Stapling of leu-enkephalin analogs with bifunctional reagents for prolonged analgesic activity.
Chem Commun (Camb)
; 60(22): 3023-3026, 2024 Mar 12.
Article
em En
| MEDLINE
| ID: mdl-38356394
ABSTRACT
The design and synthesis of leu-enkephalin analogs by replacing the glycine residues with N-(2-thioethyl)glycines and opening the cyclisation potential is presented. The cyclization (stapling) was achieved using bifunctional reagents (hexafluorobenzene and trithiocyanuric acid derivatives). The CD conformational studies of the stapled analogs suggest that the peptides adopt the type I ß-turn conformation, which is in agreement with the theoretical analysis. The analog containing a trithiocyanuric acid derivative with a benzyl substituent shows potent analgesic activity.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Encefalina Leucina
/
Glicina
Idioma:
En
Revista:
Chem Commun (Camb)
Ano de publicação:
2024
Tipo de documento:
Article