Carbocyclic analogues of dTTP and UTP: properties in polymerase enzyme-catalyzed reactions.
Racemic carbocyclic analogues of dTTP [(+/-)-C-dTTP] and its ribo counterpart, 5-methyl-UTP [(+/-)-C-m5UTP] were synthesized and examined, in comparison with dTTP and UTP (and m5UTP), as potential substrates of E. coli DNA and RNA polymerases, respectively. Unexpectedly, only a very low (terminal) incorporation of C-dTMP into DNAs of different structure was observed, C-dTTP did not serve as a substrate for chain elongation by the Klenow DNA polymerase. Inhibition of DNA replication was, however, observed in the presence of (+/-)-C-dTTP. The UTP analogue, (+/-)-C-m5UTP proved neither a substrate nor an inhibitor of the RNA polymerase enzyme.
Sági
J
J
Central Research Institute for Chemistry, Hungarian Academy of Sciences, Budapest.
Szécsi
J
J
Szemzó
A
A
Sági
G
G
Otvös
L
L
D004259:DNA-Directed DNA Polymerase / Q000378:metabolism*; D012321:DNA-Directed RNA Polymerases / Q000378:metabolism*; D004926:Escherichia coli / Q000201:enzymology; D013379:Substrate Specificity; D013942:Thymine Nucleotides / Q000138:chemical synthesis*; D014500:Uracil Nucleotides / Q000138:chemical synthesis*; D014544:Uridine Triphosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D013942:Thymine Nucleotides; D014500:Uracil Nucleotides; D012321:DNA-Directed RNA Polymerases; D004259:DNA-Directed DNA Polymerase; C024157:thymidine 5'-triphosphate; D014544:Uridine Triphosphate