1 research outputs found
<i>N</i>‑Sulfanylethylaminooxybutyramide (SEAoxy): A Crypto-Thioester Compatible with Fmoc Solid-Phase Peptide Synthesis
An <i>N</i>-sulfanylethylaminooxybutyramide
(SEAoxy) has been developed as a novel thioester equivalent for native
chemical ligation. SEAoxy peptide was straightforwardly synthesized
by conventional Fmoc solid-phase peptide synthesis without a problem.
Moreover, SEAoxy peptide could be directly applied to native chemical
ligation owing to the intramolecular <i>N</i>-to-<i>S</i> acyl shift that releases the peptide-thioester <i>in situ</i>. This methodology was successfully applied to the
synthesis of two bioactive peptides