Screening for caspase-3 inhibitors: effect of a reducing agent on identified hit chemotypes

J Biomol Screen. 2006 Sep;11(6):694-703. doi: 10.1177/1087057106289231. Epub 2006 Jul 14.

Abstract

When studying cysteinyl proteases in general and caspases in particular, it is generally accepted that a reaction buffer must contain a reducing agent to prevent essential cysteinyl groups from spontaneous oxidation. Dithiothreitol (DTT) and beta-mercaptoethanol (beta-MCE) are 2 of the most broadly used reducing agents. While screening a library of small molecules against caspase-3, the authors have found that the nature of the reducing agent used, DTT or beta-MCE, dramatically affects screening results and leads to identification of nonoverlapping hits. Screening in DTT-containing buffer revealed few novel classes of small molecules that selectively and reversibly inhibit caspase-3 but failed to identify isatin sulfonamides recently found to be potent and selective caspase-3 inhibitors (false negatives). On the other hand, screening in the presence of beta-MCE failed to identify a series of hit compounds, 1,3-dioxo-2,3-dichloro-1H-pyrrolo[3,4-c]quinolines, discovered with DTT, whereas isatin sulphonamides in these conditions exhibited strong caspase-3 inhibition. In this work, the authors show that thiol-containing reducing agents can affect catalytic activity of caspase-3 and modify its thermostability in a redox-potential-independent manner. The authors speculate that the differential structural modifications of caspase-3 seen with different reducing agents represent structurally different caspase-3 conformations and are responsible for its differential sensitivity to small molecules of different chemotypes. Hence, selection of the reducing agent may dramatically affect the quality of high-throughput screening campaigns.

MeSH terms

  • Caspase 3
  • Caspase Inhibitors*
  • Cysteine Proteinase Inhibitors / analysis*
  • Cysteine Proteinase Inhibitors / pharmacology
  • Dithiothreitol / metabolism
  • Mercaptoethanol / metabolism
  • Structure-Activity Relationship

Substances

  • Caspase Inhibitors
  • Cysteine Proteinase Inhibitors
  • Mercaptoethanol
  • CASP3 protein, human
  • Caspase 3
  • Dithiothreitol