Rapid enantiomeric quantification of an antiviral nucleoside agent (D,L-FMAU, 2′-fluoro-5-methyl-β,D,L-arabinofurano-syluracil) by mass spectrometry

A novel mass spectrometric method is applied to rapid, accurate (<1%) quantification of chiral Clevudine (L-FMAU, 2'-fluoro-5-methyl-beta ,L-arabinofuranosyluracil), a potent antiviral nucleoside agent against hepatitis B virus. Transition metal bound complex ions containing the chiral drug are generated by electrospray ionization mass spectrometry and subjected to collision-induced dissociation. The ratio of the two competitive dissociation rates is related to the enantiomeric composition of the drug mixture, allowing the determination of enantiomerie contamination in the drug.