Cyclic 5-membered disulfides are not selective substrates of thioredoxin reductase, but are opened nonspecifically

Research output: Contribution to journalResearch articleContributedpeer-review

Contributors

  • Jan G. Felber - (Author)
  • Lena Poczka - (Author)
  • Karoline C. Scholzen - (Author)
  • Lukas Zeisel - (Author)
  • Martin S. Maier - (Author)
  • Sander Busker - (Author)
  • Ulrike Theisen - (Author)
  • Christina Brandstädter - (Author)
  • Katja Becker - (Author)
  • Elias S. J. Arnér - (Author)
  • Julia Thorn-Seshold - (Author)
  • Oliver Thorn-Seshold - , Ludwig Maximilian University of Munich (Author)

Abstract

The cyclic five-membered disulfide 1,2-dithiolane has been widely used in chemical biology and in redox probes. Contradictory reports have described it either as nonspecifically reduced in cells, or else as a highly specific substrate for thioredoxin reductase (TrxR). Here we show that 1,2-dithiolane probes, such as “TRFS” probes, are nonspecifically reduced by thiol reductants and redox-active proteins, and their cellular performance is barely affected by TrxR inhibition or knockout. Therefore, results of cellular imaging or inhibitor screening using 1,2-dithiolanes should not be interpreted as reflecting TrxR activity, and previous studies may need re-evaluation. To understand 1,2-dithiolanes’ complex behaviour, probe localisation, environment-dependent fluorescence, reduction-independent ring-opening polymerisation, and thiol-dependent cellular uptake must all be considered; particular caution is needed when co-applying thiophilic inhibitors. We present a general approach controlling against assay misinterpretation with reducible probes, to ensure future TrxR-targeted designs are robustly evaluated for selectivity, and to better orient future research.

Details

Original languageEnglish
Article number1754
Number of pages13
JournalNature communications
Volume13
Issue number1
Publication statusPublished - 1 Apr 2022
Peer-reviewedYes
Externally publishedYes

External IDs

Scopus 85127419968

Keywords