title: Incorporation of the carbocyclic analogue of (E)-5-(2-bromovinyl)-2'-deoxyuridine 5'-triphosphate into a synthetic DNA.
abstract: The carbocyclic analogue of (E)-5-(2-bromovinyl)-2'-deoxyuridine, C-BVDU, is a very potent and selective anti-herpes-virus compound. In order to synthesize and study the properties of a DNA that contains C-BVDU, the 5'-triphosphate, C-BVDUTP was prepared and evaluated as a potential substrate of the E. coli Klenow DNA polymerase enzyme. Although C-BVDUTP proved to be a very poor substrate also of this enzyme, it could be incorporated up to 3.6% into the synthetic DNA, poly(dA-dT, C-BVDU). This level of substitution decreased significantly the template activity for DNA and RNA polymerases, as compared to that of poly(dA-dT).
authors: Central Research Institute for Chemistry, Hungarian Academy of Sciences, Budapest.
authors: J
authors: J
authors: Sági
authors: E
authors: E
authors: De Clercq
authors: A
authors: A
authors: Szemzö
authors: A
authors: A
authors: Csárnyi
authors: T
authors: T
authors: Kovács
authors: L
authors: L
authors: Otvös
mesh_terms: D001973:Bromodeoxyuridine / Q000031:analogs & derivatives*; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000096:biosynthesis*; D004256:DNA Polymerase I / Q000378:metabolism*; D003856:Deoxyuracil Nucleotides / Q000378:metabolism*; D009690:Nucleic Acid Conformation; D009691:Nucleic Acid Denaturation; D010446:Peptide Fragments; D013057:Spectrum Analysis; D013379:Substrate Specificity; D013698:Templates, Genetic; D013942:Thymine Nucleotides / Q000378:metabolism
chemical_list: D003856:Deoxyuracil Nucleotides; D010446:Peptide Fragments; D013942:Thymine Nucleotides; C053831:carbocyclic 5-(2-bromovinyl)-2'-deoxyuridine 5'-triphosphate; D004247:DNA; D004256:DNA Polymerase I; D001973:Bromodeoxyuridine; C024157:thymidine 5'-triphosphate