Tyrosine nitration by simultaneous generation of •NO and O2• under physiological conditions -: How the radicals do the job

被引:178
作者
Goldstein, S [1 ]
Czapski, G
Lind, J
Merényi, G
机构
[1] Hebrew Univ Jerusalem, Dept Phys Chem, IL-91904 Jerusalem, Israel
[2] Royal Inst Technol, Dept Chem Nucl Chem, S-10044 Stockholm 70, Sweden
关键词
D O I
10.1074/jbc.275.5.3031
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Radiation chemical experiments demonstrate that the reaction of tyrosyl radical (TyrO(.)) with (NO2)-N-. yields 45 +/- 3% 3-nitrotyrosine and that a major product of the reaction of TyrO(.) with (NO)-N-. is 3,3'-dityrosine. Radiolysis was used to generate (NO)-N-. and O-2(-.) in the presence of tyrosine and bicarbonate at pH 7.5 +/- 0.1. The nitration yield was found to be dose rate-dependent, and the yield per radical produced by pulse radiolysis was identical to that obtained with authentic peroxynitrite, The proposed mechanism that accounts for the data is as follows: (i) In the presence of CO2 the reaction of (NO)-N-. with O-2(-.) yields 33% (NO2)-N-. and CO3-. where the latter reacts rapidly with tyrosine to form TyrO; (ii) The formation of 3-nitrotyrosine takes place via the reaction of (NO2)-N-. with TyrO(.), which is the main process at high dose rates; and (iii) Under continuous generation of (NO)-N-. and O-2(-.) the formation of 3-nitrotyrosine is strongly suppressed because of efficient scavenging of NO2, by tyrosine. The proposed model shows that the highest nitration yield is obtained for similar fluxes of (NO)-N-. and O-2(-.) and is completely inhibited upon excess production of O-2(-.) because of efficient scavenging of TyrO(.) by O-2(-.). The biological implications of these findings are discussed.
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页码:3031 / 3036
页数:6
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