Peptide synthesis using o-nitrophenylsulfenyl N-carboxy α-amino acid anhydrides. Sequential oligopeptides having alternate γ-methyl L-glutamyl and L-phenylalanyl residues
✍ Scribed by Ryoichi Katakai; Yohko Nakayama
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1976
- Tongue
- English
- Weight
- 494 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0006-3525
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✦ Synopsis
Abstract
A series of sequential oligopeptides having the sequence alternating γ‐methyl L‐glutamyl and L‐phenylalanyl residues have been successfully prepared by a rapid method involving the reaction of o‐nitrophenylsulfenyl N‐carboxy α‐amino acid anhydrides with amino acid and peptide esters. The sequential oligopeptides, which are interesting from a conformational aspect, were obtained in optical pure forms above 74% yields. This result demonstrates that the o‐nitrophenylsulfenyl N‐carboxy α‐amino acid anhydride method is especially useful for easy synthesis of protected oligopeptides with o‐nitrophenylsulfenyl group.