Nonnucleosidic base surrogates: The effect of 1,2-disubstituted phenanthrenes on DNA duplex stability

Helvetica Chimica Acta

Volumn 87, Issue 11, 2004, Pages 2790-2804

  Ackermann, Damian ^a   Häner, Robert ^a  

^a UNIVERSITY OF BERN   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; DNA; GELS; OLIGOMERS; REDUCTION; STABILITY;

CHIMERIC OLIGOMERS; PHENANTHRENE; PHOSPHODIESTER BONDS;

ORGANIC COMPOUNDS;

BASE; DOUBLE STRANDED DNA; OLIGODEOXYNUCLEOTIDE; OLIGOMER; PHENANTHRENE 1,2 DIMETHANOL; PHENANTHRENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; DENATURATION; GEL MOBILITY SHIFT ASSAY; MOLECULAR INTERACTION; PRIORITY JOURNAL; TEMPERATURE DEPENDENCE;

EID: 11144342768     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200490250     Document Type: Article

References (25)

1. J. Wengel, Org. Biomol. Chem. 2004, 2, 277.
2. C. A. Hunter, K. R. Lawson, J. Perkins, C. J. Urch, J. Chem. Soc., Perkin Trans. 2 2001, 651.
3. I. Singh, W. Hecker, A. K. Prasad, S. P. A. Virinder, O. Seitz, Chem. Commun. 2002, 500.
4. M. Berger, A. K. Ogawa, D. L. McMinn, Y. Q. Wu, P. G. Schultz, F. E. Romesberg, Angew. Chem., Int. Ed. 2000, 39, 2940.
5. D. L. McMinn, A. K. Ogawa, Y. Q. Wu, J. Q. Liu, P. G. Schultz, F. E. Romesberg, J. Am. Chem. Soc. 1999, 121, 11585.
6. R. X. F. Ren, N. C. Chaudhuri, P. L. Paris, S. Rumney, E. T. Kool, J. Am. Chem. Soc. 1996, 118, 7671.
7. J. M. Gao, C. Strassler, D. Tahmassebi, E. T. Kool, J. Am. Chem. Soc. 2002, 124, 11590.
8. C. Brotschi, A. Haberli, C. J. Leumann, Angew. Chem., Int. Ed. 2001, 40, 3012.
9. G. Mathis, J. Hunziker, Angew. Chem., Int. Ed. 2002, 41, 3203.
10. E. T. Kool, J. C. Morales, K. M. Guckian, Angew. Chem., Int. Ed. 2000, 39, 990.
11. S. Bommarito, N. Peyret, J. SantaLucia, Nucl. Acids. Res. 2000, 28, 1929.
12. K. M. Guckian, B. A. Schweitzer, R. X. F. Ren, C. J. Sheils, P. L. Paris, D. C. Tahmassebi, E. T. Kool, J. Am. Chem. Soc. 1996, 118, 8182.
13. A. A. Mokhir, C. Richert, Nucleic Acids Res. 2000, 28, 4254.
14. J. Tuma, W. H. Connors, D. H. Stitelman, C. Richert, J. Am. Chem. Soc. 2002, 124, 4236.
15. J. Michel, K. Bathany, J. M. Schmitter, J. P. Monti, S. Moreau, Tetrahedron 2002, 58, 7975.
16. S. M. Langenegger, R. Häner, Helv. Chim. Acta 2002, 85, 3414.
17. S. M. Langenegger, R. Häner, Chem. Biodiv. 2004, 1, 259.
18. C. B. Nielsen, M. Petersen, E. B. Pedersen, P. E. Hansen, U. B. Christensen, Bioconjug. Chem. 2004, 15, 260.
19. U. B. Christensen, M. Wamberg, F. A. El Essawy, A. Ismail, C. B. Nielsen, V. V. Filichev, C. H. Jessen, M. Petersen, E. B. Pedersen, Nucleosides Nucleotides Nucleic Acids 2004, 23, 207.
20. C. M. Chan, Synth. Commun. 1989, 19, 1981.
21. K. Soai, A. Ookawa, J. Org. Chem. 1986, 51, 4000.
22. R. T. Pon, S. Y. Yu, Nucleic Acids Res. 1997, 25, 3629-3635.
23. M. V. Rao, C. B. Reese, V. Schehlmann, P. S. Yu, J. Chem. Soc., Perkin Trans. 1 1993, 43.
24. S. L. Beaucage, M. H. Caruthers, Tetrahedron Lett. 1981, 22, 1859.
25. N. D. Sinha, J. Biernat, J. McManus, H. Koster, Nucleic Acids Res. 1984, 12, 4539.