A Reversible Protection Strategy To Improve Fmoc‐SPPS of Peptide Thioesters by the N‐Acylurea Approach

@article{Mahto2011ARP,
  title={A Reversible Protection Strategy To Improve Fmoc‐SPPS of Peptide Thioesters by the N‐Acylurea Approach},
  author={S. K. Mahto and C. J. Howard and J. Shimko and J. Ottesen},
  journal={ChemBioChem},
  year={2011},
  volume={12}
}
C‐terminal peptide thioesters are an essential component of the native chemical ligation approach for the preparation of fully or semisynthetic proteins. However, the efficient generation of C‐terminal thioesters by Fmoc solid‐phase peptide synthesis remains a challenge. The recent N‐acylurea approach to thioester synthesis relies on the deactivation of one amine of 3,4‐diaminobenzoic acid (Dbz) during Fmoc SPPS. Here, we demonstrate that this approach results in the formation of side products… Expand
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  • Chemistry, Medicine
  • Journal of peptide science : an official publication of the European Peptide Society
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