Plant growth regulator daminozide is a selective inhibitor of human KDM2/7 histone demethylases

J Med Chem. 2012 Jul 26;55(14):6639-43. doi: 10.1021/jm300677j. Epub 2012 Jul 11.

Abstract

The JmjC oxygenases catalyze the N-demethylation of N(ε)-methyl lysine residues in histones and are current therapeutic targets. A set of human 2-oxoglutarate analogues were screened using a unified assay platform for JmjC demethylases and related oxygenases. Results led to the finding that daminozide (N-(dimethylamino)succinamic acid, 160 Da), a plant growth regulator, selectively inhibits the KDM2/7 JmjC subfamily. Kinetic and crystallographic studies reveal that daminozide chelates the active site metal via its hydrazide carbonyl and dimethylamino groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Jumonji Domain-Containing Histone Demethylases / antagonists & inhibitors*
  • Jumonji Domain-Containing Histone Demethylases / chemistry
  • Jumonji Domain-Containing Histone Demethylases / metabolism
  • Models, Molecular
  • Plant Growth Regulators / pharmacology*
  • Protein Conformation
  • Substrate Specificity
  • Succinates / pharmacology*

Substances

  • Enzyme Inhibitors
  • Plant Growth Regulators
  • Succinates
  • Jumonji Domain-Containing Histone Demethylases
  • daminozide

Associated data

  • PDB/4AI8
  • PDB/4AI9
  • PDB/4DO0