Characterization of Saccharomyces cerevisiae CYP61, sterol delta22-desaturase, and inhibition by azole antifungal agents

J Biol Chem. 1997 Apr 11;272(15):9986-8. doi: 10.1074/jbc.272.15.9986.

Abstract

Cytochrome P-45061 (CYP61) was a cytochrome P-450 revealed during the yeast genome project when chromosome XIII was sequenced. Here we report on the properties of this second microsomal P-450 of vegetatively growing yeast. The enzyme kinetics associated with its endogenous role in sterol Delta22-desaturation revealed a Km of 20.4 microM and a Vmax of 2.9nmol/min/nmol CYP61. The affinity of the enzyme for antifungal drugs was characterized to investigate its potential role in determining tolerance to these sterol 14alpha-demethylase (CYP51) inhibitors. Drug binding induced a type II spectral change, which became saturated at equimolar concentrations of azole drug and P-450. Fluconazole exhibited slightly reduced affinity in comparison to ketoconazole as indicated by carbon monoxide displacement. These and Ki determination for fluconazole (0.14 nM) revealed CYP61 to have a similar affinity to azole drugs when compared with data available for CYP51, and the implications for antifungal treatment were considered.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / pharmacology*
  • Cytochrome P-450 Enzyme Inhibitors
  • Cytochrome P-450 Enzyme System / chemistry*
  • Ergosterol / analogs & derivatives
  • Ergosterol / metabolism
  • Fluconazole / pharmacology*
  • Ketoconazole / pharmacology*
  • Oxidoreductases / antagonists & inhibitors
  • Oxidoreductases / chemistry*
  • Saccharomyces cerevisiae / enzymology*
  • Saccharomyces cerevisiae Proteins
  • Spectrophotometry, Atomic
  • Sterol 14-Demethylase

Substances

  • Antifungal Agents
  • Cytochrome P-450 Enzyme Inhibitors
  • Saccharomyces cerevisiae Proteins
  • 22,23-dihydroergosterol
  • Fluconazole
  • Cytochrome P-450 Enzyme System
  • Oxidoreductases
  • ERG5 protein, S cerevisiae
  • Sterol 14-Demethylase
  • Ketoconazole
  • Ergosterol