66642-55-5Relevant articles and documents
Facile small scale synthesis of nucleoside 5′-phosphate mixtures
Jansen, Robert S.,Rosing, Hilde,Schellens, Jan Hm,Beijnen, Jos H.
experimental part, p. 14 - 26 (2010/07/06)
We present a facile method to phosphorylate small amounts of nucleosides (0.05 mol) into mixtures of their 5′-mono-, di-, and triphosphates in a one-pot reaction. The nucleosides were first converted into their dichlorophosphates using a large excess (15-18 equivalents) of phosphorous oxychloride in trimethylphosphate. The large excess resulted in good dichlorophosphate yields (46-76%) for the four nucleosides tested. Upon the addition of tributylammonium-phosphate with additional tributylamine (20 equivalents both), the dichlorophosphate was converted into a mixture containing equal amounts of the mono-, di-, and triphosphate. The presented method was successfully applied to synthesize mixtures of stable isotope labeled nucleotides, which can be used as internal standards in quantitative mass spectrometric assays.
