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Design of a novel secondary structure scaffolding device: Induction of a reverse turn in tetrapeptides by incorporating a β-amino acid and stereocontrolled free radical α-substitution reactions in peptide motifs

✍ Scribed by Stephen Hanessian; Hua Yang


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
236 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


The incorporation of a-substituted t-amino acids into a tetrapeptide motif induces a reverse turn in aprotic solvent systems as revealed by NOESY and ROESY techniques, and by CD spectra. The conformations of these compounds have been studied by mol ecul ar modeling, and further supported by performing a highly stereoselective free radical aUylation reaction on an ~tphenylseleno 13-amino acid unit within the tetrapeptide.