:658–662.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., and Snyder, F., 1970, Biosynthesis of an O-alkyl analogue of phosphatidic acid and O-alkylglycerols via O-alkyl ketone intermediates by microsomal enzymes of Ehrlich ascites tumor, JBiol. Chem. 245:3047–3058.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., and Snyder, F., 1976, Microsomal enzymes involved in the metabolism of ether-linked glycerolipids and their precursors in mammals, in:The Enzymes of Biological Membranes, Vol2, Chap2 ( AMartonosi, ed.), Plenum Press, New York, pp87–117.

    Google Scholar 

  • Wykle, R. L., Blank, M. L., and Snyder, F., 1970, The biosynthesis of plasmalogens in a cell-free system, FEBS Lett 12:57–60.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., Blank, M. L., Malone, B., and Snyder, F., 1972a, Evidence for a mixed function oxidase in the biosynthesis of ethanolamine plasmalogens from l-alkyl-2-acyl-sn-glycero-3-phosphorylethanolamine, J. Biol. Chem. 247:5442–5447.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., Piantadosi, C., and Snyder, F., 1972b, The role of acyldihydroxyacetone phosphate, NADH, and NADPH in the biosynthesis of O-alkyl glycerolipids by microsomal enzymes of Ehrlich ascites tumor, J. Biol. Chem. 247:2944–2948.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., Blank, M. L., and Snyder, F., 1973, The enzymic incorporation of arachidonic acid into ether-containing choline and ethanolamine phosphoglycerides by deacylation-acylation reactions, Biochim. Biophys. Acta 326:26–33.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., Kraemer, W. F., and Schremmer, J. M., 1977, Studies of lysophospholipase D rat liver and other tissues, Arch. Biochem. Biophys. 184:149–155.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., Malone, B., and Snyder, F., 1979, Acyl-CoA reductase specificity and synthesis of wax esters in mouse preputial gland tumors, J. Lipid Res. 20:890–896.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., Kraemer, W. F., and Schremmer, J. M., 1980a, Specificity of lysophospholipase D, Biochim. Biophys. Acta 619:58–67.

    PubMed  CAS  Google Scholar 

  • Wykle, R. L., Malone, B., and Snyder, F., 1980b, Enzymatic synthesis of l-alkyl-2-acetyl-sn-glycero-3- phosphocholine, a hypotensive and platelet-aggregating lipid, J. Biol. Chem. 255:10256–10260.

    PubMed  CAS  Google Scholar 

  • Yavin, E., and Gatt, S., 1972a, Oxygen-dependent cleavage of the vinyl-ether linkage of plasmalogens1Cleavage by rat brain supernatant, Eur. J. Biochem. 25:431–436.

    CAS  Google Scholar 

  • Yavin, E., and Gatt, S., 1972b, Oxygen-dependent cleavage of the vinyl-ether linkage of plasmalogens2Identification of the low-molecular-weight active component and the reaction mechanism, Eur. J. Biochem. 25:437–446.

    CAS  Google Scholar 

  • Yavin, E., and Gatt, S., 1972a, Oxygen-dependent cleavage of the vinyl-ether linkage of plasmalogens1Cleavage by rat brain supernatant, Eur. J. Biochem. 25:431–436.

    CAS  Google Scholar 

  • Yavin, E., and Gatt, S., 1972b, Oxygen-dependent cleavage of the vinyl-ether linkage of plasmalogens2Identification of the low-molecular-weight active component and the reaction mechanism, Eur. J. Biochem. 25:437–446.

    CAS  Google Scholar 

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Authors and Affiliations

  1. Medical and Health Sciences Division, Oak Ridge Associated Universities, Oak Ridge, Tennessee, 37831, USA

    Fred Snyder & Ten-ching Lee

  2. Department of Biochemistry, Bowman Gray School of Medicine, Winston-Salem, North Carolina, 27103, USA

    Robert L. Wykle

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  1. State University of New York, Syracuse, New York, USA

    Anthony N. Martonosi

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Snyder, F., Lee, Tc., Wykle, R.L. (1985). Ether-Linked Glycerolipids and Their Bioactive Species:Enzymes and Metabolic Regulation. In: Martonosi, A.N. (eds) The Enzymes of Biological Membranes. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-2355-6_1

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