Preparation of nucleoside-carbohydrate phosphodiester prodrug analogues by chemoenzymatic procedure.
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.
Rodríguez-Pérez
Tatiana
T
Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006-Oviedo, Asturias, Spain.
Fernández
Susana
S
Sanghvi
Yogesh S
YS
Gotor
Vicente
V
Ferrero
Miguel
M
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
D009705:Nucleosides; D009711:Nucleotides; D011355:Prodrugs; C105128:glucose pentaacetate; D008049:Lipase; D005947:Glucose