One-electron oxidation of "photo-Fenton" reagents and inhibition of lipid peroxidation.
作者： Darren Tobin , Morfakis Arvanitidis , Roger H. Bisby
DOI: 10.1016/S0006-291X(02)02594-9
关键词:
摘要: Abstract The “photo-Fenton” reagent, 2-mercaptopyridine N-oxide (MPO), which releases a hydroxyl radical on ultraviolet irradiation, has been found to act as an antioxidant. In the peroxidation of linoleate initiated by water-soluble azo-initiator, MPO about one-third activity vitamin E analogue Trolox C. contrast, oxygen-containing analogue, 2-hydroxypyridine (HPO), does not have measurable antioxidant in this system. Both reagents react with second order rate constants very close diffusion-controlled limit. With less oxidising dithiocyanate anion, reacts approximately 50 times more rapidly than HPO at pH>7. reducing properties result its and make it suitable source radicals for investigation oxidative stress biological systems.
elsevier.com
sci-hub.se 参考文章(27)
Frank J. Kelly, Neville A. Punchard, Free radicals : a practical approach IRL Press at Oxford University Press. ,(1996)
Etsuo Niki, Free radical initiators as source of water- or lipid-soluble peroxyl radicals. Methods in Enzymology. ,vol. 186, pp. 100- 108 ,(1990) , 10.1016/0076-6879(90)86095-D
George V. Buxton, Clive L. Greenstock, W. Phillips Helman, Alberta B. Ross, Critical Review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals (⋅OH/⋅O− in Aqueous Solution Journal of Physical and Chemical Reference Data. ,vol. 17, pp. 513- 886 ,(1988) , 10.1063/1.555805
Krzysztof J. Reszka, Colin F. Chignell, PHOTOCHEMISTRY OF 2‐MERCAPTOPYRIDINES. PART 3. EPR STUDY OF PHOTOPRODUCTION OF HYDROXYL RADICALS BY N‐HYDROXYPYRIDINE‐2‐THIONE USING 5,5‐DIMETHYL‐1‐PYRROLINE N‐OXIDE IN AQUEOUS SOLUTIONS* Photochemistry and Photobiology. ,vol. 61, pp. 269- 275 ,(1995) , 10.1111/J.1751-1097.1995.TB03970.X
Peter Wardman, Reduction Potentials of One‐Electron Couples Involving Free Radicals in Aqueous Solution Journal of Physical and Chemical Reference Data. ,vol. 18, pp. 1637- 1755 ,(1989) , 10.1063/1.555843
J. N. Gardner, A. R. Katritzky, 875. N-oxides and related compounds. Part V. The tautomerism of 2- and 4-amino- and -hydroxy-pyridine 1-oxide Journal of The Chemical Society (resumed). pp. 4375- 4385 ,(1957) , 10.1039/JR9570004375
Mark J. Burkitt, A Critical Overview of the Chemistry of Copper-Dependent Low Density Lipoprotein Oxidation: Roles of Lipid Hydroperoxides, α-Tocopherol, Thiols, and Ceruloplasmin Archives of Biochemistry and Biophysics. ,vol. 394, pp. 117- 135 ,(2001) , 10.1006/ABBI.2001.2509
Béatrice M. Aveline, Irene E. Kochevar, Robert W. Redmond, Photochemistry of the Nonspecific Hydroxyl Radical Generator, N-Hydroxypyridine-2(1H)-thione Journal of the American Chemical Society. ,vol. 118, pp. 10113- 10123 ,(1996) , 10.1021/JA961988T
Hermann Esterbauer, Janusz Gebicki, Herbert Puhl, Günther Jürgens, The role of lipid peroxidation and antioxidants in oxidative modification of LDL. Free Radical Biology and Medicine. ,vol. 13, pp. 341- 390 ,(1992) , 10.1016/0891-5849(92)90181-F
G. W. Burton, K. U. Ingold, Vitamin E: application of the principles of physical organic chemistry to the exploration of its structure and function Accounts of Chemical Research. ,vol. 19, pp. 194- 201 ,(1986) , 10.1021/AR00127A001