Direct regioselective enzymatic acylation of nucleosides: building-blocks for the solution phase synthesis of oligonucleotides.
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.
García
Javier
J
Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Oviedo, Spain.
Fernández
Susana
S
Ferrero
Miguel
M
Sanghvi
Yogesh S
YS
Gotor
Vicente
V
D000215:Acylation; D002175:Candida / Q000201:enzymology; D007982:Levulinic Acids; D008049:Lipase; D009705:Nucleosides / Q000378:metabolism*; D009841:Oligonucleotides / Q000138:chemical synthesis*; D010091:Oximes; D013237:Stereoisomerism
D007982:Levulinic Acids; D009705:Nucleosides; D009841:Oligonucleotides; D010091:Oximes; D008049:Lipase; C032246:levulinic acid