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- W2094869306 abstract "Abstract Arabinosylcytosine (ara-C), a clinically useful antitumor agent, is ineffective against cells that have deleted deoxycytidine kinase, the enzyme necessary for conversion of ara-C to its active nucleotide form. To circumvent this resistance, arabinosylcytosine-5'-methylphosphonate (ara-CMeP) was synthesized as an analogue of ara-CMP that would be membrane-permeable, resistant to serum phosphatase attack, and resistant to nucleoside deaminase inactivation. Ara-CMP was inhibitory to leukemia P388 in vitro but required concentrations 90-fold greater than that of ara-C for comparable cell inhibition. Both ara-CMeP and ara-CMP were competitive inhibitors of dCMP kinase from leukemia L1210 with K i values of 4.0 × 10 −3 and 4.4 × 10 −3 M respectively. However, ara-CMP is a substrate for dCMP kinase, whereas ara-CMeP was not. Thus, the inability of ara-CMeP to be phosphorylated precludes its usefulness as a functional analogue of ara-CMP." @default.
- W2094869306 created "2016-06-24" @default.
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- W2094869306 date "1977-07-01" @default.
- W2094869306 modified "2023-09-25" @default.
- W2094869306 title "Synthesis and biologic studies of arabinosylcytosine 5'-methylphosphonate" @default.
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- W2094869306 doi "https://doi.org/10.1016/0006-2952(77)90086-7" @default.
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