Chemical Compound Review:
AC1NQXIH (5S,6E,8Z,11Z,14Z)-5- hydroxyicosa-6,8,11...
Synonyms:
CHEMBL164813, BSPBio_001443, CHEBI:28209, HMDB11134, BML1-B01, ...
- Inhibition of arachidonate 5-lipoxygenase triggers massive apoptosis in human prostate cancer cells. Ghosh, J., Myers, C.E. Proc. Natl. Acad. Sci. U.S.A. (1998)
- Source of endogenous arachidonate and 5-lipoxygenase products in human neutrophils stimulated by bradykinin and A23187. Nielsen, O.H., Bukhave, K., Ahnfelt-Rønne, I., Rask-Madsen, J. Gut (1988)
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- Closed head injury triggers early production of TNF alpha and IL-6 by brain tissue. Shohami, E., Novikov, M., Bass, R., Yamin, A., Gallily, R. J. Cereb. Blood Flow Metab. (1994)
- Pasteurella haemolytica leukotoxin enhances production of leukotriene B4 and 5-hydroxyeicosatetraenoic acid by bovine polymorphonuclear leukocytes. Henricks, P.A., Binkhorst, G.J., Drijver, A.A., Nijkamp, F.P. Infect. Immun. (1992)
- Neutrophil activation by anti-proteinase 3 antibodies in Wegener's granulomatosis: role of exogenous arachidonic acid and leukotriene B4 generation. Grimminger, F., Hattar, K., Papavassilis, C., Temmesfeld, B., Csernok, E., Gross, W.L., Seeger, W., Sibelius, U. J. Exp. Med. (1996)
- Metabolism of arachidonic acid in ionophore-stimulated neutrophils. Esterification of a hydroxylated metabolite into phospholipids. Stenson, W.F., Parker, C.W. J. Clin. Invest. (1979)
- Biological inactivation of 5-oxo-6,8,11,14-eicosatetraenoic acid by human platelets. Powell, W.S., Gravel, S., Khanapure, S.P., Rokach, J. Blood (1999)
- Human leukoagglutinating antibody evokes cooperative leukotriene synthesis in pulmonary microvasculature. Model of transfusion-related acute lung injury. Grimminger, F., Kreusler, B., Schneider, U., von Witzleben, E., Walmrath, D., Neppert, J., Seeger, W. Circ. Res. (1991)
- Biosynthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid from 5-hydroperoxyeicosatetraenoic acid in the murine macrophage. Zarini, S., Murphy, R.C. J. Biol. Chem. (2003)
- Synthesis and antiallergic activity of a novel series of 5-lipoxygenase inhibitors. Kees, K.L., Musser, J.H., Chang, J., Skowronek, M., Lewis, A.J. J. Med. Chem. (1986)
- Production of leukotriene B4 and 5-hydroxyeicosatetraenoic acid by human neutrophils is inhibited by Pseudomonas aeruginosa phenazine derivatives. Muller, M., Sorrell, T.C. Infect. Immun. (1991)
- Dietary gamma-linolenate attenuates tumor growth in a rodent model of prostatic adenocarcinoma via suppression of elevated generation of PGE(2) and 5S-HETE. Pham, H., Vang, K., Ziboh, V.A. Prostaglandins Leukot. Essent. Fatty Acids (2006)
- Leukotriene inhibitors attenuate rat lung injury induced by hydrogen peroxide. Burghuber, O.C., Strife, R.J., Zirrolli, J., Henson, P.M., Henson, J.E., Mathias, M.M., Reeves, J.T., Murphy, R.C., Voelkel, N.F. Am. Rev. Respir. Dis. (1985)
- Irreversible inactivation of 5-lipoxygenase by leukotriene A4. Characterization of product inactivation with purified enzyme and intact leukocytes. Lepley, R.A., Fitzpatrick, F.A. J. Biol. Chem. (1994)
- Attenuated zymosan-induced peritoneal vascular permeability and IgE-dependent passive cutaneous anaphylaxis in mice lacking leukotriene C4 synthase. Kanaoka, Y., Maekawa, A., Penrose, J.F., Austen, K.F., Lam, B.K. J. Biol. Chem. (2001)
- Preferential esterification of endogenously formed 5-hydroxyeicosatetraenoic acid to phospholipids in activated polymorphonuclear leukocytes. Arai, M., Imai, H., Metori, A., Nakagawa, Y. Eur. J. Biochem. (1997)
- Mechanisms of parturition: the transfer of prostaglandin E2 and 5-hydroxyeicosatetraenoic acid across fetal membranes. Bennett, P.R., Chamberlain, G.V., Patel, L., Elder, M.G., Myatt, L. Am. J. Obstet. Gynecol. (1990)
- Release of leukotriene B4 and 5-hydroxyeicosatetraenoic acid during phagocytosis of artificial immune complexes by peripheral neutrophils in chronic inflammatory bowel disease. Nielsen, O.H., Elmgreen, J., Thomsen, B.S., Ahnfelt-Rønne, I., Wiik, A. Clin. Exp. Immunol. (1986)
- Involvement of 5-lipoxygenase in programmed cell death of cancer cells. Maccarrone, M., Catani, M.V., Agrò, A.F., Melino, G. Cell Death Differ. (1997)
- The effects of lipoxygenase products on progesterone and prostaglandin production by human corpora lutea. Ichikawa, F., Yoshimura, Y., Oda, T., Shiraki, M., Maruyama, K., Kawakami, S., Nakamura, Y., Fukushima, M. J. Clin. Endocrinol. Metab. (1990)
- Role of 5-lipoxygenase products of arachidonic acid in cell-to-cell interaction between macrophages and natural killer cells in rat spleen. Chang, K.J., Saito, H., Tatsuno, I., Tamura, Y., Yoshida, S. J. Leukoc. Biol. (1991)
- 5-Hydroxyeicosatetraenoic acid is a key intermediate of the arachidonate-dependent protective signaling in monocytes/macrophages exposed to peroxynitrite. Tommasini, I., Guidarelli, A., Palomba, L., Cerioni, L., Cantoni, O. J. Leukoc. Biol. (2006)
- Metabolism of oxygenated derivatives of arachidonic acid by Caco-2 cells. Riehl, T.E., Turk, J., Stenson, W.F. J. Lipid Res. (1992)
- Leukotriene C4 production by murine mast cells: evidence of a role for extracellular leukotriene A4. Dahinden, C.A., Clancy, R.M., Gross, M., Chiller, J.M., Hugli, T.E. Proc. Natl. Acad. Sci. U.S.A. (1985)
- Characterization of cloned human leukocyte 5-lipoxygenase expressed in mammalian cells. Rouzer, C.A., Rands, E., Kargman, S., Jones, R.E., Register, R.B., Dixon, R.A. J. Biol. Chem. (1988)
- Evidence for inhibition of leukotriene A4 synthesis by 5,8,11,14-eicosatetraynoic acid in guinea pig polymorphonuclear leukocytes. Bokoch, G.M., Reed, P.W. J. Biol. Chem. (1981)
- Suppression of leukotriene formation in RBL-2H3 cells that overexpressed phospholipid hydroperoxide glutathione peroxidase. Imai, H., Narashima, K., Arai, M., Sakamoto, H., Chiba, N., Nakagawa, Y. J. Biol. Chem. (1998)
- Phorbol myristate acetate stimulates the formation of 5-oxo-6,8,11,14-eicosatetraenoic acid by human neutrophils by activating NADPH oxidase. Powell, W.S., Gravelle, F., Gravel, S. J. Biol. Chem. (1994)
- Activation of the phosphatidylinositol 3-kinase-Akt/protein kinase B signaling pathway in arachidonic acid-stimulated human myeloid and endothelial cells: involvement of the ErbB receptor family. Hii, C.S., Moghadammi, N., Dunbar, A., Ferrante, A. J. Biol. Chem. (2001)
- Involvement of 5-lipoxygenase metabolites of arachidonic acid in cyclic AMP-stimulated steroidogenesis and steroidogenic acute regulatory protein gene expression. Wang, X.J., Dyson, M.T., Jo, Y., Eubank, D.W., Stocco, D.M. J. Steroid Biochem. Mol. Biol. (2003)
- Fatty acid binding proteins stabilize leukotriene A4: competition with arachidonic acid but not other lipoxygenase products. Zimmer, J.S., Dyckes, D.F., Bernlohr, D.A., Murphy, R.C. J. Lipid Res. (2004)
- Dopamine inhibits the arachidonate and prolactin release stimulated by thyrotropin-releasing hormone through an islet-activating protein-sensitive GTP-binding protein in anterior pituitary cells. Ohmichi, M., Hirota, K., Koike, K., Kadowaki, K., Yamaguchi, M., Miyake, A., Tanizawa, O. Neuroendocrinology (1990)
- Effects of interleukin-1 alpha on arachidonic acid metabolism in human osteosarcoma osteoblastic cells. Zhang, W., Dziak, R. Prostaglandins Leukot. Essent. Fatty Acids (1993)
- Metabolic, membrane, and functional responses of human polymorphonuclear leukocytes to platelet-activating factor. Ingraham, L.M., Coates, T.D., Allen, J.M., Higgins, C.P., Baehner, R.L., Boxer, L.A. Blood (1982)
- Acute and chronic suppression of leukotriene B4 synthesis ex vivo in neutrophils from patients with rheumatoid arthritis beginning treatment with methotrexate. Sperling, R.I., Benincaso, A.I., Anderson, R.J., Coblyn, J.S., Austen, K.F., Weinblatt, M.E. Arthritis Rheum. (1992)
- Evidence for 5-lipoxygenase activity in human B cell lines. A possible role for arachidonic acid metabolites during B cell signal transduction. Schulam, P.G., Shearer, W.T. J. Immunol. (1990)
- Involvement of 5-lipoxygenase pathway in norepinephrine stimulation of rat pineal melatonin synthesis. Vacas, M.I., Keller-Sarmiento, M.I., Etchegoyen, G.S., Pereyra, E.N., Gimeno, M.F., Cardinali, D.P. Neuroendocrinology (1987)
- Hydroxyeicosatetraenoic acids are increased in bronchoalveolar lavage fluid of endotoxemic pigs. Olson, N.C., Dobrowsky, R.T., Fleisher, L.N. Prostaglandins (1987)