[18O]‐Peroxides: Synthesis and Biological Applications

作者: Paolo Di Mascio , Sayuri Miyamoto , Marisa H. G. Medeiros , Glaucia R. Martinez , Jean Cadet

DOI: 10.1002/9780470682531.PAT0868

关键词:

摘要: The peroxidation reactions of the main cellular targets including nucleic acids, proteins and unsaturated lipids have received major attention during last two decades. This was particularly case for hydroperoxides generated by 1O2, one reactive oxygen species that usually oxidizes biomolecules in a more specific way than either •OH or one-electron oxidants. Most endoperoxides produced 1O2 been shown to be unstable therefore their identification is often difficult. use [18O]-labeled released from thermolabile association with HPLC-ESI-MS/MS analysis provides highly suitable gain relevant mechanistic insights into formation decomposition pathways initially peroxidic compounds. possibility cell penetration afforded naphthalene has also exploited investigating reaction DNA accrediting mechanism oxidation guanine nucleus providing an elegant approach assessing validity isolation methods used measurement 8-oxo-7,8-dihydroguanine, ubiquitous product. Further developments are expected both studies applications cells using generators. Keywords: [18O]-Peroxides; hydroperoxides; [18O]-labeled singlet molecular oxygen; mass spectrometry; [18O]-labeled oxygen; naphthalene endoperoxides; DNA; protein; cardiolipin; lipid

参考文章(186)
Klotz Lo, Briviba K, Sies H, TOXIC AND SIGNALING EFFECTS OF PHOTOCHEMICALLY OR CHEMICALLY GENERATED SINGLET OXYGEN IN BIOLOGICAL SYSTEMS Biological Chemistry. ,vol. 378, pp. 1259- 1265 ,(1997)
Paolo di Mascio, Etelvino J.H Bechara, Luiz H Catalini, Marisa H.G Medeiros, Singlet molecular oxygens: generation, reactivity, identification and biological effects Ciencia e cultura. ,vol. 47, pp. 297- 311 ,(1995)
Michael E. Murphy, Helmut Sies, [63] Visible-range low-level chemiluminescence in biological systems Methods in Enzymology. ,vol. 186, pp. 595- 610 ,(1990) , 10.1016/0076-6879(90)86155-O
Enrique Cadenas, Helmut Sies, [26] Low-level chemiluminescence as an indicator of singlet molecular oxygen in biological systems Methods in Enzymology. ,vol. 105, pp. 221- 231 ,(1984) , 10.1016/S0076-6879(84)05029-1
Denham Harman, The Free Radical Theory of Aging Antioxidants & Redox Signaling. ,vol. 5, pp. 557- 561 ,(2003) , 10.1089/152308603770310202
MASAKO NAKAGAWA, SHIRO KATO, SHIGEHIRO KATAOKA, SHINICHI KODATO, HIDEYUKI WATANABE, HARUO OKAJIMA, TOHRU HINO, BERNHARD WITKOP, Dye-sensitized Photooxygenation of Tyrptophan : 3a-Hydroperoxypyrroloindole as a Labile Precursor of Formylkynurenine Chemical & Pharmaceutical Bulletin. ,vol. 29, pp. 1013- 1026 ,(1981) , 10.1248/CPB.29.1013
J R Kanofsky, Singlet oxygen production from the peroxidase-catalyzed oxidation of indole-3-acetic acid. Journal of Biological Chemistry. ,vol. 263, pp. 14171- 14175 ,(1988) , 10.1016/S0021-9258(18)68201-8
Jean Cadet, Thierry Douki, Jean-Pierre Pouget, Jean-Luc Ravanat, [14] Singlet oxygen DNA damage products: Formation and measurement Methods in Enzymology. ,vol. 319, pp. 143- 153 ,(2000) , 10.1016/S0076-6879(00)19016-0
Rex M. Tyrrell, [27] Role for singlet oxygen in biological effects of ultraviolet a radiation Methods in Enzymology. ,vol. 319, pp. 290- 296 ,(2000) , 10.1016/S0076-6879(00)19029-9