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Preparation of nucleoside-carbohydrate phosphodiester prodrug analogues by chemoenzymatic procedure.

Nucleic acids symposium series (2004) (2008-09-09)
Tatiana Rodríguez-Pérez, Susana Fernández, Yogesh S Sanghvi, Vicente Gotor, Miguel Ferrero
RESUMEN

An efficient synthesis protocol for the glucosyl-nucleoside phosphodiester derivatives has been developed. These mononucleotides were designed to act as pronucleotides with potential to deliver the parent compound as its monophosphate. Key step of the synthesis is the regioselective hydrolysis of peracetylated alpha-D-glucose catalyzed by Candida rugosa lipase.

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Sigma-Aldrich
β-D-Glucose pentaacetate, 98%
Sigma-Aldrich
α-D(+)-Glucose pentaacetate, 99%