Synthesis and evaluation of an N-acylated photoactivatable analogue of glutathione as probe for glutathione-utilizing enzymes

Dan Bernardi; Eric Battaglia; Gilbert Kirsch

doi:10.1016/j.bmcl.2005.12.047

Synthesis and evaluation of an N-acylated photoactivatable analogue of glutathione as probe for glutathione-utilizing enzymes

Bioorg Med Chem Lett. 2006 Mar 15;16(6):1601-4. doi: 10.1016/j.bmcl.2005.12.047. Epub 2006 Jan 4.

Authors

Dan Bernardi¹, Eric Battaglia, Gilbert Kirsch

Affiliation

¹ Laboratoire d'Ingénierie Moléculaire et Biochimie Pharmacologique, Université Paul Verlaine-Metz, 1 boulevard Arago, 57078 METZ Cedex 3, France.

PMID: 16387494
DOI: 10.1016/j.bmcl.2005.12.047

Abstract

The first synthesis of an N-acylated photoactivatable analogue of reduced glutathione is described. N-(4-Benzoylbenzoyl)glutathione (8) was found to be an inhibitor and a photoaffinity probe of purified rat liver glutathione S-transferases.

MeSH terms

Affinity Labels*
Animals
Glutathione Transferase / antagonists & inhibitors*
Glutathione Transferase / isolation & purification
Glutathione* / analogs & derivatives
Glutathione* / chemical synthesis
Glutathione* / metabolism
Liver* / drug effects
Liver* / enzymology
Rats

Substances

Affinity Labels
Glutathione Transferase
Glutathione