title: Direct regioselective enzymatic acylation of nucleosides: building-blocks for the solution phase synthesis of oligonucleotides.
abstract: The synthesis of 3'- and 5'-O-levulinyl nucleosidic monomers through enzymatic acylation with acetonoxime levulinate is demonstrated. The acylation process takes place in one-step and use of expensive reagents, such as DMTrCl is avoided. The regioselectivity of the procedure makes it very convenient for acylated monomers required for solution phase synthesis of oligonucleotides.
authors.affiliation: Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Oviedo, Spain.
authors.forename: Javier
authors.initials: J
authors.lastname: García
authors.forename: Susana
authors.initials: S
authors.lastname: Fernández
authors.forename: Miguel
authors.initials: M
authors.lastname: Ferrero
authors.forename: Yogesh S
authors.initials: YS
authors.lastname: Sanghvi
authors.forename: Vicente
authors.initials: V
authors.lastname: Gotor
mesh_terms: D000215:Acylation; D002175:Candida / Q000201:enzymology; D007982:Levulinic Acids; D008049:Lipase; D009705:Nucleosides / Q000378:metabolism*; D009841:Oligonucleotides / Q000138:chemical synthesis*; D010091:Oximes; D013237:Stereoisomerism
chemical_list: D007982:Levulinic Acids; D009705:Nucleosides; D009841:Oligonucleotides; D010091:Oximes; D008049:Lipase; C032246:levulinic acid