Influence of thiols on the chlorinating effect of a myeloperoxidase system

Chem Biol Interact. 1995 Jun 30;97(1):53-62. doi: 10.1016/0009-2797(95)03607-6.

Abstract

The structure-activity relationships for the interactions of a number of sulfhydryl compounds on the transformation of (Z)-3-(4-bromophenyl)-3-(3-pyridyl)allylamine (CPP 200) by an MPO-H2O2-Cl-(-)system at pH 5.25 have been studied. It was found that the inhibitory effect of the thiol group was strongly dependent on the presence of an electron-withdrawing NH3(+)-group in the molecule. Also, the acid-base properties of the thiolic compounds were involved in the inhibitory mechanisms.

MeSH terms

  • Acids
  • Biotransformation
  • Chlorine / chemistry
  • Granulocytes / enzymology
  • Humans
  • Peroxidase / metabolism*
  • Structure-Activity Relationship
  • Sulfhydryl Compounds / pharmacology*
  • Zimeldine / analogs & derivatives*
  • Zimeldine / metabolism

Substances

  • Acids
  • Sulfhydryl Compounds
  • Zimeldine
  • Chlorine
  • 3-(4-bromophenyl)-3-(3-pyridyl)allylamine
  • Peroxidase