Development of a Hypusine Reagent for Peptide Synthesis.

  title={Development of a Hypusine Reagent for Peptide Synthesis.},
  author={Raymond J. Bergeron and Christian Ludin and Ralf Mueller and Richard E. Smith and Otto Phanstiel},
  journal={The Journal of organic chemistry},
  volume={62 10},
The synthesis of a reagent that enables the incorporation of the unusual amino acid (2S,9R)-hypusine (Hpu) into peptide sequences is described. The reagent, (2S,9R)-11-[(benzyloxycarbonyl)amino]-7-(carbobenzyloxy)-2-[(9-fluorenylmethoxycarbonyl)amino]-9-(tetrahydropyran-2-yloxy)-7-azaundecanoic acid, is utilized in the synthesis of a hexapeptide containing the primary pentapeptide sequence of the eukaryotic initiation factor eIF-5A, L-Cys-L-Thr-Gly-Hpu-L-His-Gly. The reagent is shown to be… CONTINUE READING

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