Title

Development of a Hypusine Reagent for Peptide Synthesis

Abstract

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 effective for both solution phase and Merrifield resin synthesis.

Publication Date

1-1-1997

Publication Title

Journal of Organic Chemistry

Volume

62

Issue

10

Number of Pages

3271-3284

Document Type

Article

Personal Identifier

scopus

DOI Link

https://doi.org/10.1021/jo970119z

Socpus ID

1542734978 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/1542734978

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