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Trifluoroethanethiol: An Additive for Efficient One-Pot Peptide Ligation-Desulfurization Chemistry

RE Thompson , X Liu , N Alonso-Garcia , PJB Pereira , KA Jolliffe , RJ Payne, J. Am. Chem. Soc., Just Accepted Manuscript; Publication Date (Web): May 15, 2014

Native chemical ligation followed by desulfurization is a powerful strategy for the assembly of proteins. Herein, we describe the development of a high yielding, one-pot ligation-desulfurization protocol that employs trifluoroethanethiol (TFET) as a novel thiol additive. The synthetic utility of this TFET-enabled methodology is demonstrated by the efficient multi-step one-pot syntheses of two tick-derived proteins, chimadanin and madanin-1, without the need for any intermediary purification.

Copyright © 2014 American Chemical Society