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Synthesis and interaction with thymidylate synthase of 5'-dithiophosphate and 5'-fluorothiophosphate of thymidine

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Golos B., Misiura K., Olesiak M., Okruszek A., Stec W. J., Rode W.

Acta Biochimica Polonica

1998

tom 45

nr 1

Thymidine-5'-fluorothiophosphate, dTMP(S)-F, was synthesized by the oxathiaphospholane, and thymidine 5'-dithiophosphate, dTMPS2, by the dithiaphospholane, method. To estimate the role of 5'-phosphate group ionization in binding of pyrimidine nucleotides by thymidylate synthase, dTMP(S)-F was studied as an inhibitor of mouse tumour (L1210) enzyme, and its inhibitory properties were compared with those of dTMPS2, a close dTMP analogue. While dTMPS2 proved to be an inhibitor, competitive vs dUMP, with Kiapp = 94 μM, the 5'-fluorothiophosphate congener displayed no activity, indicating that the enzyme requires for binding the presence of a dianionic 5'-phosphate group in a nucleotide.

Ograniczanie wyników

1 Acta Biochimica Polonica

1 Golos B.

1 Misiura K.

1 Okruszek A.

1 Olesiak M.

1 Rode W.

1 Stec W. J.

1 1998

Wyniki wyszukiwania

Synthesis and interaction with thymidylate synthase of 5'-dithiophosphate and 5'-fluorothiophosphate of thymidine