Facile synthesis and biological evaluation of a cell-permeable probe to detect redox-regulated proteins |
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Authors: | Young Ho Seo Kate S Carroll |
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Institution: | 1. Life Sciences Institute, University of Michigan, 210 Washtenaw Ave. #4401, Ann Arbor, MI 48109-2216, USA;2. Department of Chemistry, University of Michigan, Ann Arbor, MI 48109-2216, USA |
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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. |
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