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2-Aminobenzene Derivatives as Unnatural Nucleobases and Their DNA Duplex Stabilities

  • Heo, Ju-Young (Department of Chemistry, Kyungpook National University) ;
  • Hwang, Gil-Tae (Department of Chemistry, Kyungpook National University)
  • Received : 2010.09.29
  • Accepted : 2010.10.02
  • Published : 2010.12.20

Abstract

Keywords

References

  1. Hoheisel, J. D. Nat. Rev. Genet. 2006, 7, 200-210. https://doi.org/10.1038/nrg1809
  2. Krützfeldt,J.; Rajewsky, N.; Braich, R.; Rajeev, K. G.; Tuschl, T.; Manoharan, M.; Stoffel, M. Nature 2005, 438, 685-689. https://doi.org/10.1038/nature04303
  3. Schwarz,D. S.; Ding, H.; Kennington, L.; Moore, J. T.; Schelter, J.; Burchard, J.; Linsley, P. S.; Aronin, N.; Xu, Z.; Zamore, P. D. PLoS Genet. 2006, 2, e140. https://doi.org/10.1371/journal.pgen.0020140
  4. Berger, M.; Ogawa, A. K.; McMinn, D. L.; Wu, Y.; Schultz, P. G.; Romesberg, F. E. Angew. Chem. Int. Ed. 2000, 39, 2940-2942. https://doi.org/10.1002/1521-3773(20000818)39:16<2940::AID-ANIE2940>3.0.CO;2-#
  5. Wu, Y.; Ogawa, A. K.; Berger, M.; McMinn, D. L.; Schultz, P. G.; Romesberg, F. E. J. Am. Chem. Soc. 2000, 122, 7621-7632. https://doi.org/10.1021/ja0009931
  6. Matsuda, S.; Fillo, J. D.; Henry, A. A.; Rai, P.; Wilkens, S. J.; Dwyer, T. J.; Geierstanger, B. H.; Wemmer, D. E.; Schultz, P. G.; Spraggon, G.; Romesberg, F. E. J. Am. Chem. Soc. 2007, 129, 10466-10473. https://doi.org/10.1021/ja072276d
  7. Hwang, G. T.; Romesberg, F. E. Nucleic Acids Res. 2006, 34, 2037-2045. https://doi.org/10.1093/nar/gkl049
  8. Hwang, G. T.; Leconte, A. M.; Romesberg, F. E. ChemBioChem 2007, 8, 1606-1611. https://doi.org/10.1002/cbic.200700308
  9. Hari, Y.; Hwang, G. T.;Leconte, A. M.; Joubert, N.; Hocek, M.; Romesberg, F. E. Chem-BioChem 2008, 9, 2796-2799.
  10. Calter, M. A.; Zhu, C. J. Org. Chem. 1999, 64, 1415-1419. https://doi.org/10.1021/jo9818834
  11. Stoop, M.; Zahn, A.; Leumann, C. J. Tetrahedron 2007, 63, 3440-3449. https://doi.org/10.1016/j.tet.2006.12.095
  12. Farr, R. N.; Outten, R. A.; Cheng, J. C. Y.; Daves, G. D. Organometallics 1990, 9, 3151-3156. https://doi.org/10.1021/om00162a029
  13. Hsieh, H. P.; McLaughlin, L.W. J. Org. Chem. 1995, 60, 5356-5359. https://doi.org/10.1021/jo00121a071
  14. Larsen, E.; Jorgensen, P. T.; Sofan, M. A.; Pedersen, E. B. Synthesis 1994, 1037-1038.
  15. Cameron, M. A.; Cush, S. B.; Hammer, R. P. J. Org. Chem. 1997, 62, 9065-9069. https://doi.org/10.1021/jo970947s
  16. Mergny, J. L.; Lacroix, L. Oligonucleotides 2003, 13, 515-537. https://doi.org/10.1089/154545703322860825
  17. Matsuda, S.; Romesberg, F. E. J. Am. Chem. Soc. 2004, 126, 14419-14427. https://doi.org/10.1021/ja047291m
  18. Kajigaeshi, S.; Kakinami, T.; Yamasaki, H.; Fujisaki, S.; Okamoto, T. Bull. Chem. Soc. Jpn. 1988, 61, 600-602. https://doi.org/10.1246/bcsj.61.600
  19. Mouzin, G.; Cousse, H.; Autin, J.-M. Synthesis 1981, 448-449.