High-throughput fluorescence-based screening assays for tryptophan-catabolizing enzymes

J Biomol Screen. 2014 Oct;19(9):1266-74. doi: 10.1177/1087057114536616. Epub 2014 May 27.

Abstract

Indoleamine 2,3-dioxygenase (IDO1) and tryptophan 2,3-dioxygenase (TDO) are two structurally different enzymes that have a different tissue distribution and physiological roles, but both catalyze the conversion of tryptophan to N-formylkynurenine (NFK). IDO1 has been clinically validated as a small-molecule drug target for cancer, while preclinical studies indicate that TDO may be a target for cancer immunotherapy and neurodegenerative disease. We have developed a high-throughput screening assay for IDO1 and TDO based on a novel chemical probe, NFK Green, that reacts specifically with NFK to form a green fluorescent molecule with an excitation wavelength of 400 nm and an emission wavelength of 510 nm. We provide the first side-by-side comparison of a number of published inhibitors of IDO1 and TDO and reveal that the preclinical IDO1 inhibitor Compound 5l shows significant cross-reactivity with TDO, while the relative selectivity of other published inhibitors was confirmed. The suitability for high-throughput screening of the assays was demonstrated by screening a library of 87,000 chemical substances in 384- or 1536-well format. Finally, we demonstrate that the assay can also be used to measure the capacity of cells to metabolize tryptophan and to measure the cellular potency of IDO1 and TDO inhibitors.

Keywords: N-formyl kynurenine; cancer immunotherapy; high-throughput screening; indoleamine 2,3-dioxygenase; neurodegenerative disease; tryptophan; tryptophan 2,3-dioxygenase.

MeSH terms

  • Catalysis
  • Cell Line
  • Drug Evaluation, Preclinical
  • Enzyme Activation / drug effects
  • Enzyme Assays* / methods
  • Enzyme Inhibitors / pharmacology*
  • Fluorescent Dyes*
  • High-Throughput Screening Assays* / methods
  • Humans
  • Indoleamine-Pyrrole 2,3,-Dioxygenase / antagonists & inhibitors
  • Indoleamine-Pyrrole 2,3,-Dioxygenase / metabolism
  • Inhibitory Concentration 50
  • Small Molecule Libraries
  • Tryptophan / metabolism*
  • Tryptophan Oxygenase / antagonists & inhibitors
  • Tryptophan Oxygenase / metabolism

Substances

  • Enzyme Inhibitors
  • Fluorescent Dyes
  • Indoleamine-Pyrrole 2,3,-Dioxygenase
  • Small Molecule Libraries
  • Tryptophan
  • Tryptophan Oxygenase