A fluorogenic probe for γ-glutamyl cyclotransferase: application of an enzyme-triggered O-to-N acyl migration-type reaction

Chembiochem. 2013 Nov 4;14(16):2110-3. doi: 10.1002/cbic.201300481. Epub 2013 Sep 24.

Abstract

Light it up: human chromosome 7 ORF 24, a tumor-related protein, has been identified as a γ-glutamyl cyclotransferase (GGCT) in the glutathione homeostasis cycle. The singular substrate preference of the enzyme has hampered chemical probe development, and no fluorogenic probe has been reported. Here we report the first fluorogenic dipeptide probe, LISA-4, which should contribute toward further understanding of GGCT.

Keywords: O-to-N acyl migration; activity-based probes; cancer; fluorescent probes; gamma-glutamyl cyclotransferase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • Biocatalysis
  • Chromosomes, Human, Pair 7
  • Dipeptides / chemistry
  • Dipeptides / metabolism
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / metabolism*
  • Humans
  • Molecular Docking Simulation
  • Nitrogen / chemistry
  • Nitrogen / metabolism*
  • Open Reading Frames
  • Oxygen / chemistry
  • Oxygen / metabolism*
  • Protein Structure, Tertiary
  • gamma-Glutamylcyclotransferase / genetics
  • gamma-Glutamylcyclotransferase / metabolism*

Substances

  • Dipeptides
  • Fluorescent Dyes
  • gamma-Glutamylcyclotransferase
  • Nitrogen
  • Oxygen