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

Jisook Kim, Daniel P. Drontle, Carston R Wagner

Research output: Contribution to journal › Article

6 Citations (Scopus)

Abstract

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
Volume23
Issue number1-2
DOIs
StatePublished - Mar 26 2004

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Nucleosides
Metabolism
Nuclear magnetic resonance
Monitoring
Cells
Cell Line
Zidovudine
Phenylalanine
Tryptophan
Nuclear magnetic resonance spectroscopy
Blood Cells
Blood
Magnetic Resonance Spectroscopy
Tissue
Amino Acids
phosphoramidic acid

Keywords

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

Cite this

Monitoring the Intracellular Metabolism of Nucleoside Phosphoramidate Pronucleotides by 31P NMR. / Kim, Jisook; Drontle, Daniel P.; Wagner, Carston R.

In: Nucleosides, Nucleotides and Nucleic Acids, Vol. 23, No. 1-2, 26.03.2004, p. 483-493.

Research output: Contribution to journal › Article

Kim, J, Drontle, DP & Wagner, CR 2004, 'Monitoring the Intracellular Metabolism of Nucleoside Phosphoramidate Pronucleotides by 31P NMR', Nucleosides, Nucleotides and Nucleic Acids, vol. 23, no. 1-2, pp. 483-493. https://doi.org/10.1081/NCN-120028341
Kim J, Drontle DP, Wagner CR. Monitoring the Intracellular Metabolism of Nucleoside Phosphoramidate Pronucleotides by 31P NMR. Nucleosides, Nucleotides and Nucleic Acids. 2004 Mar 26;23(1-2):483-493. https://doi.org/10.1081/NCN-120028341
Kim, Jisook ; Drontle, Daniel P. ; Wagner, Carston R. / Monitoring the Intracellular Metabolism of Nucleoside Phosphoramidate Pronucleotides by 31P NMR. In: Nucleosides, Nucleotides and Nucleic Acids. 2004 ; Vol. 23, No. 1-2. pp. 483-493.
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