Murphy, M. P. Modulating mitochondrial intracellular location as a redox signal. Sci. Signaling 5, pe39 (2012).
Bozza, P. T., Bakker-Abreu, I., Navarro-Xavier, R. A. & Bandeira-Melo, C. Lipid body function in eicosanoid synthesis: an update. Prostaglandins Leukot. Essent. Fatty Acids 85, 205–213 (2011).
Gutierrez, J., Ballinger, S. W., Darley-Usmar, V. M. & Landar, A. Free radicals, mitochondria, and oxidized lipids: the emerging role in signal transduction in vascular cells. Circ. Res. 99, 924–932 (2006).
Perez-Chacon, G., Astudillo, A. M., Balgoma, D., Balboa, M. A. & Balsinde, J. Control of free arachidonic acid levels by phospholipases A2 and lysophospholipid acyltransferases. Biochim. Biophys. Acta 1791, 1103–1113 (2009).
Rouzer, C. A. & Marnett, L. J. Endocannabinoid oxygenation by cyclooxygenases, lipoxygenases, and cytochromes P450: cross-talk between the eicosanoid and endocannabinoid signaling pathways. Chem. Rev. 111, 5899–5921 (2011).
Serhan, C. N., Chiang, N. & Van Dyke, T. E. Resolving inflammation: dual anti-inflammatory and pro-resolution lipid mediators. Nature Rev. Immunol. 8, 349–361 (2008).
Stables, M. J. & Gilroy, D. W. Old and new generation lipid mediators in acute inflammation and resolution. Prog. Lipid Res. 50, 35–51 (2011).
Rice, G. E. Secretory phospholipases and membrane polishing. Placenta 19, 13–20 (1998).
Vance, J. E. & Tasseva, G. Formation and function of phosphatidylserine and phosphatidylethanolamine in mammalian cells. Biochim. Biophys. Acta 1831, 543–554 (2013).
Wright, M. M., Howe, A. G. & Zaremberg, V. Cell membranes and apoptosis: role of cardiolipin, phosphatidylcholine, and anticancer lipid analogues. Biochem. Cell Biol. 82, 18–26 (2004).
Kagan, V. E. et al. Cytochrome c acts as a cardiolipin oxygenase required for release of proapoptotic factors. Nature Chem. Biol. 1, 223–232 (2005).
Rouzer, C. A. & Marnett, L. J. Cyclooxygenases: structural and functional insights. J. Lipid Res. 50, S29–S34 (2009).
Bayir, H. et al. Selective early cardiolipin peroxidation after traumatic brain injury: an oxidative lipidomics analysis. Ann. Neurol. 62, 154–169 (2007).
Tyurin, V. A. et al. Mass-spectrometric characterization of phospholipids and their primary peroxidation products in rat cortical neurons during staurosporine-induced apoptosis. J. Neurochem. 107, 1614–1633 (2008).
Yin, H. et al. Role of mitochondria in programmed cell death mediated by arachidonic acid-derived eicosanoids. Mitochondrion 13, 209–224 (2013).
Saab-Aoude, S., Bron, A. M., Creuzot-Garcher, C. P., Bretillon, L. & Acar, N. A mouse model of in vivo chemical inhibition of retinal calcium-independent phospholipase A2 (iPLA2). Biochimie 95, 903–911 (2013).
Imig, J. D., Falck, J. R. & Inscho, E. W. Contribution of cytochrome P450 epoxygenase and hydroxylase pathways to afferent arteriolar autoregulatory responsiveness. Br. J. Pharmacol. 127, 1399–1405 (1999).
Liu, H. et al. Increased generation of cyclopentenone prostaglandins after brain ischemia and their role in aggregation of ubiquitinated proteins in neurons. Neurotoxicity Res. 24, 191–204 (2013).
Rifkind, A. B., Lee, C., Chang, T. K. & Waxman, D. J. Arachidonic acid metabolism by human cytochrome P450s 2C8, 2C9, 2E1, and 1A2: regioselective oxygenation and evidence for a role for CYP2C enzymes in arachidonic acid epoxygenation in human liver microsomes. Arch. Biochem. Biophys. 320, 380–389 (1995).
Laufer, S. A., Augustin, J., Dannhardt, G. & Kiefer, W. (6,7-diaryldihydropyrrolizin-5-yl)acetic acids, a novel class of potent dual inhibitors of both cyclooxygenase and 5-lipoxygenase. J. Med. Chem. 37, 1894–1897 (1994).
Narisawa, S. et al. Testis-specific cytochrome c-null mice produce functional sperm but undergo early testicular atrophy. Mol. Cell. Biol. 22, 5554–5562 (2002).
Vempati, U. D. et al. Role of cytochrome c in apoptosis: increased sensitivity to tumor necrosis factor alpha is associated with respiratory defects but not with lack of cytochrome c release. Mol. Cell. Biol. 27, 1771–1783 (2007).
Vempati, U. D., Han, X. & Moraes, C. T. Lack of cytochrome c in mouse fibroblasts disrupts assembly/stability of respiratory complexes I and IV. J. Biol. Chem. 284, 4383–4391 (2009).
Li, K. et al. Cytochrome c deficiency causes embryonic lethality and attenuates stress-induced apoptosis. Cell 101, 389–399 (2000).
Moon, S. H. et al. Activation of mitochondrial calcium-independent phospholipase A2g (iPLA2g) by divalent cations mediating arachidonate release and production of downstream eicosanoids. J. Biol. Chem. 287, 14880–14895 (2012).
Krysko, D. V. et al. Emerging role of damage-associated molecular patterns derived from mitochondria in inflammation. Trends Immunol. 32, 157–164 (2011).
Wilensky, R. L. et al. Inhibition of lipoprotein-associated phospholipase A2 reduces complex coronary atherosclerotic plaque development. Nature Med. 14, 1059–1066 (2008).
Tyurin, V. A. et al. Specificity of lipoprotein-associated phospholipase A2 toward oxidized phosphatidylserines: liquid chromatography–electrospray ionization mass spectrometry characterization of products and computer modeling of interactions. Biochemistry 51, 9736–9750 (2012).
David, S., Greenhalgh, A. D. & Lopez-Vales, R. Role of phospholipase A2s and lipid mediators in secondary damage after spinal cord injury. Cell Tissue Res. 349, 249–267 (2012).
Dennis, E. A., Cao, J., Hsu, Y. H., Magrioti, V. & Kokotos, G. Phospholipase A2 enzymes: physical structure, biological function, disease implication, chemical inhibition, and therapeutic intervention. Chem. Rev. 111, 6130–6185 (2011).
Daum, G., Lees, N. D., Bard, M. & Dickson, R. Biochemistry, cell biology and molecular biology of lipids of Saccharomyces cerevisiae. Yeast 14, 1471–1510 (1998).
Kagan, V. E. et al. Cytochrome c/cardiolipin relations in mitochondria: a kiss of death. Free Radic. Biol. Med. 46, 1439–1453 (2009).
Basova, L. V. et al. Cardiolipin switch in mitochondria: shutting off the reduction of cytochrome c and turning on the peroxidase activity. Biochemistry 46, 3423–3434 (2007).
Belikova, N. A. et al. Peroxidase activity and structural transitions of cytochrome c bound to cardiolipin-containing membranes. Biochemistry 45, 4998–5009 (2006).
Belikova, N. A. et al. Heterolytic reduction of fatty acid hydroperoxides by cytochrome c/cardiolipin complexes: antioxidant function in mitochondria. J. Am. Chem. Soc. 131, 11288–11289 (2009).
Kim, I. C. Radioimmunoassay for testicular cytochrome c (ct). Evidence for the presence of apocytochrome ct pool in rat testis extract. J. Biol. Chem. 262, 11156–11162 (1987).
Schug, Z. T. & Gottlieb, E. Cardiolipin acts as a mitochondrial signalling platform to launch apoptosis. Biochim. Biophys. Acta 1788, 2022–2031 (2009).
Arnarez, C., Marrink, S. J. & Periole, X. Identification of cardiolipin binding sites on cytochrome c oxidase at the entrance of proton channels. Sci. Rep. 3, 1263 (2013).
Liu, Z. et al. Remarkably high activities of testicular cytochrome c in destroying reactive oxygen species and in triggering apoptosis. Proc. Natl Acad. Sci. USA 103, 8965–8970 (2006).
Kiebish, M. A. et al. Dysfunctional cardiac mitochondrial bioenergetic, lipidomic, and signaling in a murine model of Barth syndrome. J. Lipid Res. 54, 1312–1325 (2013).
Davis, B. et al. Electrospray ionization mass spectrometry identifies substrates and products of lipoprotein-associated phospholipase A2 in oxidized human low density lipoprotein. J. Biol. Chem. 283, 6428–6437 (2008).
Chu, C. T. et al. Cardiolipin externalization to the outer mitochondrial membrane acts as an elimination signal for mitophagy in neuronal cells. Nature Cell Biol. 15, 1197–1205 (2013).
Garg, A. D. et al. Immunogenic cell death, DAMPs and anticancer therapeutics: an emerging amalgamation. Biochim. Biophys. Acta 1805, 53–71 (2010).
Ray, N. B. et al. Dynamic regulation of cardiolipin by the lipid pump Atp8b1 determines the severity of lung injury in experimental pneumonia. Nature Med. 16, 1120–1127 (2010).
Codina, R., Vanasse, A., Kelekar, A., Vezys, V. & Jemmerson, R. Cytochrome c-induced lymphocyte death from the outside in: inhibition by serum leucine-rich α-2-glycoprotein-1. Apoptosis 15, 139–152 (2010).
Xu, L., Davis, T. A. & Porter, N. A. Rate constants for peroxidation of polyunsaturated fatty acids and sterols in solution and in liposomes. J. Am. Chem. Soc. 131, 13037–13044 (2009).
Cheng, H. et al. Shotgun lipidomics reveals the temporally dependent, highly diversified cardiolipin profile in the mammalian brain: temporally coordinated postnatal diversification of cardiolipin molecular species with neuronal remodeling. Biochemistry 47, 5869–5880 (2008).
Ji, J. et al. Lipidomics identifies cardiolipin oxidation as a mitochondrial target for redox therapy of brain injury. Nature Neurosci. 15, 1407–1413 (2012).
Tyurina, Y. Y. et al. Oxidative lipidomics of gamma-radiation-induced lung injury: mass spectrometric characterization of cardiolipin and phosphatidylserine peroxidation. Radiation Res. 175, 610–621 (2011).
Rouser, G., Fkeischer, S. & Yamamoto, A. Two dimensional then layer chromatographic separation of polar lipids and determination of phospholipids by phosphorus analysis of spots. Lipids 5, 494–496 (1970).
Miller, T. M. et al. Rapid, simultaneous quantitation of mono and dioxygenated metabolites of arachidonic acid in human CSF and rat brain. J. Chromatogr. B 877, 3991–4000 (2009).