Evaluation of scavenging rate constants of DOPA and tyrosine enantiomers against multiple reactive oxygen species and methyl radical as measured with ESR trapping method

Yoshimi Sueishi, Tsubasa Takemoto

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Abstract

The scavenging rates of DOPA (dl- and l-3-(3,4-dihydroxyphenyl)alanine) and Tyr (tyrosine (dl- and l-3-(4-hydroxyphenyl)alanine)) against five reactive oxygen species (ROS) and methyl radical were measured with the use of electron spin resonance (ESR) spin-trapping method and the scavenging rate constants of DOPA and Tyr were determined. The scavenging rate constants for multiple active species increased in the order of O2- < RO < 1O2 < H3C < HO for Tyr and RO O2- < 1O2 H3C < HO for DOPA, and the differences in the radical scavenging abilities for l-enantiomers and dl-mixtures of DOPA and Tyr were shown. Further, based on the redox potentials, we have suggested that the primary chemical process of antioxidant reactions with O2- and 1O2 can be characterized with the electron transfer of antioxidants (DOPA and Tyr).

Original languageEnglish
Pages (from-to)1808-1810
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume25
Issue number8
DOIs
Publication statusPublished - Apr 15 2015

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Keywords

  • DOPA
  • ESR spin trapping
  • Radical scavenging rate constant
  • Tyrosine

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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