Application of chemically induced dynamic nuclear polarization to the nitration of N-acetyltyrosine and to some reactions of peroxynitrite.
By the observation of chemically induced dynamic nuclear polarization in (15)N NMR spectroscopy it has been shown that nitration of N-acetyltyrosine, even under acidic conditions, is largely a radical process. In the alkaline reaction of tyrosine with peroxynitrite the main products are nitrite and nitrate, both produced by a radical pathway, and tyrosine nitration is a minor reaction. It is suggested that tyrosine catalyzes the production of NO(*)(2) and HO(*) from peroxynitrite.
Butler
A R
AR
Centre for Biomolecular Sciences, University of St Andrews, Fife, KY16 9ST, Scotland. arb3@st-andrews.ac.uk
Rutherford
T J
TJ
Short
D M
DM
Ridd
J H
JH
D000042:Absorption; D005609:Free Radicals / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D015394:Molecular Structure; D009566:Nitrates / Q000737:chemistry*; D017942:Nitric Acid / Q000737:chemistry; D009573:Nitrites / Q000737:chemistry; D009578:Nitrobenzenes / Q000737:chemistry; D009587:Nitrogen Isotopes; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry
D005609:Free Radicals; D009566:Nitrates; D009573:Nitrites; D009578:Nitrobenzenes; D009587:Nitrogen Isotopes; C039642:peroxynitric acid; C002744:3-nitrotyrosine; D017942:Nitric Acid; D014443:Tyrosine; C025787:N-acetyltyrosine; C036077:nitrobenzene