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Original Articles

Evaluation of Oligonucleotides Containing Two Novel 2′-O-Methyl Modified Nucleotide Monomers: A 3′-C-Allyl and a 2′-O-3′-C-Linked Bicyclic Derivative

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Pages 2017-2030 | Received 03 Mar 1999, Accepted 20 Apr 1999, Published online: 04 Oct 2006

References

  • Milligan , J. F. , Matteuci , M. D. and Martin , J. C. 1993 . J. Med. Chem. , 36 : 1923 – 37 . (b) De Mesmaeker, A., Häner, R., Martin, P., Moser, H. E. Acc. Chem. Res. 1995 28, 366–74. (c) Herdewijn, P. Liebigs Ann. Chem. 1996, 1337–48. (d) Freier, S. M., Altmann, K.-H. Nucleic Acids Res. 1997 25, 4429–43. (d) Bennett, C. F. Biochem. Pharmacol. 1998 55, 9–19.
  • Nielsen , P. E. and Haiima , G. 1997 . Chem. Soc. Rev. , : 73 – 8 .
  • Schultz , D. G. and Gryaznov , S. M. 1996 . Nucleic Acids Res. , 24 : 2966 – 73 .
  • Singh , S. K. , Nielsen , P. , Koshkin , A. A. and Wengel , J. 1998 . Chem. Commun. , : 455 – 6 . (b) Koshkin, A. A., Singh, S. K., Nielsen, P., Rajwanshi, V. K., Kumar, R., Meldgaard, M., Olsen, C. E., Wengel, J. Tetrahedron 1998 54, 3607–30. (c) Obika, S., Nanbu, D., Hari, Y., Andoh, J., Morio, K., Doi, T., Imanishi, T. Tetrahedron Lett. 1998 39, 5401–4. (d) Koshkin, A. A, Meldgaard, M., Nielsen, P., Rajwanshi, V. K., Singh, S. K., Wengel, J. J. Am. Chem. Soc. 1998 120, 13252–3. (e) Wengel, J. Acc. Chem. Res., in print.
  • J⊘rgensen , P. N. , Stein , P. C. and Wengel , J. 1994 . J. Am. Chem. Soc. , 116 : 2231 – 2 .
  • Wang , G. , Middleton , P. J. , He , L. , Stoisavljevic , V. and Seifert , W. E. 1997 . Nucleosides Nucleotides , 16 : 445 – 54 .
  • J⊘rgensen , P. N. , S⊘rensen , U. S. , Pfundheller , H. M. , Olsen , C. E. and Wengel , J. 1997 . J. Chem. Soc., Perkin Trans. , 1 : 3275 – 84 .
  • Pfundheller , H. M. , J⊘rgensen , P. N. , S⊘rensen , U. S. , Sharma , S. K. , Grimstrup , M. , Ströch , C. , Nielsen , P. , Viswanadham , G. , Olsen , C. E. and Wengel , J. 1998 . J. Chem. Soc., Perkin Trans. , 1 : 1409 – 21 .
  • Nielsen , P. , Pfundheller , H. M. and Wengel , J. 1997 . Chem. Commun. , : 825 – 6 . (b) Nielsen, P., Pfundheller, H. M., Olsen, C. E., Wengel, J. J. Chem. Soc., Perkin Trans. 1 1997, 3423–33.
  • Christensen , N. K. , Petersen , M. , Nielsen , P. , Jacobsen , J. P. , Olsen , C. E. and Wengel , J. 1998 . J. Am. Chem. Soc. , 120 : 5458 – 63 .
  • Kawasaki , A. M. , Casper , M. D. , Prakash , T. P. , Manalili , S. , Sasmor , H. , Manoharan , M. and Cook , P. D. 1999 . Tetrahedron Lett. , 40 : 661 – 4 . (b) Martin, P. Helv. Chim. Acta 1995 78, 486–504. (c) Lesnik, E. A., Guinosso, C. J., Kawasaki, A. M., Sasmor, H., Zounes, M., Cummins, L. L., Ecker, D. J., Cook, P. D., Freier, S. M. Biochemistry 1993 32, 7832–8.
  • Wang , G. and Seifert , W. E. 1996 . Tetrahedron Lett. , 37 : 6515 – 8 .
  • McBride , L. J. and Caruthers , M. H. 1983 . Tetrahedron Lett. , 24 : 5843 – 6 .
  • Koshkin , A. A. and Wengel , J. 1998 . J. Org. Chem. , 63 : 2778 – 81 .
  • Caruthers , M. H. 1991 . Acc. Chem. Res. , 24 : 278 – 84 .
  • Scheuer-Larsen , C. , Dahl , B. M. , Wengel , J. and Dahl , O. 1998 . Tetrahedron Lett. , 39 : 8361 – 4 . We recently reported on the use of t-BuOOH as oxidising agent for monocyclic phosphoramidites derived from tertiary alcohols giving coupling efficiencies of approximately 90%:
  • Pfundheller , J. M. , Olsen , C. E. and Wengel , J. In preparation, (b) Schmit, C., Bèviere, M.-O., De Mesmaeker, A., Altman, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969–74.
  • Koole , L. H. , Buck , H. M. , Vial , J.-M. and Chattopadhyaya , J. 1989 . Acta. Chem. Scand. , 43 : 665 – 9 .
  • Meldgaard , M. , Nielsen , N. K. , Bremner , M. , Pedersen , O. S. , Olsen , C. E. and Wengel , J. 1997 . J. Chem. Soc., Perkin Trans. , 1 : 1951 – 5 .

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