The commonly used PI3-kinase probe LY294002 is an inhibitor of BET bromodomains

ACS Chem Biol. 2014 Feb 21;9(2):495-502. doi: 10.1021/cb400789e. Epub 2013 Dec 10.

Abstract

A commonly used small-molecule probe in cell-signaling research is the phosphoinositide 3-kinase inhibitor LY294002. Quantitative chemoproteomic profiling shows that LY294002 and LY303511, a close analogue devoid of PI3K activity, inhibit the BET bromodomain proteins BRD2, BRD3, and BRD4 that comprise a family of targets structurally unrelated to PI3K. Both compounds competitively inhibit acetyl-lysine binding of the first but not the second bromodomain of BET proteins in cell extracts. X-ray crystallography shows that the chromen-4-one scaffold represents a new bromodomain pharmacophore and establishes LY294002 as a dual kinase and BET-bromodomain inhibitor, whereas LY303511 exhibits anti-inflammatory and antiproliferative effects similar to the recently discovered BET inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Cycle Proteins
  • Cell Line
  • Chromones / chemistry
  • Chromones / pharmacology*
  • Crystallography, X-Ray
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • HEK293 Cells
  • Humans
  • Models, Molecular
  • Morpholines / chemistry
  • Morpholines / pharmacology*
  • Nuclear Proteins / antagonists & inhibitors*
  • Nuclear Proteins / metabolism
  • Phosphoinositide-3 Kinase Inhibitors*
  • Piperazines / chemistry
  • Piperazines / pharmacology*
  • Protein Serine-Threonine Kinases / antagonists & inhibitors*
  • Protein Serine-Threonine Kinases / metabolism
  • RNA-Binding Proteins / antagonists & inhibitors*
  • RNA-Binding Proteins / metabolism
  • Transcription Factors / antagonists & inhibitors*
  • Transcription Factors / metabolism

Substances

  • BRD2 protein, human
  • BRD3 protein, human
  • BRD4 protein, human
  • Cell Cycle Proteins
  • Chromones
  • Enzyme Inhibitors
  • Morpholines
  • Nuclear Proteins
  • Phosphoinositide-3 Kinase Inhibitors
  • Piperazines
  • RNA-Binding Proteins
  • Transcription Factors
  • LY 303511
  • 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one
  • Protein Serine-Threonine Kinases

Associated data

  • PDB/4CFK
  • PDB/4CFL