Selective binding of RNA, but not DNA, by complementary 2',5'-linked DNA

Journal of the American Chemical Society

Volumn 118, Issue 40, 1996, Pages 9810-9811

  Sheppard, Terry L ^a   Breslow, Ronald C ^a  

^a Columbia University ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CIRCULAR DICHROISM; DNA RNA HYBRIDIZATION; MODEL; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 0029982129     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962184g     Document Type: Article

References (25)

1. Rizzo, C. J.; Dougherty, J. P.; Breslow, R. Tetrahedron Lett. 1992, 33, 4129-4132.
2. Dougherty, J. P.; Rizzo, C. J.; Breslow, R. J. Am. Chem. Soc. 1992, 114, 6254-6255.
3. Jin, R.; Chapman, W. H., Jr.; Srinivasan, A. R.; Olson, W. K.; Breslow, R.; Breslauer, K. J. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 10568-10572.
4. Sheppard, T. L.; Rosenblatt, A. T.; Breslow, R. J. Org. Chem. 1994, 59, 7243-7248.
5. (a) Breslow, R.; Sheppard, T. L. Pure Appl. Chem. In press.
6. (b) Sheppard, T. L. Ph.D. Thesis, Columbia University, 1995.
7. (a) Hashimoto, H.; Switzer, C. J. Am. Chem. Soc. 1992, 114, 6256-6257.
8. (b) Jung, K.-E.; Switzer, C. J. Am. Chem. Soc. 1994, 116, 6059-6061.
9. (c) Robinson, H.; Jung, K.-E.; Switzer, C.; Wang, A. H.-J. J. Am. Chem. Soc. 1995, 117, 837-838.
10. Kierzek, R.; He, L.; Turner, D. H. Nucleic Acids Res. 1992, 20, 1685-1690.
11. (a) Milligan, J. F.; Uhlenbeck, O. C. Methods Enzymol. 1989, 180, 51-62.
12. (b) Michels, W. J., Jr.; Pyle, A. M. Biochemistry 1995, 34, 2965-2977.
13. m values for all complexes were reproducible to within ±0.5 °C.
14. The in vitro stability of isoDNA was assayed with a variety of commercially available nucleases under standard digestion conditions (see supporting information for details).
15. (a) Milligan, J. F.; Matteucci, M. D.; Martin, J. C. J. Med. Chem. 1993, 14, 1923-1937.
16. (b) Agrawal, S.; Iyer, R. P. Curr. Opin. Biotech. 1995, 6, 12-19.
17. (c) Wagner, R. W. Nature 1994, 372, 333-335.
18. (a) Fisher, T. L.; Terhorst, T.; Cao, X.; Wagner, R. W. Nucleic Acids Res. 1993, 21, 3857-3865.
19. (b) Hoke, G. D.; Draper, K.; Freier, S. M.; Gonzalez, C.; Driver, V. B.; Zounes, M. C.; Ecker, D. J. Nucleic Acids Res. 1991, 19, 5743-5748.
20. RNase H is reported to mediate degradation of antisense oligonucleotide-bound RNA strands (see ref 11). We based our RNase H assay on standard literature procedures: Moulds, C.; Lewis, J. G.; Froehler, B. C.; Grant, D.; Huang, T.; Milligan, J. F.; Matteucci, M. D.; Wagner, R. W. Biochemistry 1995, 34, 5044-5053. See supporting information for details.
21. Giannaris, P. A.; Damha, M. J. Nucleic Acids Res. 1993, 21, 4742-4749.
22. Pudlo, J. S.; Cao, X.; Swaminathan, S.; Matteucci, M. D. Tetrahedron Lett. 1994, 35, 9315-9318.
23. Alul, R.; Hoke, G. D. Antisense Res. Dev. 1995, 5, 3-11. These workers also showed that 2′,5′-linked oligoadenylates are more resistant to nuclease degradation than natural 3′,5′-linked oligoadenylates in serum, cytoplasmic extracts, and nuclear extracts.
24. Prakash, T. P.; Jung, K.-E.; Switzer, C. J. Chem. Soc., Chem. Commun. 1996, 1793-1794, have reported a related study, but using only G* and C*, after our work was submitted.
25. Based on the Ph.D. thesis of Terry L. Sheppard, Columbia University, 1995.