Development of 14-epi-19-nortachysterol and its unprecedented binding configuration for the human vitamin D receptor.
J Am Chem Soc
; 133(18): 7215-21, 2011 May 11.
Article
en En
| MEDLINE
| ID: mdl-21500802
ABSTRACT
In the study of the synthesis of 14-epi-19-norprevitamin D(3), we found 14-epi-19-nortachysterol derivatives through C6,7-cis/trans isomerization. We also succeeded in their chemical synthesis and revealed their marked stability and potent VDR binding affinity. To the best of our knowledge, this is the first isolation of stable tachysterol analogues. Surprisingly, 14-epi-19-nortachysterol derivatives exhibited an unprecedented binding configurations for the ligand binding pocket in hVDR, C5,6-s-trans and C7,8-s-trans triene configurations, which were opposite the natural C7,8-ene-configuration of 1α,25(OH)(2)D(3).
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Receptores de Calcitriol
Límite:
Humans
Idioma:
En
Revista:
J Am Chem Soc
Año:
2011
Tipo del documento:
Article
País de afiliación:
Japón