Nucleophilic substitution of protected 2-amino-4-butanoic acid. An easy route to exotic amino acids and conformationally constrained peptides

✍ Scribed by Paola Ciapetti; André Mann; Angèle Shoenfelder; Maurizio Taddei

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 211 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)00628-5

✦ Synopsis

The synthesis of a series of novel (t-amino acids based on the nucleophilic substitution of protected 2-amino-4-bromobutanoic acid (1) is described. Basic, acidic or neutral amino acids can be obtained; chimerical amino acids carrying a coenzyme type structure in the side chain, multifunctional amino acids for the synthesis of cross-linked peptides or dendrimers and conformationally constrained peptides can also be obtained.