Octa-O-bis-(R,R)-tartarate ditellurane (SAS) - A novel bioactive organotellurium(IV) Compound: Synthesis, characterization, and protease inhibitory activity

Sigal Yosef, Miri Brodsky, Benjamin Sredni, Amnon Albeck, Michael Albeck

Research output: Contribution to journalArticlepeer-review

35 Scopus citations

Abstract

Octa-O-bis-(R,R)-Tartarate Ditellurane (SAS) is a new TeIV compound, comprised of two tellurium atoms, each liganded by four oxygen atoms from two carboxylates and two alkoxides of two tartaric acids. Unlike many other TeIV compounds, SAS was highly stable in aqueous solution. It interacted with thiols to form an unstable Te(SR)4 product. The product of the interaction of SAS with cysteine was isolated and characterized by mass spectroscopy and elemental analysis. SAS selectively inactivated cysteine proteases, but it did not inactivate other families of proteolytic enzymes. It displayed selectivity towards the cysteine protease cathepsin B, a human enzyme of pharmaceutical interest, with a second order rate constant ki/Ki = 5900m-1 s-1.

Original languageEnglish
Pages (from-to)1601-1606
Number of pages6
JournalChemMedChem
Volume2
Issue number11
DOIs
StatePublished - 12 Nov 2007

Keywords

  • Biological activity
  • Cysteine proteases
  • Enzyme inhibitors
  • Tellurium
  • Thiol oxidation

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