Intriguing substrate tolerance of epoxide hydrolase Lsd19 involved in biosynthesis of the ionophore antibiotic lasalocid A.
Org Lett
; 12(10): 2226-9, 2010 May 21.
Article
em En
| MEDLINE
| ID: mdl-20394359
ABSTRACT
Recently, we reported that the epoxide hydrolase Lsd19, the first enzyme shown to catalyze epoxide-opening cascades, can catalyze the conversion of a putative bisepoxide intermediate to polyether antibiotic lasalocid, which involves energetically disfavored 6-endo-tet cyclization of the epoxy alcohol. Here, we examined the substrate tolerance of Lsd19. Lsd19 accepts various substrate analogues differing in the left segment of lasalocid and epoxide stereochemistry to afford either THF-THP or THF-THF products with excellent regioselectivity.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Epóxido Hidrolases
/
Lasalocida
/
Antibacterianos
Idioma:
En
Ano de publicação:
2010
Tipo de documento:
Article