Insights into the soluble PEG-supported synthesis of cytosine-containing nucleoside 5'-mono-, di-, and triphosphates.

J Org Chem

UMR 5247 CNRS-UM1-UM2, Institut des Biomolécules Max Mousseron, Nucleosides and Phosphorylated Effectors Team, Université Montpellier 2, cc1705, Place E. Bataillon, 34095 Montpellier, France.

Published: December 2009

Nucleoside phosphoesters (nucleotides) have crucial roles in a large variety of biological processes including nucleic acid biosynthesis and their corresponding analogues are extensively used as biological tools. Herein, we describe a new and efficient synthetic procedure involving polyethylene glycol (PEG) as soluble support and regioselective mono-, di-, and triphosphorylation steps. Applied to natural and synthetic cytosine containing nucleosides, this methodology allowed the preparation of various phosphorylated forms in high yields and good purity.

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http://dx.doi.org/10.1021/jo901931zDOI Listing

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