title: Preparation of nucleoside-carbohydrate phosphodiester prodrug analogues by chemoenzymatic procedure.
abstract: 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.
authors.affiliation: Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006-Oviedo, Asturias, Spain.
authors.forename: Tatiana
authors.initials: T
authors.lastname: Rodríguez-Pérez
authors.forename: Susana
authors.initials: S
authors.lastname: Fernández
authors.forename: Yogesh S
authors.initials: YS
authors.lastname: Sanghvi
authors.forename: Vicente
authors.initials: V
authors.lastname: Gotor
authors.forename: Miguel
authors.initials: M
authors.lastname: Ferrero
mesh_terms: D002175:Candida / Q000201:enzymology; D005947:Glucose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D008049:Lipase / Q000378:metabolism; D009705:Nucleosides / Q000737:chemistry*; D009711:Nucleotides / Q000096:biosynthesis* / Q000737:chemistry*; D011355:Prodrugs / Q000737:chemistry* / Q000378:metabolism
chemical_list: D009705:Nucleosides; D009711:Nucleotides; D011355:Prodrugs; C105128:glucose pentaacetate; D008049:Lipase; D005947:Glucose