Role of tryptophan oxidation in peroxynitrite-dependent protein chemiluminescence

Archives of Biochemistry and Biophysics
E PolletJ F Turrens

Abstract

Bovine serum albumin oxidation by peroxynitrite is accompanied by chemiluminescence (Watts et al., Arch. Biochem. Biophys. 317, 324-330, 1995). Peak chemiluminescence during the reaction between bovine serum albumin (with or without fatty acids) and peroxynitrite was not modified in the presence of D2O, suggesting that light emission arising from lipid or protein oxidation was not the result of singlet oxygen formation. Light emission from fatty acid-free albumin increased in the presence of diphenylanthracene (DPA), suggesting that it is a consequence of the fluorescent decay of excited species. Exposure of individual amino acids to peroxynitrite in 50 mM potassium phosphate at pH 8.0 showed that tryptophan is the one that emits most light during oxidation, followed by phenylalanine. Tryptophan chemiluminescence correlated with oxygen consumption. The spin trap N-t-butyl-alpha-phenylnitrone (PBN) inhibited both oxygen consumption and chemiluminescence during tryptophan oxidation, suggesting that the reactions leading to light emission start with the abstraction of a H atom, forming a C-centered radical which in turn adds oxygen. When the oxidation of tryptophan by peroxynitrite was carried out in Tris-HCl instead of potassium ...Continue Reading

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