Tyrosine Nitration by Simultaneous Generation of ⋅ NO and O⨪ 2 under Physiological Conditions
Journal of Biological Chemistry, ISSN: 0021-9258, Vol: 275, Issue: 5, Page: 3031-3036
2000
- 188Citations
- 37Captures
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Metrics Details
- Citations188
- Citation Indexes188
- 188
- CrossRef149
- Captures37
- Readers37
- 37
Article Description
Radiation chemical experiments demonstrate that the reaction of tyrosyl radical (TyrO ⋅ ) with ⋅ NO 2 yields 45 ± 3% 3-nitrotyrosine and that a major product of the reaction of TyrO ⋅ with ⋅ NO is 3,3′-dityrosine. Radiolysis was used to generate ⋅ NO 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 CO 2 the reaction of ⋅ NO with O⨪ 2 yields 33% ⋅ NO 2 and CO⨪ 3, where the latter reacts rapidly with tyrosine to form TyrO ⋅ ; (ii) The formation of 3-nitrotyrosine takes place via the reaction of ⋅ NO 2 with TyrO ⋅, which is the main process at high dose rates; and (iii) Under continuous generation of ⋅ NO and O⨪ 2, the formation of 3-nitrotyrosine is strongly suppressed because of efficient scavenging of ⋅ NO 2 by tyrosine. The proposed model shows that the highest nitration yield is obtained for similar fluxes of ⋅ NO 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.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0021925818308718; http://dx.doi.org/10.1074/jbc.275.5.3031; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=0034603053&origin=inward; http://www.ncbi.nlm.nih.gov/pubmed/10652282; https://linkinghub.elsevier.com/retrieve/pii/S0021925818308718; https://dx.doi.org/10.1074/jbc.275.5.3031
Elsevier BV
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