Amino acid bromides: their N-protection and use in the synthesis of peptides with extremely difficult sequences.
J Org Chem
; 67(18): 6372-5, 2002 Sep 06.
Article
em En
| MEDLINE
| ID: mdl-12201756
ABSTRACT
N(alpha)-Protected alpha-amino acid bromides were easily generated in situ with 1-bromo-N,N-2-trimethyl-1-propenylamine from the corresponding amino acids under very mild conditions. o-Nbs and the azido moieties proved to be compatible with these overactivated halides and were successfully applied in difficult peptide bond formations. N-Deprotection methods and the total step-by-step solution synthesis of a peptide containing up to seven consecutive L-(alphaMe)Valine residues are also reported. The assembly of this homopeptide was achieved in a short time and in very high yields by the azido/bromide system in a single repetitive operation.
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01-internacional
Base de dados:
MEDLINE
Assunto principal:
Peptídeos
/
Brometos
/
Técnicas de Química Combinatória
/
Aminoácidos
Idioma:
En
Ano de publicação:
2002
Tipo de documento:
Article