Stereoselective synthesis of photoreactive peptidomimetic gamma-secretase inhibitors.
J Org Chem
; 69(21): 7344-7, 2004 Oct 15.
Article
en En
| MEDLINE
| ID: mdl-15471490
The first asymmetric synthesis of novel, potent photoreactive gamma-secretase inhibitors 2 and 3 has been accomplished. Two stereoselective methods for the preparation of lactone 9 are described. Protected benzophenone intermediate 19 is prepared via an aldol-elimination reaction followed by a PtO(2)-catalyzed asymmetric hydrogenation. Two routes leading from 19 to compounds 2 and 3 are evaluated. The application of 3 as an activity-based probe has been demonstrated by localizing gamma-secretase activity in the plasma membrane of intact cells.
Buscar en Google
Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Fragmentos de Péptidos
/
Endopeptidasas
/
Inhibidores Enzimáticos
Límite:
Humans
Idioma:
En
Revista:
J Org Chem
Año:
2004
Tipo del documento:
Article
País de afiliación:
Estados Unidos