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Molecular Pharmacology

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Research ArticleArticle

Fluorinated Pyrimidines

XLIV. Interaction of 5-Trifluoromethyl-2'-deoxyuridine 5'-Triphosphate with Deoxyribonucleic Acid Polymerases

HIROSI TONE and CHARLES HEIDELBERGER
Molecular Pharmacology November 1973, 9 (6) 783-791;
HIROSI TONE
McArdle Laboratory for Cancer Research, University of Wisconsin, Madison, Wisconsin 53706
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CHARLES HEIDELBERGER
McArdle Laboratory for Cancer Research, University of Wisconsin, Madison, Wisconsin 53706
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Abstract

The interaction of 5-trifluoromethyl-2’-deoxyuridine 5’-triphosphate (F3dThd-5'-PPP) with various DNA-directed DNA polymerases has been studied. This analogue exhibited competitive inhibition with dThd-5'-PPP for partially purified DNA polymerases from vaccinia virus-infected HeLa cells, uninfected HeLa cell cytoplasm and nuclei, and calf thymus. The inhibition produce by F3dThd-5'-PPP of the incorporation of deoxycytidine 5'-triphosphate and deoxyadenosine 5'-triphosphate was noncompetitive or mixed. The Km values for dThd-5'-PPP of vaccinia virus-induced, HeLa cell cytoplasmic, HeLa cell nuclear, and calf thynmus DNA polymerases were 3.4, 4.6, 5.1, and 10 µM, respectively. The corresponding Ki values of F3dThd-5'-PPP for these enzymes were 4.0, 8.5, 11.5, and 17 µM. F3dThd-5'-PPP was incorporated into DNA by all these DNA polymerases. This incorporation was inhibited competitively by dThd-5'-PPP. The rates of F3dThd-5'-PPP incorporation by these enzymes were slower than those of dThd-5'-PPP. The ratio of the incorporation rate of the analogue to that of dThd-5'-PPP was higher with vaccinia virus polymerase than with uninfected HeLa cell enzymes.

ACKNOWLEDGMENTS We are grateful to Denise Nadeau for skilled technical assistance, and to Dr. Peter V. Danenberg for the synthesis of F3dThd-5'-PPP.

  • Copyright ©, 1973, by Academic Press, Inc.

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Molecular Pharmacology
Vol. 9, Issue 6
1 Nov 1973
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Research ArticleArticle

Fluorinated Pyrimidines

HIROSI TONE and CHARLES HEIDELBERGER
Molecular Pharmacology November 1, 1973, 9 (6) 783-791;

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Research ArticleArticle

Fluorinated Pyrimidines

HIROSI TONE and CHARLES HEIDELBERGER
Molecular Pharmacology November 1, 1973, 9 (6) 783-791;
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