Skip to main content
NCBI home page
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1979 Mar;6(3):1041–1048. doi: 10.1093/nar/6.3.1041

2'-Deoxy-2'-fluorouridine-5'-triphosphates: a possible substrate for E. coli RNA polymerase.

D Pinto, M T Sarocchi-Landousy, W Guschlbauer
PMCID: PMC327751  PMID: 375193

Abstract

dUflTP was tested as substrate in the E. coli RNA polymerase system using poly(dAT) as template. dUflTP could replace UTP when Mn++ was utilized as divalent cation instead of Mg++. The level of transcription with the fluoro analog was then 55% of that with UTP.

Full text

PDF
1041

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Antonov I. V., Gurevich A. Z., Dudkin S. M., Karpeisky M. Y., Sakharovsky V. G., Yakovlev G. I. Complexes of ribonuclease A with 2'-deoxy-2'-fluororibose substrate analogues studied by nuclear magnetic resonance. Eur J Biochem. 1978 Jun 1;87(1):45–54. doi: 10.1111/j.1432-1033.1978.tb12350.x. [DOI] [PubMed] [Google Scholar]
  2. Banks G. R., Brown D. M., Streeter D. G., Grossman L. Mutagenic anologues of cytosine: RNA polymerase template and substrate studies. J Mol Biol. 1971 Sep 28;60(3):425–439. doi: 10.1016/0022-2836(71)90179-3. [DOI] [PubMed] [Google Scholar]
  3. Blandin M., Tran-Dinh-Son, Catlin J. C., Guschlbauer W. Nucleoside conformations. 16. Nuclear magnetic resonance and circular dichroism studies on pyrimidine-2'-fluoro-2'-deoxyribonucleosides. Biochim Biophys Acta. 1974 Sep 13;361(3):249–256. [PubMed] [Google Scholar]
  4. Catlin J. C., Guschlbauer W. Oligonucleotide conformations. III. Comparative optical and thermodynamic studies of uridylyl-3'-5'-nucleosides containing ribose, deoxyribose, or 2'-deoxy-2'-fluororibose in the uridine moiety. Biopolymers. 1975 Jan;14(1):51–71. doi: 10.1002/bip.1975.360140105. [DOI] [PubMed] [Google Scholar]
  5. Darlix J. L., Fromageot P., Reich E. Analysis of transcription in vitro using purine nucleotide analogs. Biochemistry. 1971 Apr 27;10(9):1525–1531. doi: 10.1021/bi00785a003. [DOI] [PubMed] [Google Scholar]
  6. Grachev M. A., Zaychikov E. F. ATP gamma-anilidate; a substrate of DNA-dependent RNA-polymerase of Escherichia coli. FEBS Lett. 1974 Dec 15;49(2):163–166. doi: 10.1016/0014-5793(74)80502-8. [DOI] [PubMed] [Google Scholar]
  7. Guschlbauer W., Blandin M., Drocourt J. L., Thang M. N. Poly-2'-deoxy-2'-fluoro-cytidylic acid: enzymatic synthesis, spectroscopic characterization and interaction with poly-inosinic acid. Nucleic Acids Res. 1977 Jun;4(6):1933–1943. doi: 10.1093/nar/4.6.1933. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Hurwitz J., Yarbrough L., Wickner S. Utilization of deoxynucleoside triphosphates by DNA-dependent RNA polymerase of E. coli. Biochem Biophys Res Commun. 1972 Aug 7;48(3):628–635. doi: 10.1016/0006-291x(72)90394-4. [DOI] [PubMed] [Google Scholar]
  9. Ikehara M., Fukui T., Kakiuchi N. Polynucleotides. LII. Synthesis and properties of poly(2'-deoxy-2'-fluoroadenylic acid). Nucleic Acids Res. 1978 Jun;5(6):1877–1887. doi: 10.1093/nar/5.6.1877. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Ikehara M., Kakiuchi N., Fukui T. Polynucleotides. LVI. Synthesis and properties of poly(2-deoxy-2'-fluoroinosinic acid). Nucleic Acids Res. 1978 Sep;5(9):3315–3324. doi: 10.1093/nar/5.9.3315. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Ikehara M., Murao K., Harada F., Nishimura S. Synthesis of formycin triphosphate and its incorpoartion into ribopolynucleotide by DNA-dependent RNA polymers. Biochim Biophys Acta. 1968 Jan 29;155(1):82–90. doi: 10.1016/0005-2787(68)90337-7. [DOI] [PubMed] [Google Scholar]
  12. Janik B., Kotick M. P., Kreiser T. H., Reverman L. F., Sommer R. G., Wilson D. P. Synthesis and properties of poly 2'-fluoro-2'-deoxyuridylic acid. Biochem Biophys Res Commun. 1972 Feb 16;46(3):1153–1160. doi: 10.1016/s0006-291x(72)80095-0. [DOI] [PubMed] [Google Scholar]
  13. Rackwitz H. R., Scheit K. H. The stereochemical basis of template function. Eur J Biochem. 1977 Jan 3;72(1):191–200. doi: 10.1111/j.1432-1033.1977.tb11239.x. [DOI] [PubMed] [Google Scholar]
  14. Reeve A. E., Smith M. M., Pigiet V., Huang R. C. Incorporation of purine nucleoside 5'-[gamma-S]triphosphates as affinity probes for initiation of RNA synthesis in vitro. Biochemistry. 1977 Oct 4;16(20):4464–4470. doi: 10.1021/bi00639a021. [DOI] [PubMed] [Google Scholar]
  15. Rhodes G., Chamberlin M. J. Ribonucleic acid chain elongation by Escherichia coli ribonucleic acid polymerase. I. Isolation of ternary complexes and the kinetics of elongation. J Biol Chem. 1974 Oct 25;249(20):6675–6683. [PubMed] [Google Scholar]
  16. Scheit K. H., Faerber P. The effects of thioketo substitution upon uracil-adenine interactions in polyribonucleotides. Synthesis and properties of the alternating polynucleotides poly(r(A-s2U)) and poly(r(A-s2s4U)). Eur J Biochem. 1975 Jan 15;50(3):549–555. doi: 10.1111/j.1432-1033.1975.tb09895.x. [DOI] [PubMed] [Google Scholar]
  17. Scrutton M. C., Wu C. W., Goldthwait D. A. The presence and possible role of zinc in RNA polymerase obtained from Escherichia coli. Proc Natl Acad Sci U S A. 1971 Oct;68(10):2497–2501. doi: 10.1073/pnas.68.10.2497. [DOI] [PMC free article] [PubMed] [Google Scholar]
  18. Slapikoff S., Berg P. Mechanism of ribonucleic acid polymerase action. Effect of nearest neighbors on competition between uridine triphosphate and uridine triphosphate analogs for incorporation into ribonucleic acid. Biochemistry. 1967 Dec;6(12):3654–3658. doi: 10.1021/bi00864a006. [DOI] [PubMed] [Google Scholar]
  19. Steck T. L., Caicuts M. J., Wilson R. G. The influence of divalent cations on the activity of the ribonucleic acid polymerase of Micrococcus lysodeikticus. J Biol Chem. 1968 May 25;243(10):2769–2778. [PubMed] [Google Scholar]
  20. Suck D., Saenger W., Main P., Germain G., Declercq J. P. X-ray structure of 3',5'-diacetyl-2'-deoxy-2'-fluorouridine: a pyrimidine nucleoside in the syn conformation. Biochim Biophys Acta. 1974 Sep 13;361(3):257–265. doi: 10.1016/0005-2787(74)90369-4. [DOI] [PubMed] [Google Scholar]
  21. Vamvakopoulos N. C., Vournakis J. N., Marcus S. L. The effect of magnesium and manganese ions on the structure and template activity for reverse transcriptase of polyribocytidylate and its 2'-0-methyl derivative. Nucleic Acids Res. 1977 Oct;4(10):3589–3597. doi: 10.1093/nar/4.10.3589. [DOI] [PMC free article] [PubMed] [Google Scholar]
  22. Wohlrab F., Haertlé T., Trichtinger T., Guschlbauer W. 2'-Deoxy-2'-fluorouridine-5'-phosphate: an alternative substrate for thymidylate synthetase from Escherichia coli K12. Nucleic Acids Res. 1978 Dec;5(12):4753–4759. doi: 10.1093/nar/5.12.4753. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Nucleic Acids Research are provided here courtesy of Oxford University Press

RESOURCES