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A Strategy for Sensitive, Large Scale Quantitative Metabolomics
Published on: May 27, 2014
Síntesis total del ácido (+/-) -pentacicloanammoxico
1Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Journal of the American Chemical Society
|December 2, 2004
Resumen
Los investigadores lograron la primera síntesis total de ácido pentacicloanammóxico, un ácido graso único de Candidatus Brocadia anammoxidans. Esta síntesis confirma la estructura del compuesto, allanando el camino para futuros estudios.
Área de la Ciencia:
- Química orgánica es la química orgánica.
- Síntesis de Productos Naturales.
- Microbiología Microbiología.
Sus antecedentes:
- El ácido pentacicloanammóxico es un ácido graso inusual aislado de Candidatus Brocadia anammoxidans.
- Su compleja estructura presenta un desafío significativo para la síntesis química.
Objetivo del estudio:
- Para lograr la primera síntesis total de ácido (+/-) -pentacicloanammósico ácido/ester metílico.
- Para confirmar la estructura propuesta de este compuesto de origen natural.
Principales métodos:
- Se empleó una secuencia sintética de varios pasos.
- La estructura C20 fue ensamblada estereoselectivamente a partir de tres componentes clave: ciclooctatetraeno, 2-ciclopentenona y ácido 7-bromoheptanoico.
Principales resultados:
- Se logró con éxito la primera síntesis total de ácido (+/-) -pentacicloanammoxic / éster metílico.
- La ruta sintética confirmó la estructura química propuesta de la molécula objetivo.
Conclusiones:
- La síntesis total valida la estructura propuesta del ácido pentacicloanammóxico.
- Se requieren más investigaciones para dilucidar su vía biosintética y su configuración absoluta.
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