Oxidation of the indole nucleus of 5-hydroxytryptamine and formation of dimers in the presence of peroxidase and H2O2

  • G. Huether
  • A. Reimer
  • F. Schmidt
  • P. Schuff-Werner
  • M. M. Brudny
Part of the Journal of Neural Transmission book series (NEURAL SUPPL, volume 32)


5-Hydroxytryptamine (5-HT) is rapidly oxidized in the presence of peroxidase and H2O2. The major reaction product was isolated by gel chromatography and analyzed by mass spectroscopy. It is a 5-HT dimer formed under abstraction of two protons, most likely by the reaction at the C(4) position of two phenoxyradicals of 5-HT. In the presence of 5-HT an increased H2O2-consumption and a dose dependent reduction of the formation of reactive oxygen metabolites during H2O2 degradation was observed. The pattern of 5-HT reaction products separated by TLC was dependent on the H2O2 concentrations used. In the presence of albumen, plasma or tissue homogenates, massive binding of the 5-HT oxidation products to proteins was observed.


Reactive Oxygen Metabolite Peroxidatic Oxidation Quinone Imine Oligomeric Product Major Reaction Product 
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Copyright information

© Springer-Verlag 1990

Authors and Affiliations

  • G. Huether
    • 1
  • A. Reimer
    • 1
  • F. Schmidt
    • 2
  • P. Schuff-Werner
    • 2
  • M. M. Brudny
    • 3
  1. 1.Neurochemische Forschungsgruppe der Psychiatrischen KlinikMax-Planck-Institut für experimentelle MedizinGöttingenFederal Republic of Germany
  2. 2.Abteilung für Klinische ChemieUniversity of GöttingenGöttingenFederal Republic of Germany
  3. 3.Abteilung für Molekulare NeuroendokrinologieMax-Planck-Institut für experimentelle MedizinGöttingenFederal Republic of Germany

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