Peroxynitrite reacts with biological nitrogen-containing cyclic molecules by a radical pathway, as demonstrated by ultraweak luminescence coupled with ESR technique

Biochem Biophys Res Commun. 1999 Jun 7;259(2):460-4. doi: 10.1006/bbrc.1999.0805.

Abstract

Ultraweak luminescence (uwCL) was coupled with electron spin resonance to study the reactions of 3 heterocyclic compounds (tryptophan, serotonin and imidazole) with peroxynitrite at pH 8.7. Tryptophan and serotonin reacted with emission of a flash peak of light (5 s) followed by a long-living light emission of +/- 80 s. Addition of the spin trap 4-POBN at different intervals, after the beginning of reaction revealed that a short-living free radical was produced in the case of serotonin and imidazole, but that with tryptophan, the initial radical rearranged into a relatively long-living radical, which was still formed when 4-POBN was added after 55 s (decreasing phase of uwCL).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Electron Spin Resonance Spectroscopy
  • Free Radicals / chemistry
  • Heterocyclic Compounds / chemistry*
  • Imidazoles / chemistry
  • Kinetics
  • Luminescent Measurements
  • Molecular Structure
  • Nitrates / chemistry*
  • Nitrogen Oxides / chemistry
  • Pyridines
  • Serotonin / chemistry
  • Spin Labels
  • Tryptophan / chemistry

Substances

  • Free Radicals
  • Heterocyclic Compounds
  • Imidazoles
  • Nitrates
  • Nitrogen Oxides
  • Pyridines
  • Spin Labels
  • alpha-(4-pyridyl-1-oxide)-N-tert-butylnitrone
  • peroxynitric acid
  • Serotonin
  • imidazole
  • Tryptophan