Interaction between N-phosphoryl-α-, β- and γ-amino acids and nucleosides

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The reactions of four different N-(O,O-diisopropyl) phosphoamino acids (DIPP-aa), such as N-phosphoryl-L-α-alanine (DIPPL-α-Ala), N-phosphoryl-D-α-alanine (DIPP-D-α-Ala), N-phosphoryl-β-alanine (DIPP-β-Ala) and N-phosphoryl-γ-amino butyric acid (DIPP-γ-Aba), and four nucleosides, adenosine (A), guanosine (G), cytdine (C) and uridine (U), were studied by electrospray ionization tandem mass spectrometry (ESI-MS/MS) and HPLC/ESI-MS. DIPP-L-α-Ala and D1PP-D-α-Ala produced the same phosphorylated nucleosides, dinucleotides and phosphoroligopeptide. However, DIPP-β-Ala and DIPP-γ-Aba gave no relevant products.
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