Investigation of the specificity of an alpha-L-arabinofuranosidase using C-2 and C-5 modified alpha-L-arabinofuranosides - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Carbohydrate Research Année : 2007

Investigation of the specificity of an alpha-L-arabinofuranosidase using C-2 and C-5 modified alpha-L-arabinofuranosides

Résumé

The synthesis of three novel glycosyl donors presenting the same scaffold as alpha-L-arabinofuranose but modified at the C-2 or C-5 positions has been achieved. Furthermore, chemoenzymatic syntheses using the alpha-L-arabinofuranosidase AbfD3 and these unnatural furanosides were investigated. The use of the novel p-nitrophenyl furanoside donors revealed that AbfD3 can perform transglycosylation with the C-5 deoxygenated donor but not with the C-2 modified one. These results emphasize the vital role for OH-2 in AbfD3 substrate recognition.

Dates et versions

hal-02659822 , version 1 (30-05-2020)

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Citer

Gérald Lopez, Caroline Nugier-Chauvin, Caroline Rémond, Michael O Donohue. Investigation of the specificity of an alpha-L-arabinofuranosidase using C-2 and C-5 modified alpha-L-arabinofuranosides. Carbohydrate Research, 2007, 342 (15), pp.2202-2211. ⟨10.1016/j.carres.2007.06.001⟩. ⟨hal-02659822⟩
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