title: Facile synthesis and biological evaluation of a cell-permeable probe to detect redox-regulated proteins.
abstract: We have developed an improved synthesis for the cell-permeable, sulfenic acid probe DAz-1. Using DAz-1, we detect sulfenic acid modifications in the cell-cycle regulatory phosphatase Cdc25A. In addition, we show that DAz-1 has superior potency in cells compared to a biotinylated derivative. Collectively, these findings set the stage for the development of activity-based inhibitors of Cdc25 cell-cycle phosphatases, which are sensitive to the redox state of the active-site cysteine and demonstrate the advantage of bioorthogonal conjugation methods to detect protein sulfenic acids in cells.
authors.affiliation: Life Sciences Institute, University of Michigan, 210 Washtenaw Ave. #4401, Ann Arbor, MI 48109-2216, USA.
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Seo
authors.forename: Kate S
authors.initials: KS
authors.lastname: Carroll
mesh_terms: D006367:HeLa Cells; D006801:Humans; D015335:Molecular Probes; D010084:Oxidation-Reduction; D010539:Permeability; D020687:cdc25 Phosphatases / Q000378:metabolism*
chemical_list: D015335:Molecular Probes; D020687:cdc25 Phosphatases