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Nucleic Acids: The Vectors of Life pp 521–535Cite as

Nonionic Oligonucleotide Analogs as New Tools for Studies on the Structure and Function of Nucleic Acids Inside Living Cells

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Part of the book series: The Jerusalem Symposia on Quantum Chemistry and Biochemistry ((JSQC,volume 16))

Abstract

Two types of nonionic oligonucleotide analogs, deoxyribonucleotide alkyl phosphotriesters and deoxyribooligonucleoside methylphosphonates, have been synthesized to serve as selective inhibitors of cellular nucleic acid function. The backbones of these analogs are resistant to nuclease hydrolysis and the analogs are taken up by mammalian cells and certain bacterial cells in culture. Sequence specific analogs inhibit tRNA aminoacylation and translation of mRNA in both mammalian and bacterial cell-free systems in a specific manner as a result of oligomer binding to complementary sequences of the target nucleic acid. These analogs also inhibit cellular protein synthesis and growth of living cells. Selective inhibition of bacterial versus mammalian cell growth is observed with a methylphosphonate oligomer complementary to the Shine-Dalgarno sequence of 16S rRNA. Methylphosphonate complementary to the 5’-end of U1RNA and to the donor splice site of SV40 large T antigen pre-mRNA inhibit T-antigen production in SV40-infected cells.

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References

  1. Jones, G.H., Albrecht, H.P., Damodaran, N.P. and Moffatt, J.C.: 1970, J. Am. Chem. Soc. 92, 5510.

    Article  CAS  Google Scholar 

  2. Jones, A.S., MacCoss, M. and Walkter, R.T.: 1973, Biochim. Biophys. Acta 294, 365.

    CAS  Google Scholar 

  3. Pitha, J., Pitha, P. and Stuart, E.: 1971, Biochemistry 10, 4595.

    Article  CAS  Google Scholar 

  4. Letsinger, R.L., Wilkes, J.S., and Dumas, L.B.: 1976, Biochemistry 15, 2810.

    Article  CAS  Google Scholar 

  5. Blob, L.N., Vengris, V.E., Pitha, P.M. and Pitha, J.: 1977, J. Med. Chem. 20, 356.

    Article  Google Scholar 

  6. Mungall, W.S. and Kaiser, J.K.: 1977, J. Org. Chem. 42, 703.

    Article  CAS  Google Scholar 

  7. Vosberg, H.P. and Eckstein, F.: 1977, Biochemistry 16, 3633.

    Article  CAS  Google Scholar 

  8. Eckstein, F.: 1979, Acts. Chem. Res. 12, 204.

    Article  CAS  Google Scholar 

  9. Eckstein, F.: 1980, Trends. Biochem. Sci. 5, 157.

    Article  CAS  Google Scholar 

  10. Burgers, P.M.J. and Eckstein, F.: 1979, J. Biol. Chem. 254, 6889.

    CAS  Google Scholar 

  11. Eckstein, F., Romaniuk, P.J. and Connolly, B.A.: 1982, Methods Enzymol., 87, 197.

    Article  CAS  Google Scholar 

  12. Potter, B.V.L., Romaniuk, P.J., and Eckstein, F.: 1983, J. Biol. Chem. 258, 1758.

    CAS  Google Scholar 

  13. Miller, P.S., Fang, K.N., Kondo, N.S., and Ts’o, P.O.P.: 1971, J. Am. Chem. Soc. 93, 6657.

    Article  CAS  Google Scholar 

  14. Miller, P.S., Yano, J., Yano, E., Carroll, C., Jayaraman, K. and Ts’o, P.O.P.: 1979, Biochemistry 18, 5134.

    Article  CAS  Google Scholar 

  15. Kan, L.-S., Cheng, D.M., Miller, P.S., Yano, J. and Ts’o, P.O.P.: 1980, Biochemistry 19, 2122.

    Article  CAS  Google Scholar 

  16. Chacko, K.K., Lindner, K., Saenger, W. and Miller, P.S.: 1983, Submitted for publication.

    Google Scholar 

  17. Miller, P.S., McParland, K.B., Jayaraman, K., and Ts’o, P.O.P.: 1981, Biochemistry 20, 1874.

    Article  CAS  Google Scholar 

  18. Pless, R.C. and Ts’o, P.O.P.: 1977, Biochemistry 16, 1239.

    Article  CAS  Google Scholar 

  19. Miller, P.S., Dreon, N., Pulford, S.M. and McParland, K.B.; 1980, J. Biol. Chem. 255, 9659.

    CAS  Google Scholar 

  20. Miller, P.S., Barrett, J.C., and Ts’o, P.O.P.: 1974, Biochemistry 13, 4887.

    Article  CAS  Google Scholar 

  21. Miller, P.S., Braiterman, L.T., and Ts’o, P.O.P.: 1977, Biochemistry 16, 1988.

    Article  CAS  Google Scholar 

  22. Barrett, J.C., Miller, P.S. and Ts’o, P.O.P.: 1974, Biochemistry 13, 4898.

    Article  Google Scholar 

  23. Moller, A., Schwarz, U., Lipecky, R. and Gassen, H.G.: 1978, FEBS Lett. 89, 263.

    Article  CAS  Google Scholar 

  24. Saneyoshi, M. and Nishimura, S.: 1971, Biochim. Biophys. Acta 246, 123.

    CAS  Google Scholar 

  25. Ramberg, E.S., Ishag, M., Rulf, S., Moeller, B. and Horowitz, J.: 1978, Biochemistry 17, 3978.

    Article  CAS  Google Scholar 

  26. Jayaraman, K., McParland, K., Miller, P., and Ts’o, P.O.P.: 1981, Proc. Natl. Acad. Sci. USA 78, 1537.

    Article  CAS  Google Scholar 

  27. Decad, G. and Nikaido, H.: 1976, J. Bacteriol. 128, 325.

    CAS  Google Scholar 

  28. Payne, J.W. and Gilvary, C.: 1968, J. Biol. Chem. 243, 6291.

    CAS  Google Scholar 

  29. Kaback, H.R.: 1971, Methods in Enzymol. 22, 99.

    Article  Google Scholar 

  30. Braulant, C., Krol, A., Ebel, J.P., Lazar, E., Gallinaro, H., Jacob, M., Sri-Widada, J., and Jeanteur, P.: 1981, Nucl. Acids Res. 8, 4143.

    Article  Google Scholar 

  31. Lerner, M.R., Boyle, J.A., Mount, S.M., Wolin, S.L., and Steitz, J.A.: 1980, Nature 283, 220.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Division of Biophysics, School of Hygiene and Public Health, The Johns Hopkins University, Baltimore, Maryland, 21205, USA

    Paul S. Miller, Cheryl H. Agris, Kathleen R. Blake, Akira Murakami, Sharon A. Spitz, Parameswara M. Reddy & Paul O. P. Ts’o

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  1. Paul S. Miller
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  2. Cheryl H. Agris
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  3. Kathleen R. Blake
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  4. Akira Murakami
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  5. Sharon A. Spitz
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  6. Parameswara M. Reddy
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  7. Paul O. P. Ts’o
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Editor information

Editors and Affiliations

  1. Institut de Biologie Physico-Chimique (Fondation Edmond de Rothschild), Universite Pierre et Marie Curie (Paris VI), Paris, France

    Bernard Pullman

  2. Department of Chemistry, Tel-Aviv University, Tel-Aviv, Israel

    Joshua Jortner

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© 1983 D. Reidel Publishing Company

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Miller, P.S. et al. (1983). Nonionic Oligonucleotide Analogs as New Tools for Studies on the Structure and Function of Nucleic Acids Inside Living Cells. In: Pullman, B., Jortner, J. (eds) Nucleic Acids: The Vectors of Life. The Jerusalem Symposia on Quantum Chemistry and Biochemistry, vol 16. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-7225-4_40

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  • DOI: https://doi.org/10.1007/978-94-009-7225-4_40

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-009-7227-8

  • Online ISBN: 978-94-009-7225-4

  • eBook Packages: Springer Book Archive

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