Abstract
5-Aminouridine-5'-triphosphate (H 2N-UTP) was prepared by enzymatic phosphorylation of 5-aminouridine-5'-monophosphate (H 2N-UMP)and its effectiveness as substrate for RNA synthesis by Escherichia coli RNA polymerase was tested. The analog substituted specifically for UTP with an efficiency of about 40 per cent in the RNA polymerase reaction. H 2N-UTP was found to inhibit incorporation of UMP- 14C into RNA and the inhibition appeared to be competitive with respect to UTP. 5-Hydroxydeoxyuridine-5'-triphosphate (HO-dUTP) was synthesized and its effectiveness as substrate for DNA synthesis by Micrococcus lysodeikticus DNA polymerase was determined. HO-dUTP replaced specifically dTTP in the DNA polymerase reaction and was incorporated into DNA to about 37 per cent as compared to dTTP. The analog inhibited incorporation of dTMP into DNA and acted as a competitive inhibitor of dTTP in the DNA polymerase reaction. The substrate and inhibitory effects of HO-dUTP decreased markedly with increasing pH values. This behaviour was related to the low p K α value of 5-hydroxydeoxyuridine.
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