title: Synthesis and purification of fluorinated benzimidazole and benzene nucleoside-5'-triphosphates.
abstract: The expression "universal base" is very often used to express hybridization properties and recognition patterns of nucleosides. Their behaviour in biological applications, however, is of great interest regarding, e.g.,' their incorporation by polymerases. The 4,6-difluorobenzimidazole and the 2,4-difluorobenzene nucleoside analogues have proven to be universal bases that do not discriminate between the four natural nucleobases in RNA duplexes. Therefore, we synthesized the corresponding triphosphates to evaluate their behavior in polymerase catalyzed reactions and to investigate their ability to serve as substrates for the T7 RNA polymerase.
authors.affiliation: Institute for Organic Chemistry and Chemical Biology, Johann-Wolfgang-Goethe University, Frankfurt a. M., Germany.
authors.forename: A E
authors.initials: AE
authors.lastname: Klöpffer
authors.forename: J W
authors.initials: JW
authors.lastname: Engels
mesh_terms: D001554:Benzene / Q000737:chemistry*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D012321:DNA-Directed RNA Polymerases / Q000378:metabolism; D015226:Dinucleoside Phosphates / Q000138:chemical synthesis* / Q000302:isolation & purification; D005464:Fluorobenzenes / Q000737:chemistry; D005559:Formamides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008967:Molecular Biology / Q000295:instrumentation / Q000379:methods*; D009692:Nucleic Acid Heteroduplexes / Q000737:chemistry; D009705:Nucleosides / Q000737:chemistry*; D009711:Nucleotides / Q000737:chemistry; D010710:Phosphates / Q000737:chemistry; D012313:RNA / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013379:Substrate Specificity; D013997:Time Factors; D014764:Viral Proteins / Q000378:metabolism
chemical_list: D001562:Benzimidazoles; D015226:Dinucleoside Phosphates; D005464:Fluorobenzenes; D005559:Formamides; D009692:Nucleic Acid Heteroduplexes; D009705:Nucleosides; D009711:Nucleotides; D010710:Phosphates; D014764:Viral Proteins; D012313:RNA; C031000:benzimidazole; C062210:bacteriophage T7 RNA polymerase; D012321:DNA-Directed RNA Polymerases; D001554:Benzene