Thiols and Selenols as Electron-Relay Catalysts for Disulfide-Bond Reduction†
John C. Lukesh III
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab
Search for more papers by this authorDr. Brett VanVeller
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab
Search for more papers by this authorCorresponding Author
Prof. Ronald T. Raines
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab
Department of Biochemistry, 433 Babcock Drive, University of Wisconsin-Madison, Madison, WI 53706 (USA)
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab===Search for more papers by this authorJohn C. Lukesh III
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab
Search for more papers by this authorDr. Brett VanVeller
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab
Search for more papers by this authorCorresponding Author
Prof. Ronald T. Raines
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab
Department of Biochemistry, 433 Babcock Drive, University of Wisconsin-Madison, Madison, WI 53706 (USA)
Department of Chemistry, 1101 University Avenue, University of Wisconsin-Madison, Madison, WI 53706 (USA) http://www.biochem.wisc.edu/faculty/raines/lab===Search for more papers by this authorWe are grateful to Prof. H. J. Reich for contributive discussions. B.V. was supported by postdoctoral fellowship 289613 (CIHR). This work was supported by grant R01 GM044783 (NIH). This work made use of the National Magnetic Resonance Facility at Madison, which is supported by grants P41 RR002301 and P41 GM066326 (NIH), and the Biophysics Instrumentation Facility, which was established with grants BIR-9512577 (NSF) and S10 RR13790 (NIH).
Graphical Abstract
Pass them on! Dithiobutylamine immobilized on a resin is a useful reagent for the reduction of disulfide bonds. Its ability to reduce a disulfide bond in a protein is enhanced greatly if used along with a soluble strained cyclic disulfide or mixed diselenide that relays electrons from the resin to the protein. This electron-relay catalysis system provides distinct advantages over the use of excess soluble reducing agent alone.
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