Mantyl tagged oligo alpha (1 -> 2) mannosides as Candida albicans beta-mannosyl transferases substrates: a comparison between synthetic strategies - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue RSC Advances Année : 2013

Mantyl tagged oligo alpha (1 -> 2) mannosides as Candida albicans beta-mannosyl transferases substrates: a comparison between synthetic strategies

Résumé

Fluorescent oligomannosides are important tools for the evaluation of mannosyl transferase activities and selectivities. In a project dealing with Candida albicans beta-mannosyl transferases, three mantyl tagged alpha (1 -> 2) oligomannosides were prepared by different ways: using all ester strategy compatible with the presence of an azido group suitable for direct click chemistry; and alternatively using the more classic benzyl protecting groups. Although more elegant, the all ester strategy has shown important limitations: reduced reactivity of mannosyl donors, and 3 -> 2 ester migration. Preliminary enzymatic studies have shown that the synthetic oligomannosides are efficient substrate of b-mannosyl transferases.
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hal-01362674 , version 1 (09-09-2016)

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Marilyne Pourcelot, Laurent Cattiaux, Ghenima Sfihi-Loualia, Emeline Fabre, Frédéric Krzewinski, et al.. Mantyl tagged oligo alpha (1 -> 2) mannosides as Candida albicans beta-mannosyl transferases substrates: a comparison between synthetic strategies. RSC Advances, 2013, 3 (44), pp.22560-22571. ⟨10.1039/c3ra43340d⟩. ⟨hal-01362674⟩
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