Modification of nucleoside heterocycles to probe and expand nucleic acid structure and function

Letters in Organic Chemistry

Volumn 2, Issue 6, 2005, Pages 496-500

  Rozners, Eriks ^a  

^a NORTHEASTERN UNIVERSITY   (United States)

Author keywords

dna; Epimerization; Heterocyclic bases; Hybridization; Hydrophobic base; Nucleobases; Watson crick like hydrogen bonding

Indexed keywords

EID: 38949130258     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570178054640714     Document Type: Review

References (38)

1. Watson, J. D.; Crick, F. H. C. Nature 1953, 171, 737.
2. Benner, S. A. Science 2004, 306, 625.
3. Piccirilli, J. A.; Krauch, T.; Moroney, S. E.; Benner, S. A. Nature 1990, 343, 33.
4. Geyer, C. R.; Battersby, T. R.; Benner, S. A. Structure 2003, 11, 1485.
5. Benner, S. A. Ace. Chem. Res. 2004, 37, 784.
6. Hutter, D.; Benner, S. A. J. Org. Chem. 2003, 68, 9839.
7. Liu, H.; Gao, J.; Lynch, S. R.; Saito, Y. D.; Maynard, L.; Kool, E. T. Science 2003, 302, 868.
8. Lu, H.; He, K.; Kool, E. T. Angew. Chem. Int. Ed. 2004, 43, 5834.
9. Liu, H.; Gao, J.; Kool, E. T. J. Am. Chem. Soc. 2005, 127, 1396.
10. Liu, H.; Gao, J.; Maynard, L.; Saito, Y. D.; Kool, E. T. J. Am. Chem. Soc. 2004, 126, 1102.
11. Lee, A. H. F.; Kool, E. T. J. Am. Chem. Soc. 2005, 127, 3332.
12. Lee, A. H. F.; Kool, E. T. J. Org. Chem. 2005, 70, 132.
13. Liu, H.; Gao, J.; Kool, E. T. J. Org. Chem. 2005, 70, 639.
14. Liu, H.; Lynch, S. R.; Kool, E. T. J. Am. Chem. Soc. 2004, 126, 6900.
15. Hikishima, S.; Minakawa, N.; Kuramoto, K.; Kujisawa, Y.; Ogawa, M.; Matsuda, A. Angew. Chem. Int. Ed. 2005, 44, 596.
16. Minakawa, N.; Kojima, N.; Hikishima, S.; Sasaki, T.; Kiyosue, A.; Atsumi, N.; Ueno, Y.; Matsuda, A. J. Am. Chem. Soc. 2003, 125, 9970.
17. Meggers, E.; Holland, P. L.; Tolman, W. B.; Romesberg, F. E.; Schultz, P. G. J. Am. Chem. Soc. 2000, 122, 10714.
18. Weizman, H.; Tor, Y. J. Am. Chem. Soc. 2001, 123, 3375.
19. Zimmermann, N.; Meggers, E.; Schultz, P. G. J. Am. Chem. Soc. 2002, 124, 13684.
20. Tanaka, K.; Tengeiji, A.; Kato, T.; Toyama, N.; Shiro, M.; Shionoya, M. J. Am. Chem. Soc. 2002, 124, 12494.
21. Zhang, L.; Meggers, E. J. Am. Chem. Soc. 2005, 127, 74.
22. Switzer, C.; Sinha, S.; Kim, P. H.; Heuberger, B. D. Angew. Chem. Int. Ed. 2005, 44, 1529.
23. Atwell, S.; Meggers, E.; Spraggon, G.; Schultz, P. G. J. Am. Chem. Soc. 2001, 123, 12364.
24. Tanaka, K.; Tengeiji, A.; Kato, T.; Toyama, N.; Shionoya, M. Science 2003, 299, 1212.
25. Schweitzer, B. A.; Kool, E. T. J. Am. Chem. Soc. 1995, 117, 1863.
26. Kool, E. T. Acc. Chem. Res. 2002, 35, 936;
27. Kool, E. T.; Morales, J. C.; Guckian, K. M. Angew. Chem. Int. Ed. 2000, 39, 990.
28. Henry, A. A.; Romesberg, F. E. Curr. Opin. Chem. Biol. 2003, 7, 727.
29. Henry, A. A.; Yu, C.; Romesberg, F. E. J. Am. Chem. Soc. 2003, 125, 9638.
30. Matsuda, S.; Romesberg, F. E. J. Am. Chem. Soc. 2004, 126, 14419.
31. Lai, J. S.; Kool, E. T. J. Am. Chem. Soc. 2004, 126, 3040.
32. Henry, A. A.; Olsen, A. G.; Matsuda, S.; Yu, C.; Geierstanger, B. H.; Romesberg, F. E. J. Am. Chem. Soc. 2004, 126, 6923.
33. Kool, E. T. Annu. Rev. Biophys. Biomol. Struct. 2001, 30, 1.
34. Kool, E. T. Annu. Rev. Biochem. 2002, 71, 191.
35. Delaney, J. C.; Henderson, P. T.; Helquist, S. A.; Morales, J. C.; Essigmann, J. M.; Kool, E. T. Proc. Natl. Acad. Sci. U. S. A. 2003, 100, 4469.
36. Lan, T.; McLaughlin, L. W. J. Biochemistry 2001, 40, 968.
37. Lan, T.; McLaughlin, L. W. J. Am. Chem. Soc. 2000, 122, 6512.
38. Woods, K. K.; Lan, T.; McLaughlin, L. W.; Williams, L. D. Nucleic Acids Res. 2003, 31, 1536.