메뉴 건너뛰기




Volumn 291, Issue 26, 2016, Pages 13448-13464

Human platelets utilize cycloxygenase-1 to generate dioxolane A3, a neutrophil-activating eicosanoid

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; CELL SIGNALING; CHEMICAL ACTIVATION; ENDOTHELIAL CELLS; ENZYMES; PATHOLOGY; PLANTS (BOTANY); REACTION INTERMEDIATES;

EID: 84976426732     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M115.700609     Document Type: Article
Times cited : (18)

References (37)
  • 2
    • 84902104685 scopus 로고    scopus 로고
    • Thrombosis: Tangled up in NETs
    • Martinod, K., and Wagner, D. D. (2014) Thrombosis: tangled up in NETs. Blood 123, 2768-2776
    • (2014) Blood , vol.123 , pp. 2768-2776
    • Martinod, K.1    Wagner, D.D.2
  • 7
    • 0021738403 scopus 로고
    • Mechanism of the stimulation of prostaglandin H synthase and prostacyclin synthase by the antithrombotic and antimetastatic agent, nafazatrom
    • Marnett, L. J., Siedlik, P. H., Ochs, R. C., Pagels, W. R., Das, M., Honn, K. V., Warnock, R. H., Tainer, B. E., and Eling, T. E. (1984) Mechanism of the stimulation of prostaglandin H synthase and prostacyclin synthase by the antithrombotic and antimetastatic agent, nafazatrom. Mol. Pharmacol. 26, 328-335
    • (1984) Mol. Pharmacol. , vol.26 , pp. 328-335
    • Marnett, L.J.1    Siedlik, P.H.2    Ochs, R.C.3    Pagels, W.R.4    Das, M.5    Honn, K.V.6    Warnock, R.H.7    Tainer, B.E.8    Eling, T.E.9
  • 8
    • 0025182574 scopus 로고
    • Preparation and proteolytic cleavage of apoprostaglandin endoperoxide synthase
    • Odenwaller, R., Chen, Y. N., and Marnett, L. J. (1990) Preparation and proteolytic cleavage of apoprostaglandin endoperoxide synthase. Methods Enzymol. 187, 479-485
    • (1990) Methods Enzymol. , vol.187 , pp. 479-485
    • Odenwaller, R.1    Chen, Y.N.2    Marnett, L.J.3
  • 9
    • 0033551732 scopus 로고    scopus 로고
    • The binding of arachidonic acid in the cyclooxygenase active site of mouse prostaglandin endoperoxide synthase-2 (COX-2). A putative L-shaped binding conformation utilizing the top channel region
    • Rowlinson, S. W., Crews, B. C., Lanzo, C. A., and Marnett, L. J. (1999) The binding of arachidonic acid in the cyclooxygenase active site of mouse prostaglandin endoperoxide synthase-2 (COX-2). A putative L-shaped binding conformation utilizing the top channel region. J. Biol. Chem. 274, 23305-23310
    • (1999) J. Biol. Chem. , vol.274 , pp. 23305-23310
    • Rowlinson, S.W.1    Crews, B.C.2    Lanzo, C.A.3    Marnett, L.J.4
  • 10
    • 0032752579 scopus 로고    scopus 로고
    • Disruption of the 12/15-lipoxygenase gene diminishes atherosclerosis in apo E-deficient mice
    • Cyrus, T., Witztum, J. L., Rader, D. J., Tangirala, R., Fazio, S., Linton, M. F., and Funk, C. D. (1999) Disruption of the 12/15-lipoxygenase gene diminishes atherosclerosis in apo E-deficient mice. J. Clin. Invest. 103, 1597-1604
    • (1999) J. Clin. Invest. , vol.103 , pp. 1597-1604
    • Cyrus, T.1    Witztum, J.L.2    Rader, D.J.3    Tangirala, R.4    Fazio, S.5    Linton, M.F.6    Funk, C.D.7
  • 11
    • 84937921385 scopus 로고    scopus 로고
    • Comparison of sample preparation methods for the quantitative analysis of eicosanoids and other oxylipins in plasma by means of LC-MS/MS
    • Ostermann, A. I., Willenberg, I., and Schebb, N. H. (2015) Comparison of sample preparation methods for the quantitative analysis of eicosanoids and other oxylipins in plasma by means of LC-MS/MS. Anal. Bioanal. Chem. 407, 1403-1414
    • (2015) Anal. Bioanal. Chem. , vol.407 , pp. 1403-1414
    • Ostermann, A.I.1    Willenberg, I.2    Schebb, N.H.3
  • 14
    • 84919740745 scopus 로고    scopus 로고
    • Lipoxygenase-catalyzed transformation of epoxy fatty acids to hydroxy-endoperoxides: A potential P450 and lipoxygenase interaction
    • Teder, T., Boeglin, W. E., and Brash, A. R. (2014) Lipoxygenase-catalyzed transformation of epoxy fatty acids to hydroxy-endoperoxides: a potential P450 and lipoxygenase interaction. J. Lipid Res. 55, 2587-2596
    • (2014) J. Lipid Res. , vol.55 , pp. 2587-2596
    • Teder, T.1    Boeglin, W.E.2    Brash, A.R.3
  • 16
  • 17
    • 35648977671 scopus 로고    scopus 로고
    • Identification of novel autoxidation products of the ω-3 fatty acid eicosapentaenoic acid in vitro and in vivo
    • Yin, H., Brooks, J. D., Gao, L., Porter, N. A., and Morrow, J. D. (2007) Identification of novel autoxidation products of the ω-3 fatty acid eicosapentaenoic acid in vitro and in vivo. J. Biol. Chem. 282, 29890-29901
    • (2007) J. Biol. Chem. , vol.282 , pp. 29890-29901
    • Yin, H.1    Brooks, J.D.2    Gao, L.3    Porter, N.A.4    Morrow, J.D.5
  • 18
    • 0942287192 scopus 로고    scopus 로고
    • Identification of a novel class of endoperoxides from arachidonate autoxidation
    • Yin, H., Morrow, J. D., and Porter, N. A. (2004) Identification of a novel class of endoperoxides from arachidonate autoxidation. J. Biol. Chem. 279, 3766-3776
    • (2004) J. Biol. Chem. , vol.279 , pp. 3766-3776
    • Yin, H.1    Morrow, J.D.2    Porter, N.A.3
  • 19
    • 0034705975 scopus 로고    scopus 로고
    • +) ion spray-mass spectrometry of peroxidation products of cholesterol linoleate and cholesterol arachidonate: High-performance liquid chromatography-mass spectrometry analysis of peroxide products from polyunsaturated lipid autoxidation
    • +) ion spray-mass spectrometry of peroxidation products of cholesterol linoleate and cholesterol arachidonate: high-performance liquid chromatography-mass spectrometry analysis of peroxide products from polyunsaturated lipid autoxidation. J. Am. Chem. Soc. 122, 8042-8055
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 8042-8055
    • Havrilla, C.M.1    Hachey, D.L.2    Porter, N.A.3
  • 20
    • 0034708764 scopus 로고    scopus 로고
    • Different catalytically competent arrangements of arachidonic acid within the cyclooxygenase active site of prostaglandin endoperoxide H synthase-1 lead to the formation of different oxygenated products
    • Thuresson, E. D., Lakkides, K. M., and Smith, W. L. (2000) Different catalytically competent arrangements of arachidonic acid within the cyclooxygenase active site of prostaglandin endoperoxide H synthase-1 lead to the formation of different oxygenated products. J. Biol. Chem. 275, 8501-8507
    • (2000) J. Biol. Chem. , vol.275 , pp. 8501-8507
    • Thuresson, E.D.1    Lakkides, K.M.2    Smith, W.L.3
  • 21
    • 0019334869 scopus 로고
    • A test for the intermediacy of 11-hydroperoxyeicosa-5,8,12,14-tetraenoic acid [11-HPETE] in prostaglandin biosynthesis
    • Porter, N. A., Wolf, R. A., Pagels, W. R., and Marnett, L. J. (1980) A test for the intermediacy of 11-hydroperoxyeicosa-5,8,12,14-tetraenoic acid [11-HPETE] in prostaglandin biosynthesis. Biochem. Biophys. Res. Commun. 92, 349-355
    • (1980) Biochem. Biophys. Res. Commun. , vol.92 , pp. 349-355
    • Porter, N.A.1    Wolf, R.A.2    Pagels, W.R.3    Marnett, L.J.4
  • 22
    • 78049405035 scopus 로고    scopus 로고
    • Molecular basis for cyclooxygenase inhibition by the non-steroidal anti-inflammatory drug naproxen
    • Duggan, K. C., Walters, M. J., Musee, J., Harp, J. M., Kiefer, J. R., Oates, J. A., and Marnett, L. J. (2010) Molecular basis for cyclooxygenase inhibition by the non-steroidal anti-inflammatory drug naproxen. J. Biol. Chem. 285, 34950-34959
    • (2010) J. Biol. Chem. , vol.285 , pp. 34950-34959
    • Duggan, K.C.1    Walters, M.J.2    Musee, J.3    Harp, J.M.4    Kiefer, J.R.5    Oates, J.A.6    Marnett, L.J.7
  • 23
    • 5644259546 scopus 로고    scopus 로고
    • Crystal structure of arachidonic acid bound to a mutant of prostaglandin endoperoxide H synthase-1 that forms predominantly 11-hydroperoxyeicosatetraenoic acid
    • Harman, C. A., Rieke, C. J., Garavito, R. M., and Smith, W. L. (2004) Crystal structure of arachidonic acid bound to a mutant of prostaglandin endoperoxide H synthase-1 that forms predominantly 11-hydroperoxyeicosatetraenoic acid. J. Biol. Chem. 279, 42929-42935
    • (2004) J. Biol. Chem. , vol.279 , pp. 42929-42935
    • Harman, C.A.1    Rieke, C.J.2    Garavito, R.M.3    Smith, W.L.4
  • 24
    • 0038269034 scopus 로고    scopus 로고
    • Mechanisms for the formation of isoprostane endoperoxides from arachidonic acid. "Dioxetane" intermediate versus β-fragmentation of peroxyl radicals
    • Yin, H., Havrilla, C. M., Gao, L., Morrow, J. D., and Porter, N. A. (2003) Mechanisms for the formation of isoprostane endoperoxides from arachidonic acid. "Dioxetane" intermediate versus β-fragmentation of peroxyl radicals. J. Biol. Chem. 278, 16720-16725
    • (2003) J. Biol. Chem. , vol.278 , pp. 16720-16725
    • Yin, H.1    Havrilla, C.M.2    Gao, L.3    Morrow, J.D.4    Porter, N.A.5
  • 25
    • 0037014679 scopus 로고    scopus 로고
    • Formation of isoprostane bicyclic endoperoxides from the autoxidation of cholesteryl arachidonate
    • Yin, H., Havrilla, C. M., Morrow, J. D., and Porter, N. A. (2002) Formation of isoprostane bicyclic endoperoxides from the autoxidation of cholesteryl arachidonate. J. Am. Chem. Soc. 124, 7745-7754
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 7745-7754
    • Yin, H.1    Havrilla, C.M.2    Morrow, J.D.3    Porter, N.A.4
  • 26
    • 3042823695 scopus 로고    scopus 로고
    • Platelet 12-lipoxygenase activation via glycoprotein VI: Involvement of multiple signaling pathways in agonist control of H(P)ETE synthesis
    • Coffey, M. J., Jarvis, G. E., Gibbins, J. M., Coles, B., Barrett, N. E., Wylie, O. R., and O'Donnell, V. B. (2004) Platelet 12-lipoxygenase activation via glycoprotein VI: involvement of multiple signaling pathways in agonist control of H(P)ETE synthesis. Circ. Res. 94, 1598-1605
    • (2004) Circ. Res. , vol.94 , pp. 1598-1605
    • Coffey, M.J.1    Jarvis, G.E.2    Gibbins, J.M.3    Coles, B.4    Barrett, N.E.5    Wylie, O.R.6    O'Donnell, V.B.7
  • 27
    • 0018277476 scopus 로고
    • Cyclic peroxides from a soya lipoxygenase-catalysed oxygenation of methyl linolenate
    • Roza, M., and Francke, A. (1978) Cyclic peroxides from a soya lipoxygenase-catalysed oxygenation of methyl linolenate. Biochim. Biophys. Acta 528, 119-126
    • (1978) Biochim. Biophys. Acta , vol.528 , pp. 119-126
    • Roza, M.1    Francke, A.2
  • 28
    • 0027308255 scopus 로고
    • Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin endoperoxide synthase and by cytochrome P450 monooxygenase: Structure and mechanism of formation of major metabolites
    • Oliw, E. H., Hörnsten, L., Sprecher, H., and Hamberg, M. (1993) Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin endoperoxide synthase and by cytochrome P450 monooxygenase: structure and mechanism of formation of major metabolites. Arch. Biochem. Biophys. 305, 288-297
    • (1993) Arch. Biochem. Biophys. , vol.305 , pp. 288-297
    • Oliw, E.H.1    Hörnsten, L.2    Sprecher, H.3    Hamberg, M.4
  • 30
    • 84903384432 scopus 로고    scopus 로고
    • Substrate-selective COX-2 inhibition as a novel strategy for therapeutic endocannabinoid augmentation
    • Hermanson, D. J., Gamble-George, J. C., Marnett, L. J., and Patel, S. (2014) Substrate-selective COX-2 inhibition as a novel strategy for therapeutic endocannabinoid augmentation. Trends Pharmacol. Sci. 35, 358-367
    • (2014) Trends Pharmacol. Sci. , vol.35 , pp. 358-367
    • Hermanson, D.J.1    Gamble-George, J.C.2    Marnett, L.J.3    Patel, S.4
  • 31
    • 84896737676 scopus 로고    scopus 로고
    • Impact of nonsteroidal anti-inflammatory drugs on gastrointestinal cancers: Current state-of-the science
    • Sahin, I. H., Hassan, M. M., and Garrett, C. R. (2014) Impact of nonsteroidal anti-inflammatory drugs on gastrointestinal cancers: current state-of-the science. Cancer Lett. 345, 249-257
    • (2014) Cancer Lett. , vol.345 , pp. 249-257
    • Sahin, I.H.1    Hassan, M.M.2    Garrett, C.R.3
  • 33
    • 0023083976 scopus 로고
    • Leukocyte adhesion deficiency: An inherited defect in the Mac-1, LFA-1, and p150,95 glycoproteins
    • Anderson, D. C., and Springer, T. A. (1987) Leukocyte adhesion deficiency: an inherited defect in the Mac-1, LFA-1, and p150,95 glycoproteins. Annu. Rev. Med. 38, 175-194
    • (1987) Annu. Rev. Med. , vol.38 , pp. 175-194
    • Anderson, D.C.1    Springer, T.A.2
  • 34
    • 0025255615 scopus 로고
    • Structure and function of the leukocyte adhesion molecules CD11/CD18
    • Arnaout, M. A. (1990) Structure and function of the leukocyte adhesion molecules CD11/CD18. Blood 75, 1037-1050
    • (1990) Blood , vol.75 , pp. 1037-1050
    • Arnaout, M.A.1
  • 35
    • 0031571804 scopus 로고    scopus 로고
    • Effects of 5-oxo-6,8,11,14-eicosatetraenoic acid on expression of CD11b, actin polymerization, and adherence in human neutrophils
    • Powell, W. S., Gravel, S., Halwani, F., Hii, C. S., Huang, Z. H., Tan, A. M., and Ferrante, A. (1997) Effects of 5-oxo-6,8,11,14-eicosatetraenoic acid on expression of CD11b, actin polymerization, and adherence in human neutrophils. J. Immunol. 159, 2952-2959
    • (1997) J. Immunol. , vol.159 , pp. 2952-2959
    • Powell, W.S.1    Gravel, S.2    Halwani, F.3    Hii, C.S.4    Huang, Z.H.5    Tan, A.M.6    Ferrante, A.7
  • 36
    • 0024535944 scopus 로고
    • Adherence of neutrophils to cultured human microvascular endothelial cells. Stimulation by chemotactic peptides and lipid mediators and dependence upon the Mac-1, LFA-1, p150,95 glycoprotein family
    • Tonnesen, M. G., Anderson, D. C., Springer, T. A., Knedler, A., Avdi, N., and Henson, P. M. (1989) Adherence of neutrophils to cultured human microvascular endothelial cells. Stimulation by chemotactic peptides and lipid mediators and dependence upon the Mac-1, LFA-1, p150,95 glycoprotein family. J. Clin. Invest. 83, 637-646
    • (1989) J. Clin. Invest. , vol.83 , pp. 637-646
    • Tonnesen, M.G.1    Anderson, D.C.2    Springer, T.A.3    Knedler, A.4    Avdi, N.5    Henson, P.M.6
  • 37
    • 0014217346 scopus 로고
    • Oxygenation of unsaturated fatty acids by the vesicular gland of sheep
    • Hamberg, M., and Samuelsson, B. (1967) Oxygenation of unsaturated fatty acids by the vesicular gland of sheep. J. Biol. Chem. 242, 5344-5354
    • (1967) J. Biol. Chem. , vol.242 , pp. 5344-5354
    • Hamberg, M.1    Samuelsson, B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.