Modified polynucleotides. VII. Impaired integrity of a synthetic DNA containing the antiherpetic agent 5-isopropyl-2'-deoxyuridine.
5-Isopropyl-2'-deoxyuridine (ip5dU) was recently recognized as a clinically useful antiherpetic (HSV-1) agent. An ip5dU-containing polynucleotide, poly (dA-dT, ip5dU) was prepared to study how physical and bio-organic properties of the synthetic DNA model poly (dA-dT) would change upon partial substitution of thymidine. Synthesis was carried out with DNA polymerase enzyme and the polymers contained 7-9% of ip5dU. It proved to be less thermostable than poly (dA-dT) and the transition width was highly increased. Although it was a very efficient template for DNA polymerase enzyme, template activity for RNA synthesis was strongly reduced by the presence of ip5dU. Diminished stability against enzymic degradation, especially against single-strand-specific Nuclease S1 was also observed.
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D000998:Antiviral Agents; D004247:DNA / Q000138:chemical synthesis*; D004261:DNA Replication; D003857:Deoxyuridine / Q000031:analogs & derivatives*; D006358:Hot Temperature; D007202:Indicators and Reagents; D007700:Kinetics; D009691:Nucleic Acid Denaturation; D019384:Nucleic Acid Synthesis Inhibitors; D011089:Polydeoxyribonucleotides / Q000138:chemical synthesis*; D013056:Spectrophotometry, Ultraviolet; D013698:Templates, Genetic; D013816:Thermodynamics; D014158:Transcription, Genetic
D000998:Antiviral Agents; D007202:Indicators and Reagents; D019384:Nucleic Acid Synthesis Inhibitors; D011089:Polydeoxyribonucleotides; C048773:5-isopropyl-2'-deoxyuridine; D004247:DNA; D003857:Deoxyuridine