Small-molecule modulators of methyl-lysine binding for the CBX7 chromodomain

Chem Biol. 2015 Feb 19;22(2):161-8. doi: 10.1016/j.chembiol.2014.11.021. Epub 2015 Feb 5.

Abstract

Chromobox homolog 7 (CBX7) plays an important role in gene transcription in a wide array of cellular processes, ranging from stem cell self-renewal and differentiation to tumor progression. CBX7 functions through its N-terminal chromodomain (ChD), which recognizes trimethylated lysine 27 of histone 3 (H3K27me3), a conserved epigenetic mark that signifies gene transcriptional repression. In this study, we report the discovery of small molecules that inhibit CBX7ChD binding to H3K27me3. Our crystal structures reveal the binding modes of these molecules that compete against H3K27me3 binding through interactions with key residues in the methyl-lysine binding pocket of CBX7ChD. We further show that a lead compound, MS37452, derepresses transcription of Polycomb repressive complex target gene p16/CDKN2A by displacing CBX7 binding to the INK4A/ARF locus in prostate cancer cells. These small molecules have the potential to be developed into high-potency chemical modulators that target CBX7 functions in gene transcription in different disease pathways.

Publication types

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

MeSH terms

  • Binding Sites
  • Cell Line, Tumor
  • Cyclin-Dependent Kinase Inhibitor p16 / chemistry
  • Cyclin-Dependent Kinase Inhibitor p16 / metabolism
  • Fluorescein-5-isothiocyanate / chemistry
  • Histones / chemistry
  • Histones / metabolism
  • Humans
  • Lysine / chemistry
  • Lysine / metabolism
  • Methylation
  • Polycomb Repressive Complex 1 / chemistry*
  • Polycomb Repressive Complex 1 / metabolism
  • Protein Binding
  • Protein Structure, Tertiary
  • Small Molecule Libraries / chemistry*
  • Small Molecule Libraries / metabolism
  • Static Electricity
  • Suramin / chemistry
  • Suramin / metabolism

Substances

  • CBX7 protein, human
  • Cyclin-Dependent Kinase Inhibitor p16
  • Histones
  • Small Molecule Libraries
  • Suramin
  • Polycomb Repressive Complex 1
  • Fluorescein-5-isothiocyanate
  • Lysine