Total synthesis and structural revision of TMG-chitotriomycin, a specific inhibitor of insect and fungal beta-N-acetylglucosaminidases.
J Am Chem Soc
; 131(34): 12076-7, 2009 Sep 02.
Article
en En
| MEDLINE
| ID: mdl-19663423
ABSTRACT
TMG-chitotriomycin, a potent and selective inhibitor of the beta-N-acetylglucosaminidases that possesses an unique N,N,N-trimethyl-d-glucosamine (TMG) residue, is revised to be the TMG-beta-(1-->4)-chitotriose instead of the originally proposed alpha-anomer via its total synthesis, for which a highly convergent approach was developed in which the sterically demanding (1-->4)-glycosidic linkages are efficiently constructed by the Au(I)-catalyzed glycosylation protocol with glycosyl o-hexynylbenzoates as donors.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Acetilglucosaminidasa
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Alcoholes del Azúcar
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Inhibidores Enzimáticos
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Hongos
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Insectos
Límite:
Animals
/
Humans
Idioma:
En
Año:
2009
Tipo del documento:
Article