Plant sterol 14 alpha-demethylase affinity for azole fungicides

Biochem Biophys Res Commun. 2001 Jun 15;284(3):845-9. doi: 10.1006/bbrc.2001.5010.

Abstract

Azole fungicides were thought to have much greater affinity for the fungal cytochrome P450 enzyme, sterol 14 alpha-demthylase (CYP51) than the plant orthologue. Using purified CYP51 from the plant Sorghum bicolor L Moenech, a direct comparison of the sensitivity to the fungicides triadimenol and tebuconazole has been carried out. S. bicolor CYP51 was purified to homogenity as determined by SDS--PAGE and specific heme content. Addition of the azole fungicides triadimenol and tebuconazole induced type II spectral changes, with saturation occurring at equimolar azole/P450 concentrations. Inhibition of reconstituted activities revealed only a threefold insensitivity of the plant CYP51 compared to a fungal CYP51, from the phytopathogen Ustilago maydis, as judged by IC(50) values. The implications for fungicide mode of action and application are discussed.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cytochrome P-450 Enzyme Inhibitors*
  • Cytochrome P-450 Enzyme System / metabolism
  • Escherichia coli / genetics
  • Fungal Proteins / antagonists & inhibitors
  • Fungal Proteins / metabolism
  • Fungicides, Industrial / metabolism
  • Fungicides, Industrial / pharmacology*
  • Inhibitory Concentration 50
  • Oxidoreductases / antagonists & inhibitors*
  • Oxidoreductases / metabolism
  • Plant Proteins / antagonists & inhibitors*
  • Plant Proteins / metabolism
  • Spectrophotometry
  • Sterol 14-Demethylase
  • Triazoles / metabolism
  • Triazoles / pharmacology*

Substances

  • Cytochrome P-450 Enzyme Inhibitors
  • Fungal Proteins
  • Fungicides, Industrial
  • Plant Proteins
  • Triazoles
  • triadimefon
  • tebuconazole
  • Cytochrome P-450 Enzyme System
  • Oxidoreductases
  • Sterol 14-Demethylase