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Síntesis quimioenzimática de péptidos O-mannosil en solución y en la fase sólida
Robert Šardzík1, Anthony P Green, Nicolas Laurent
1School of Chemistry, Manchester Interdisciplinary Biocentre, The University of Manchester, Manchester M1 7DN, UK.
Journal of the American Chemical Society
|March 1, 2012
Resumen
Los investigadores sintetizaron glicanos complejos O-mannosil cruciales para la función del alfa-distroglicano (α-DG). Este avance permite un mayor estudio de la distrofia muscular congénita al proporcionar muestras de glicopéptido puro.
Área de la Ciencia:
- Química de los carbohidratos Química de los carbohidratos
- Glucobiología Glucobiología.
- Biología Molecular Biología Molecular
Sus antecedentes:
- Los glicanos de O-mannosil regulan la función del alfa-distroglicano (α-DG).
- La glicosilación defectuosa de α-DG está relacionada con la distrofia muscular congénita.
- Comprender el papel molecular preciso de estos glicanos requiere muestras puras y homogéneas.
Objetivo del estudio:
- Desarrollar métodos sintéticos para la producción de glicopéptidos O-mannosil puros.
- Para sintetizar el glicano O-mannosil más abundante que se encuentra en α-DG.
- Proporcionar herramientas para una mayor investigación biológica de la función α-DG.
Principales métodos:
- Síntesis total de glicopéptidos mediante ensamblaje escalonado biomimético.
- Desarrollo de una cascada enzimática de un solo recipiente para la síntesis rápida de tetrasacáridos.
- Síntesis en fase sólida de glicopéptidos en una plataforma de microarrays de oro.
Principales resultados:
- Las primeras síntesis totales de glicopéptidos que contienen el abundante tetrasacárido α-DG O-mannosil NeuNAcα2-3Galβ1-4GlcNAcβ1-2Manα.
- Acceso a las subestructuras mono-, di- y trisacáridas de origen natural.
- Demostración de una rápida síntesis enzimática y síntesis de microarrays en fase sólida.
Conclusiones:
- Las estrategias sintéticas desarrolladas proporcionan herramientas esenciales para el estudio de O-mannosyl glicanos y α-DG.
- Estos métodos facilitarán la investigación de los mecanismos moleculares de la distrofia muscular congénita.
- Los glicopéptidos sintetizados ayudarán a comprender la importancia biológica de la glicosilación de O-mannosil.
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