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Stepwise synthesis of oligopeptides with N-carboxy α-amino acid anhydrides. II. Oligopeptides with some polar side chains

✍ Scribed by Ryoichi Katakai; Masanao Oya; Keikichi Uno; Yoshio Iwakura

Publisher
Wiley (John Wiley & Sons)
Year
1971
Tongue
English
Weight
446 KB
Volume
10
Category
Article
ISSN
0006-3525

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✦ Synopsis

The reaction of NCA's with some amino acids having a nucleophilic functional group on the side chain was studied in a heterogeneous reaction medium (acetonitrile-water). Glutamic acid and aspartic acid, having a free carboxyl group on the side chain, were successfully used to synthesize oligopeptides without interactions of the 7-and pcarboxyl group with NCA's. Two products were obtained by the reaction of NCA with L-lysine, which contains a free amino group on the side chain. -Protected lysine was used to prepare orpeptides as a nucleophile in the reaction. No racemisation was observed in the synthesis of peptides by the NCA method in the heterogeneous solvent system. Oligopeptides with some polar side chains were synthesized by the NCA method. c Data of Rowlands and Young.6 d Data of Smith and Slonim.7 e Data of Hofmann and Johr.* f Data of Sachs and Brand.O

📜 SIMILAR VOLUMES

Stepwise synthesis of oligopeptides with
Stepwise synthesis of oligopeptides with N-carboxy α-amino acid anhydrides
✍ Oshio Iwakura; Keikichi Uno; Masanao Oya; Ryoichi Katakai 📂 Article 📅 1970 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 365 KB 👁 1 views

## Abstract Oligopeptides were synthesized in high yields by the controlled coupling reaction of __N__‐carboxy α‐amino acid anhydrides (NCA's) with amino acid and peptide sodium salts in the heterogeneous reaction medium of acetonitrile–water which contained sodium carbonate. In this solvent, it co