Molecular basis for the aromatization reaction and exemestane-mediated irreversible inhibition of human aromatase

Mol Endocrinol. 2007 Feb;21(2):401-14. doi: 10.1210/me.2006-0281. Epub 2006 Nov 9.

Abstract

Aromatase converts androgens to aromatic estrogens. Aromatase inhibitors have been used as first-line drugs in the treatment of hormone-dependent breast cancer. Structural basis of the aromatization reaction and drug recognition by aromatase has remained elusive because of its unknown three-dimensional structure. In this study, recombinant human aromatase was expressed and purified from Escherichia coli. Using this purified and active preparation, the three-dimensional folding of aromatase was revealed by proteomic analysis. Combined with site-directed mutagenesis, several critical residues involved in enzyme catalysis and suicide inhibition by exemestane were evaluated. Based on our results, a new clamping mechanism of substrate/exemestane binding to the active site is proposed. These structure-function studies of aromatase would provide useful information to design more effective aromatase inhibitors for the prevention and the treatment of hormone-dependent breast cancer.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Motifs
  • Amino Acid Sequence
  • Androstadienes / chemistry*
  • Aromatase / chemistry*
  • Aromatase / genetics
  • Aromatase Inhibitors / chemistry*
  • Binding Sites
  • Humans
  • Models, Molecular*
  • Molecular Sequence Data
  • Mutagenesis, Site-Directed
  • Protein Folding
  • Proteomics
  • Recombinant Proteins / chemistry
  • Structure-Activity Relationship

Substances

  • Androstadienes
  • Aromatase Inhibitors
  • Recombinant Proteins
  • Aromatase
  • exemestane