Peptide nucleic acids (PNA) derived from N-(N-methylaminoethyl)glycine. Synthesis, hybridization and structural properties

New Journal of Chemistry

Volumn 23, Issue 8, 1999, Pages 833-840

  Haaima, Gerald ^a,e   Rasmussen, Hanne ^b   Schmidt, Günther ^a   Jensen, Dorte K ^a   Kastrup, Jette Sandholm ^b   Stafshede, Pernilla Wittung ^c,f   Nordén, Bengt ^c   Buchardt, Ole ^a   Nielsen, Peter E ^d  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b UNIVERSITY OF COPENHAGEN   (Denmark)

^c CHALMERS UNIVERSITY OF TECHNOLOGY   (Sweden)

^d UNIVERSITY OF COPENHAGEN   (Denmark)

^e UNIVERSITY OF QUEENSLAND   (Australia)

^f CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENINE; CYTOSINE; DNA; GLYCINE DERIVATIVE; GUANINE; PEPTIDE NUCLEIC ACID; RNA; THYMINE;

ARTICLE; CIRCULAR DICHROISM; HYBRIDIZATION; NONHUMAN; OLIGOMERIZATION; PRIORITY JOURNAL; PROTEIN SYNTHESIS; THERMOSTABILITY; X RAY CRYSTALLOGRAPHY;

EID: 0032785669     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/a902091h     Document Type: Article

References (41)

1. E. Uhlmann and A. Peyman, Chem. Rev., 1990, 90, 544.
2. A. De Mesmaeker, K. H. Altmann, A. Waldner and S. Wendeborn, Curr. Opin. Struct. Biol., 1996, 5, 343.
3. M. Matteucci and R. W. Wagner, Science, 1996, 384, suppl. 20.
4. P. E. Nielsen, M. Egholm, R. H. Berg and O. Buchardt, Science, 1991, 254, 1497.
5. M. Egholm, O. Buchardt, P. E. Nielsen and R. H. Berg, J. Am. Chem. Soc., 1992, 114, 1895.
6. B. Hyrup and P. E. Nielsen, Bioorg. Biomed. Chem., 1996, 4, 53.
7. M. Eriksson and P. E. Nielsen, Quart. Rev. Biophysics, 1996, 29, 369.
8. H. Knudsen and P. E. Nielsen, Anti Cancer Drugs, 1996, 8, 113.
9. P. E. Nielsen and G. Haaima, Chem. Soc. Rev., 1997, 26, 73.
10. L. Good and P. E. Nielsen, Antisense Nucleic Acid Drug Dev., 1997, 7, 431.
11. E. Uhlmann, A. Peyman, G. Breipohl and D. W. Will, Angew. Chem., Int. Ed., 1998, 37, 2796.
12. G. Haaima, A. Lohse, O. Buchardt and P. E. Nielsen, Angew. Chem., Int. Ed. Engl., 1996, 35, 1939.
13. A. Lenzi, G. Reginato and M. Taddei, Tetrahedron Lett., 1995, 36, 1713.
14. E. Lioy and H. Kessler, Liebig Ann., 1996, 201.
15. A. H. Krotz, O. Buchardt and P. E. Nielsen, Tetrahedron Lett., 1995, 36, 6937.
16. A. H. Krotz, O. Buchardt and P. E. Nielsen, Tetrahedron Lett., 1995, 36, 6941.
17. B. Hyrup, M. Egholm, O. Buchardt and P. E. Nielsen, Bioorg. Med. Chem. Lett., 1996, 6, 1083.
18. P. Lagriffoule, O. Buchardt, P. Wittung, B. Nordén, K. K. Jensen and P. E. Nielsen, Chem. Eur. J., 1997, 3, 912.
19. S. Jordan, C. Schwemler, W. Kosch, A. Kretschmer, U. Stropp, E. Schwenner and B. Mielke, Bioorg. Med. Chem. Lett., 1997, 7, 687.
20. A. Peyman, E. Uhlmann, K. Wagner, S. Augustin, G. Breipohl, D. W. Will, A. Schäfer and H. Wallmeier, Angew. Chem., Int. Ed. Engl., 1996, 35, 2636.
21. N. M. Howarth and L. P. G. Wakelin, J. Org. Chem., 1997, 62, 5441.
22. C. Garcia-Escheverria, D. Hüsken, C. S. Chiesi and K.-H. Altmann, Bioorg. Med. Chem. Lett., 1997, 7, 1123.
23. V. S. Rana, V. A. Kumar and K. N. Ganesh, Bioorg. Med. Chem. Lett., 1997, 7, 2837.
24. V. A. Efimov, M. V. Choob, A. A. Buryakova, A. L. Kalinkina and O. G. Chakhmakhcheva, Nucleic Acids Res., 1998, 26, 566.
25. Ö. Almarsson, T. C. Bruice, J. Kerr and R. N. Zuckermann, Proc. Natl. Acad. Sci. USA, 1993, 90, 7518.
26. Ö. Almarsson and T. C. Bruice, Proc. Natl. Acad. Sci. USA, 1993, 90, 9542.
27. S. C. Brown, S. A. Thomson, J. M. Veal and D. G. Davis, Science, 1994, 265, 777.
28. M. Eriksson and P. E. Nielsen, Natur. Struct. Biol., 1996, 3, 410.
29. L. Betts, J. A. Josey, J. M. Veal and S. R. Jordan, Science, 1995, 270, 1838.
30. H. Rasmussen, J. S. Kastrup, J. N. Nielsen, J. M. Nielsen and P. E. Nielsen, Natur Struct. Biol., 1996, 2, 98.
31. L. Christensen, R. Fitzpatrick, B. Gildea, K. H. Petersen, H. F. Hansen, T. Koch, M. Egholm, O. Buchardt, P. E. Nielsen, J. Coull and R. H. Berg, J. Pept. Sci., 1995, 3, 175.
32. J. Jancarik and S.-H. Kim, J. Appl. Crystallogr., 1991, 24, 409.
33. Z. Otwinowski, in Proceedings of the CCP4 Study Weekend: Data Collection and Processing, ed. L. Sawyer, N. Isaacs and S. S. Bailey, SERC Daresbury Laboratory, Warrington, 1993, pp. 56-62.
34. Collaborative Computational Project, Number 4, Acta Crystallogr., Sect. D, 1994, 50, 760.
35. J. Navaza, Acta Crystallogr., 1994, 50, 157.
36. T. A. Brünger, J. Kuriyan and M. Karplus, Science, 1987, 235, 458.
37. T. A. Jones, J.-Y. Zou, S. W. Cowan and M. Kjeldgaard, Acta Crystallogr., Sect. A, 1991, 47, 110.
38. K. L. Dueholm, M. Egholm, C. Behrens, L. Christensen, H. F. Hansen, T. Vulpius, K. Petersen, R. H. Berg, P. E. Nielsen and O. Buchardt, J. Org. Chem., 1994, 59, 5767.
39. K. L. Dueholm and P. E. Nielsen, New J. Chem., 1997, 21, 19.
40. M. Egholm, L. Christensen, K. L. Dueholm, O. Buchardt, J. Coull and P. E. Nielsen, Nucleic Acids Res., 1995, 23, 217.
41. R. Lavery and H. J. Sklenar, J. Biomol. Struct. Dyn., 1998, 6, 63.