The mediation of veratryl alcohol in oxidations promoted by lignin peroxidase: the lifetime of veratryl alcohol radical cation

Biochem Biophys Res Commun. 2002 May 3;293(2):832-5. doi: 10.1016/S0006-291X(02)00306-6.

Abstract

The kinetics of decay of veratryl alcohol radical cation, generated by cerium(IV) ammonium nitrate induced oxidation of veratryl alcohol, have been followed spectrophotometrically in a stopped-flow apparatus. In acidic aqueous acetonitrile the radical cation was found to decay by a first-order process, due to deprotonation from the alpha-carbon leading to an alpha-hydroxybenzyl radical with the rate constant of 17.1+/-0.5 s(-1). This value is in full agreement with those obtained by pulse radiolysis studies but much lower than the value (1.2x10(3) s(-1)) indirectly determined by EPR experiments. The implications of these results with respect to the possible role of veratryl alcohol as a mediator in the oxidative biodegradation of lignin catalysed by lignin peroxidase are discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzyl Alcohols / chemistry*
  • Cations
  • Kinetics
  • Lignin / metabolism
  • Models, Chemical
  • Oxidation-Reduction
  • Peroxidases / metabolism*

Substances

  • Benzyl Alcohols
  • Cations
  • Lignin
  • Peroxidases
  • lignin peroxidase
  • veratryl alcohol