Skip to main content
SpringerLink
Log in

Regulation of Human Leukocyte Function by Lipoxygenase Products of Arachidonic Acid

  • Chapter
Regulation of Leukocyte Function

Part of the book series: Contemporary Topics in Immunobiology ((CTI,volume 14))

Abstract

Arachidonic acid released from membrane phospholipids undergoes oxygenation by two distinct pathways that differ in terms of both their products and their susceptibility to regulation by biological and pharmacological agents(Fig. 1). The cyclooxygenase pathway yields unstable endoperoxide intermediates that undergo spontaneous or enzymatic conversion to a variety of products including pro staglandins, pro st acyclin , and thromboxanes. Oxygenation of arachidonic acid by the lipoxygenase pathway generates a series of unstable hydroperoxy-eicosatetraenoic acids (OOHETES or HPETES), of which 5-OOHETE is quantitatively predominant in several types of leukocytes, 12-OOHETE is the major product in platelets, and 11-OOHETE and 5-OOHETE in rabbit alveolar macrophages (Borgeat and Samuelsson, 1979a; Goetzl and Sun, 1979; Valone et al., 1980).

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Aehringhaus, V., Wolbling, R. H., Konig, W., Partono, C., Peskar, B. M., and Peskar, B. A., 1982, Release of leukotriene C4 from human polymorphonuclear leukocytes as determined by radioimmunoassay, FEBS Lett. 146:111.

    Article  PubMed  CAS  Google Scholar 

  • Ali, M., Gudbranson, C. G., and McDonald, J. W. P., 1980, Inhibition of human platelet cyclooxygenase by alpha-tocopherol, Prostaglandins Med. 4:79.

    Article  PubMed  CAS  Google Scholar 

  • Bailey, J. M., Bryant, R. W., Low, C. E., Pupillo, M. B., and Vanderhoek, J. Y., 1982, Role of lipoxygenases in regulation of PHA and phorbol ester-induced mitogenesis, in: Leukotrienes and Other Lipoxygenase Products (B. Samuelsson and R. Paoletti, eds.), pp. 341–353, Raven Press, New York.

    Google Scholar 

  • Bhattacherjee, P., Eakins, K. E., and Hammond, B., 1981, Chemotactic activity of arachidonic acid lipoxygenase products in the rabbit eye, Br. J. Pharmacol. 73: 254.

    Google Scholar 

  • Borgeat, P., and Samuelsson, B., 1979a, Metabolism of arachidonic acid in polymorphonuclear leukocytes: Structural analysis of novel hydroxylated compounds, J. Biol. Chem. 254:7865.

    PubMed  CAS  Google Scholar 

  • Borgeat, P., and Samuelsson, B., 1979b, Arachidonic acid metabolism in polymorphonuclear leukocytes: Unstable intermediate in formation of dihydroxy acids, Proc. Natl. Acad. Sci. (USA) 76:3213.

    Article  CAS  Google Scholar 

  • Borgeat, P., and Samuelsson, B., 1979c, Transformation of arachidonic acid by rabbit polymorphonuclear leukocytes, J. Biol. Chem. 254:2643.

    PubMed  CAS  Google Scholar 

  • Borgeat, P., Hamberg, M., and Samuelsson, B., 1976, Transformation of arachidonic acid and homo-γ-linolenic acid by rabbit polymorphonuclear leukocytes. Monohydroxy acids from novel lipoxygenases, J. Biol. Chem. 251:7816.

    PubMed  CAS  Google Scholar 

  • Borgeat, P., Fruteaude Laclos, B., Pickard, S., Vallerand, P., and Sirois, P., 1982, Double dioxygenation of arachidonic acid in leukocytes by lipoxygenases, in: Leukotrienes and Other Lipoxygenase Products (B. Samuelsson and R. Paoletti, eds.), pp. 45–51, Raven Press, New York.

    Google Scholar 

  • Boxer, L. A., Allen, J. M., Schmidt, M., Yoder, M., and Baehner, R. L., 1980, Inhibition of polymorphonuclear leukocyte adherence by prostacyclin, J. Lab. Clin. Med. 95:672.

    PubMed  CAS  Google Scholar 

  • Carr, S. C., Higgs, G. A., Salmon, J. A., and Spayne, J. A., 1981, The effects of arachidonate lipoxygenase products on leukocyte migration in rabbit skin, Br. J. Pharmacol. 73: 253.

    Google Scholar 

  • Donabedian, H., and Gallin, J. I., 1981, Deactivation of human neutrophil chemotaxis by chemoattractants: Effect on receptors for the chemotactic factor fMet-Leu-Phe, J. Immunol. 127:839.

    PubMed  CAS  Google Scholar 

  • Ford-Hutchinson, A. W., Bray, M. A., Doig, M. V., Shipley, M. E., and Smith, M. J. H., 1980, Leukotriene B, a potent chemokinetic and aggregating substance released from polymorphonuclear leukocytes, Nature 286:264.

    Article  PubMed  CAS  Google Scholar 

  • Ford-Hutchinson, A. W., Packham, A., Zamboni, R., Rokach, J., and Roy, S., 1982, Leukotriene B4 and neutrophil function: A review, J. R. Soc. Med. 74:831.

    Google Scholar 

  • Goetzl, E. J., 1980, Vitamin E modulates the lipoxygenation of arachidonic acid in leukocytes, Nature 288:183.

    Article  PubMed  CAS  Google Scholar 

  • Goetzl, E. J., 1981, Selective feed-back inhibition of the 5-lipoxygenation of arachidonic acid in human T-lymphocytes, Biochem. Biophys. Res. Commun. 101: 344.

    Article  PubMed  CAS  Google Scholar 

  • Goetzl, E. J., and Pickett, W. C., 1980, The human PMN leukocyte chemotactic activity of complex hydroxy-eicosatetraenoic acids (HETEs), J. Immunol. 125:1789.

    PubMed  CAS  Google Scholar 

  • Goetzl, E. J., and Sun, F. F., 1979, Generation of unique mono-hydroxyeicosatetraenoic acids from arachidonic acid by human neutrophils, J. Exp. Med. 150: 406.

    Article  PubMed  CAS  Google Scholar 

  • Goetzl, E. J., and Sun, F. F., 1981, Generation of unique mono-hydroxyeicosatetraenoic acids from arachidonic acid by neutrophils, J. Exp. Med. 150:406.

    Article  Google Scholar 

  • Goetzl, E. J., Woods, J. M., and Gorman, R. R., 1977, Stimulation of human eosinophil and neutrophil polymorphonuclear leukocyte chemotaxis and random migration by 12L hydroxy-5,8,10,14-eicosatetraenoic acid (HETE), J. Clin. Invest. 59:179.

    Article  PubMed  CAS  Google Scholar 

  • Goetzl, E. J., Valone, F. H., Reinhold, V. N., and Gorman, R. R., 1979a, Specific inhibition of the polymorphonuclear leukocyte chemotactic response to hydroxy-fatty acid by methyl ester derivatives, J. Clin. Invest. 63: 1181.

    Article  PubMed  CAS  Google Scholar 

  • Goetzl, E. J., Weller, P. F., and Valone, F. H., 1979b, Biochemical and functional bases of the regulatory and protective roles of the human eosinophil, in: Advances in Inflammation Research, Vol. I (G. Weissman, B. Samuelsson, and R. Paoletti, eds.), pp. 157–167, Raven Press, New York.

    Google Scholar 

  • Goetzl, E. J., Hill, H. R., and Gorman, R. R., 1980a, Unique aspects of the modulation of human neutrophil function by 12-L hydroperoxy-5,8,10,14-eicosatetraenoic acid, Prostaglandins 19:71.

    PubMed  CAS  Google Scholar 

  • Goetzl, E. J., Brash, A. R., Tauber, A. I, Oates, J. A., and Hubbard, W. C., 1980b, Modulation of human neutrophil function by monohydroxyeicosatetraenoic acids, Immunology 39:491.

    PubMed  CAS  Google Scholar 

  • Goetzl, E. J., Goldman, D. W., and Valone, F. H., 1981, Lipid mediators of leukocyte function in immediate-type hypersensitivity reactions, in: Biochemistry of the Acute Allergic Reactions, Fourth International Symposium (E. L. Becker, A. S. Simon, and K. F. Austen, eds.), pp. 169–182, Alan R. Liss, New York.

    Google Scholar 

  • Goetzl, E. J., Brindley, L. L., and Goldman, D. W., 1983, Enhancement of human neutrophil adherence by synthetic leukotriene constituents of the slow-reacting substance of anaphylaxis, Immunology 50:35.

    PubMed  CAS  Google Scholar 

  • Goldman, D. W., and Goetzl, E. J., 1982, Specific binding of leukotriene B4 to receptors on human polymorphonuclear leukocytes, J. Immunol. 129:1600.

    PubMed  CAS  Google Scholar 

  • Goldman, D. W., and Goetzl, E. J., 1983, Subcellular distribution of human neutrophil receptors for leukotriene B4 , Fed. Proc. 42: 894.

    Google Scholar 

  • Jubiz, W., Radmark, O., Lindgren, J. A., Malmsten, C., and Samuelsson, B., 1981, Novel leukotrienes: Products formed by initial oxygenation of arachidonic acid at C-15, Biochem. Biophys. Res. Commun. 99:976.

    Article  PubMed  CAS  Google Scholar 

  • Kelly, J. P., and Parker, C. W., 1979, Effects of arachidonic aci d an d ot her unsaturated fatty acids on mitogenesis in human lymphocytes, J. Immunol. 122:1556.

    PubMed  CAS  Google Scholar 

  • Levine, L., Alam, I., Gjika, H., Carty, T. J., and Goetzl, E. J., 1980, The development of a radioimmunoassay for 12-L-hydroxyeicosatetraenoic acid, Prostaglandins 20:923.

    PubMed  CAS  Google Scholar 

  • Maas, R. L., Brash, A. R., and Oates, J. A., 1981, A second pathway of leukotriene biosynthesis in porcine leukocytes, Proc. Natl. Acad. Sci. (USA) 78:5523.

    Article  CAS  Google Scholar 

  • Maas, R. L., Brash, A. R., and Oates, J. A., 1982, Novel leukotrienes and lipoxygenase products from arachidonic acid, in: Leukotrienes and Other Lipoxygenase Products (B. Samuelsson and R. Paoletti, eds.), pp. 29–51, Raven Press, New York.

    Google Scholar 

  • Murphy, R. C., Hammarstrom, S., and Samuelsson, B., 1979, Leukotriene C: A stow reacting substance from murine mastocytoma cells, Proc. Natl. Acad. Sci. (USA) 76:4275.

    Article  CAS  Google Scholar 

  • Naccache, P. H., Sha’afi, R. I., Borgeat, P., and Goetzl, E. J., 1981, Mono- and di-hydroxyeicosatetraenoic acid alter calcium homeostasis in rabbit neutrophils, J. Clin. Invest. 67:1584.

    Article  PubMed  CAS  Google Scholar 

  • Nagy, L., Lee, T. H., Goetzl, E. J., Pickett, W. C., and Kay, A. B., 1982, Complement receptor enhancement and chemotaxis of human neutrophils and eosinophils by leukotrienes and other lipoxygenase products, Clin. Exp. Immunol. 47:541.

    PubMed  CAS  Google Scholar 

  • Obrist, R., Valone, F., Knapp, R. C., and Bast, R. C., 1983, Inhibitors of arachidonic acid oxygenation enhance lymphokine mediated activation of human monocytes, Proc. Am. Assoc. Can. Res. 24:215.

    Google Scholar 

  • Orning, L., and Hammarstrom, S., 1980, Inhibition of leukotriene C and leukotriene D biosynthesis, J. Biol. Chem. 255:8023.

    PubMed  CAS  Google Scholar 

  • Palmer, R. M. J., Steprey, R. J., Higgs, G. A., and Eakins, K. E., 1980, Chemotactic acitvity of arachidonic acid lipoxygenase products in leukocytes from different species, Prostaglandins 20:411.

    PubMed  CAS  Google Scholar 

  • Payan, D. G., and Goetzl, E. J., 1981, The dependence of human T-lymphocyte migration on the 5-lipoxygenation of endogenous arachidonic acid, J. Clin. Immunol. 1:266.

    Article  CAS  Google Scholar 

  • Payan, D. G., Trentham, D. E., and Goetzl, E. J., 1982, Modulation of human lymphocyte function by C3a and C3a (70–77), J. Exp. Med. 156:756.

    Article  PubMed  CAS  Google Scholar 

  • Payan, D. G., Valone, F. H., and Goetzl, E. J., 1983a, Leukotriene modulation of human T-lymphocyte function, Fed. Res. 42:444.

    Google Scholar 

  • Payan, D. G., Goldman, D. W., and Goetzl, E. J., 1983b, Biochemical and cellular characteristics of the regulation of human leukocyte function by lipoxygenase products of arachidonic acid, in: The Chemistry and Biology of Leukotrienes and Related Substances (L. W. Chakrin and D. M. Bailey, eds.), Academic Press, New York.

    Google Scholar 

  • Pickett, W. C., Goldman, D. W., and Goetzl, E. J., 1983, Characteristics of human leukocyte receptors for leukotrienes, Life Sci (in press).

    Google Scholar 

  • Radmark, O., Lundberg, U., Jubiz, W., Malmsten, C., and Samuelsson, B., 1982, New group of leukotrienes formed by initial oxygenation at C-15, in: Leukotrienes and Other Lipoxygenase Products (B. Samuelsson and R. Paoletti, eds.), pp. 61–70, Raven Press, New York.

    Google Scholar 

  • Rola-Pleszczynski, M., Borgeat, P., and Sirois, P., 1982, Leukotriene B4 induces human suppressor lymphocytes, Biochem. Biophys. Res. Commun. 108:1531.

    Article  PubMed  CAS  Google Scholar 

  • Salmon, J. A., Simmons, P. M., Palmer, R. M. J., 1982, Synthesis and metabolism of leukotriene B4 in human neutrophils measured by specific radioimmunoassay, FEBS Lett. 146:18.

    Article  PubMed  CAS  Google Scholar 

  • Sams, A. R., Sprecher, H., Sankarappa, S. K., and Needleman, P., 1982, Selective inhibitors of platelet arachidonic acid metabolism: Aggregation independent of lipoxygenase, in: Leukotrienes and Other Lipoxygenase Products (B. Samuelsson and R. Paoletti, eds.), pp. 19–28, Raven Press, New York.

    Google Scholar 

  • Samuelsson, B., 1981, Oxidative products of arachidonic acid: Leukotrienes, a new group of compounds, including slow-reacting substance of anaphylaxis, in: Biochemistry of the Acute Allergic Reaction, Fourth International Symposium (E. L. Becker, A. S. Simon, and K. F. Austen, eds.), pp. 1–12, Alan R. Liss, New York.

    Google Scholar 

  • Samuelsson, B., 1982, The Leukotrienes: An introduction, in: Leukotrienes and Other Lipoxygenase Products (B. Samuelsson and R. Paoletti, eds.), pp. 1–27, Raven Press, New York.

    Google Scholar 

  • Scott, W. A., Pawlowski, N. A., Andreach, M., and Cohn, Z. A., 1982a, Resting macrophages produce metabolites from exogenous arachidonic acid, J. Exp. Med. 155:535.

    Article  PubMed  CAS  Google Scholar 

  • Scott, W. A., Pawlowski, N. A., Murray, H. W., Andreach, M., Zrike, J., and Cohn, Z. A., 1982b, Regulation of arachidonic acid metabolism by macrophage activation, J. Exp. Med. 155:1148.

    Article  PubMed  CAS  Google Scholar 

  • Serhan, C. N., Fridovich, J., Goetzl, E. J., Dunham, P. B., and Weissman, G., 1982, LTB4 and phosphatidic acid are calcium ionophores, J. Biol. Chem. 257:4746.

    PubMed  CAS  Google Scholar 

  • Siegel, M. I., McConnell, R. T., Porter, N. A., and Cuatrecasas, P., 1980a, Arachidonate metabolism via lipoxygenase and 12-L-hydroperoxy-5,8,10,14-icosatetraenoic acid peroxidase sensitive to anti-inflammatory drugs, Proc. Natl. Acad. Sci. (USA) 77:308.

    Article  CAS  Google Scholar 

  • Siegel, M. I., McConnell, R. T., Porter, N. A., Selph, J. L., Truax, J. F., Vinegar, R., and Cuatrecasas, P., 1980b, Aspirin-like drugs inhibit arachidonic acid metabolism via lipoxygenase and cyclo-oxygenase in rat neutrophils from carrageenan pleural exudates, Biochem. Biophys. Res. Commun. 92: 688.

    Article  PubMed  CAS  Google Scholar 

  • Spagnuolo, P. J., Ellner, J. J., Hassid, A., and Dunn, M. J., 1980, Thromboxane A2 mediates augmented polymorphonuclear leukocyte adhesiveness, J. Clin. Invest. 66:406.

    Article  PubMed  CAS  Google Scholar 

  • Turk, J., Maas, R. L., Brash, A. R., Roberts, L. J., and Oates, J. A., 1982, Arachidonic acid 15-lipoxygenase products from human eosinophils, J. Biol. Chem. 257:7068.

    PubMed  CAS  Google Scholar 

  • Valone, F. H., 1982, Polymorphonuclear leukocyte chemotaxis: Lipid chemotactic factors, in: Immunopharmacology and the Regulation of Leukocyte Function (D. R. Webb, ed.), pp. 93–104, Marcel Dekker, New York.

    Google Scholar 

  • Valone, F. H., and Goetzl, E. J., 1983, Specific binding by human polymorphonuclear leukocytes of the immunological mediator 1-O-hexadexyl/octadecyl-2-acetyl-SN-glycero3-phosphoryl-choline, Immunology 48:141.

    PubMed  CAS  Google Scholar 

  • Valone, F. H., Franklin, M., Sun, F. F., and Goetzl, E. J., 1980, Alveolar macrophage lipoxygenase products of arachidonic acid. Isolation and recognition as the predominant constituents of the neutrophil chemotactic activity elaborated by alveolar macrophages, Cell. Immunol. 54:390.

    Article  PubMed  CAS  Google Scholar 

  • Valone, F. H., Obrist, R., Tarlin, N., and Bast, R. C., 1983, Ennancea arachidonic acid lipoxygenation by K562 cells stimulated with 12–0-tetradecanoylphorbol-13-acetate, Cancer Res. 43: 197.

    PubMed  CAS  Google Scholar 

  • Vanderhoek, J. Y., and Lands, W. E. M., 1973, The inhibition of the tatty acid oxygenase of sheep vesicular gland by antioxidants, Biochim. Biophys. Acta 296:374.

    Article  PubMed  CAS  Google Scholar 

  • Vanderhoek, J. Y., Bryant, R. W., and Bailey, J. M., i 1980a, 15-hyaroxy-5,8,11,13-eiusatetraenoic acid. A potent and selective inhibitor of platelet lipoxygenase, J. Biol. Chem. 255:5996.

    PubMed  CAS  Google Scholar 

  • Vanderhoek, J. Y., Bryant, R. W., and Bailey, J. M., 1980b, Inhibition of leukotriene bio synthesis by the leukocyte product 15 hydroxy-5,8,11,13-eicosatetraenoic acid, J. Biol. Chem. 255:10064.

    PubMed  CAS  Google Scholar 

  • Walker, J. R., and Dawson, W., 1979, Inhibition of rabbit PMN lipoxygenase activity by benoxaprofen, J. Pharm. Pharmacol 31:778.

    Article  PubMed  CAS  Google Scholar 

  • Wilhelm, T. E., Sankarappa, S. K., VanRollins, M., and Sprecher, H., 1981, Selective inhibitors of platelet lipoxygenase: 4,7,10,13-icosatetraynoic acid and 5,8,11,14 henicosatetraynoic acid, Prostaglandins 21:323.

    PubMed  CAS  Google Scholar 

  • Zigmond, S., and Sullivan, S., 1979, Sensory adaptation of leukocytes to chemotactic peptides, J. Cell. Biol. 82:517.

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Cancer Research Institute, University of California School of Medicine, San Francisco, California, 94143, USA

    Frank H. Valone

Authors
  1. Frank H. Valone
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Howard Hughes Medical Institute, Duke University Medical Center, Durham, North Carolina, USA

    Ralph Snyderman

Rights and permissions

Reprints and permissions

Copyright information

© 1984 Springer Science+Business Media New York

About this chapter

Cite this chapter

Valone, F.H. (1984). Regulation of Human Leukocyte Function by Lipoxygenase Products of Arachidonic Acid. In: Snyderman, R. (eds) Regulation of Leukocyte Function. Contemporary Topics in Immunobiology, vol 14. Springer, Boston, MA. https://doi.org/10.1007/978-1-4757-4862-8_5

Download citation

  • DOI: https://doi.org/10.1007/978-1-4757-4862-8_5

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4757-4864-2

  • Online ISBN: 978-1-4757-4862-8

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation