Monitoring the Intracellular Metabolism of Nucleoside Phosphoramidate Pronucleotides by 31P NMR

Jisook Kim, Daniel P. Drontle, Carston R. Wagner

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The intracellular metabolism of 3′-azido-3′-deoxythymidine (AZT)-(L)-tryptophan methyl ester phosphoramidate (L-ATO) and AZT-(L)-phenylalanine methyl ester phosphoramidate (L-APO) by the human T-lymphoblastoid cell line CCRF-CEM (CEM-1.3) and peripheral blood mononuclear cell line (PBMC) was investigated with high field 31P NMR spectroscopy. The AZT amino acid phosphoramidates were shown to accumulate intracellularly and to be readily converted into AZT-MP by both tissues types. Thus, the efficient delivery of nucleoside monophosphates to cells can be facilitated by nucleoside phosphoramidate pronucleotides.

Original languageEnglish (US)
Pages (from-to)483-493
Number of pages11
JournalNucleosides, Nucleotides and Nucleic Acids
Issue number1-2
StatePublished - Mar 26 2004



  • AZT
  • Antiviral agent
  • P NMR
  • Phosphoramidate
  • Prodrugs

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