Recognition of DNA, RNA, and Proteins by Circular Oligonucleotides

Accounts of Chemical Research

Volumn 31, Issue 8, 1998, Pages 502-510

  Kool, Eric T ^a,b,c,d,e  

^a UNIVERSITY OF ROCHESTER   (United States)

^b MIAMI UNIVERSITY   (United States)

^c Columbia University ^*  (United States)

^d CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

^e Depts Biochem Biophys and Oncol   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000001398     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar9602462     Document Type: Article

References (89)

1. Watson, J. D.; Hopkins, N. H.; Roberts, J. W.; Steitz, J. A.; Weiner, A. M. Molecular Biology of the Gene, 4th ed.; Benjamin/Cummings: Menlo Park, CA, 1987; p 193.
2. Diener, T. O. Trends Microbiol. 1993, 1, 289.
3. Ulanovsky, L.; Bodner, M.; Trifonov, E. N.; Choder, M. Proc. Natl. Acad. Sci. U.S.A. 1986, 03, 862.
4. There is a single report of a cyclic double-stranded DNA of 42 base pairs: Wolters, M.; Wittig, B. Nucleic Acids Res. 1989, 17, 5163.
5. Egli, M.; Gessner, R. V.; Williams, L. D.; Quigley, G. J.; van der Marel, G. A.; van Boom, J. H.; Rich, A.; Frederick, C. A. Proc. Natl. Acad. Sci. U.S.A. 1990, 87, 3235.
6. (a) Wemmer, D. E.; Benight, A. S. Nucleic Acids Res. 1985, 13, 8611.
7. (b) Erie, D. A.; Jones, R. A.; Olson, W. K.; Sinha, N. K.; Breslauer, K. J. Biochemistry 1989, 28, 8, 268.
8. (c) Capobianco, M. L.; Carcuro, A.; Tondelli, L.; Garbesi, A.; Bonora, G. M. Nucleic Acids Res. 1990, 18, 2661.
9. See, for example: (a) Cram, D. J.; Ho, S. P. J. Am. Chem. Soc. 1986, 108, 2998. (b) Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017. (c) Lehn, J. M. Struct. Bond. 1973, 16, 1. (d) Diederich, Angew. Chem., Int. Ed. Engl. 1988, 27, 362. (e) Gutsche, C. D. Acc. Chem. Res. 1983, 16, 161.
10. See, for example: (a) Cram, D. J.; Ho, S. P. J. Am. Chem. Soc. 1986, 108, 2998. (b) Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017. (c) Lehn, J. M. Struct. Bond. 1973, 16, 1. (d) Diederich, Angew. Chem., Int. Ed. Engl. 1988, 27, 362. (e) Gutsche, C. D. Acc. Chem. Res. 1983, 16, 161.
11. See, for example: (a) Cram, D. J.; Ho, S. P. J. Am. Chem. Soc. 1986, 108, 2998. (b) Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017. (c) Lehn, J. M. Struct. Bond. 1973, 16, 1. (d) Diederich, Angew. Chem., Int. Ed. Engl. 1988, 27, 362. (e) Gutsche, C. D. Acc. Chem. Res. 1983, 16, 161.
12. See, for example: (a) Cram, D. J.; Ho, S. P. J. Am. Chem. Soc. 1986, 108, 2998. (b) Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017. (c) Lehn, J. M. Struct. Bond. 1973, 16, 1. (d) Diederich, Angew. Chem., Int. Ed. Engl. 1988, 27, 362. (e) Gutsche, C. D. Acc. Chem. Res. 1983, 16, 161.
13. See, for example: (a) Cram, D. J.; Ho, S. P. J. Am. Chem. Soc. 1986, 108, 2998. (b) Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017. (c) Lehn, J. M. Struct. Bond. 1973, 16, 1. (d) Diederich, Angew. Chem., Int. Ed. Engl. 1988, 27, 362. (e) Gutsche, C. D. Acc. Chem. Res. 1983, 16, 161.
14. (a) Kanaya E.; Yanagawa, H. Biochemistry 1986, 25, 7423.
15. (b) Dolinnaya, N. G.; Blumenfeld, M.; Merenkova, I. M.; Oretskaya, T. S.; Krynetskaya, N. F.; Ivanovskaya, M. G.; Vasseur, M.; Shabarova, Z. A. Nucl. Acids. Res. 1993, 21, 5403.
16. Ashley, G. W.; Kushlan, D. M. Biochemistry 1991, 30, 2927.
17. (a) Prakash, G.; Kool, E. T. J. Chem. Soc., Chem. Commun. 1991, 1161.
18. (b) Kool, E. T. J. Am. Chem. Soc. 1991, 113, 6265.
19. (c) Prakash, G.; Kool, E. T. J. Am. Chem. Soc. 1992, 114, 3523.
20. (d) Rubin, E.; Rumney, S.; Kool, E. T. Nucleic Acids Res. 1995, 23, 3547.
21. (a) Peoc'h, D.; Imbach, J.-L.; Rayner, B. Nucleosides Nucleotides 1995, 14, 847.
22. (b) Herrlein, M. K.; Nelson, J. S.; Letsinger, R. L.J. Am. Chem. Soc. 1995, 117, 7, 10151.
23. (c) Alazzouzi, E.; Escaja, N.; Grandas, A.; Pedroso, E. Angew. Chem., Int. Ed. Engl. 1997, 36, 1506.
24. (d) DeNapoli, L.; Messere, A.; Montesarchio, D.; Piccialli, G.; Santacroce, C. Nucleosides Nucleotides 1993, 12, 21.
25. Xu, Y.; Kool, E. T. Tetrahedron Lett. 1997, 38, 5595.
26. Nilsson, M.; Malmgren, H.; Samiotaki, M.; Kwiatkowski, M.; Chowdhary, B. C.; Landegren, U. Science 1994, 265, 2085.
27. (a) Moser, H. E.; Dervan, P. B. Science 1987, 238, 645.
28. (b) LeDoan, T.; Perrouault, L.; Praseuth, D.; Habhoub, N.; Decout, J. L.; Thuong, N. T.; Lhomme, J.; Hélène, C. Nucleic Acids Res. 1987, 15, 7749.
29. Xodo, L. E.; Manzini, G.; Quadrifoglio, F. Nucleic Acids Res. 1990, 18, 3557.
30. Giovannangeli, C.; Montenay-Garestier, T.; Rougée, M.; Chassignol, M.; Thuong, N. T.; Hélène, C. J. Am. Chem. Soc. 1991, 113, 7775.
31. Giovannangeli, C.; Thuong, N. T.; Hélène, C. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 10013.
32. Chaudhuri, N. C.; Kool, E. T. J. Am. Chem. Soc. 1995, 117, 10434.
33. Rumney, S.; Kool, E. T. Angew. Chem. 1992, 104, 1686; Angew. Chem., Int. Ed. Engl. 1992, 31, 1617.
34. Rumney, S.; Kool, E. T. Angew. Chem. 1992, 104, 1686; Angew. Chem., Int. Ed. Engl. 1992, 31, 1617.
35. Rumney, S.; Kool, E. T. J. Am. Chem. Soc. 1995, 117, 5635.
36. (a) Booher, M. A.; Wang, S.; Kool, E. T. Biochemistry 1994, 33, 4645.
37. (b) Wang, S.; Booher, M. A.; Kool, E. T. Biochemistry 1994, 33, 4639.
38. Kandimalla, E. R.; Agrawal, S. Gene 1994, 149, 115.
39. Noll, D. M.; O'Rear, J. L.; Cushman, C. D.; Miller, P. S. Nucleosides Nucleotides 1994, 13, 997.
40. Wang, S.; Friedman, A.; Kool, E. T. Biochemistry 1995, 34, 9774.
41. D'Souza, D. J.; Kool, E. T. Bioorg. Med. Chem. Lett. 1994, 4, 965.
42. Salunkhe, M.; Wu, T.; Letsinger, R. L. J. Am. Chem. Soc. 1992, 114, 8768.
43. D'Souza, D. J.; Kool, E. T. J. Biomol. Struct. Dyn. 1992, 10, 141.
44. Kandimalla, E. R.; Venkataraman, G.; Sasisekharan, V.; Agrawal, S. J. Biomol. Struct. Dyn. 1997, 14, 715.
45. Betts, L.; Josey, J. A.; Veal, J. M.; Jordan, S. R. Science 1995, 270, 1838.
46. (a) Azhayeva, E.; Azhayev, A.; Guzaev, A.; Hovinen, J.; Lonnberg, H. Nucleic Acids Res. 1995, 23, 1170.
47. (b) Azhayeva, E.; Azhayev, A.; Guzaev, A.; Lonnberg, H. Nucleic Acids Res. 1995, 23, 4255.
48. Hudson, R. H. E.; Damha, M. J. Nucleic Acids Symp. Ser. 1993, 29, 97.
49. (b) Hudson, R. H. E.; Uddin, A. H.; Damha, M. J. J. Am. Chem. Soc. 1995, 117, 12470.
50. (c) Brandenburg, G.; Petersen, G. V.; Wengel, J. Bioorg. Med. Chem. Lett. 1995, 5, 791.
51. (a) Roberts, R. W.; Crothers, D. M. Science 1992, 258, 1463.
52. (b) Han, H.; Dervan, P. B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 3806.
53. Wang, S.; Kool, E. T. Nucleic Acids Res. 1994, 22, 2326.
54. Wang, S.; Kool, E. T. Nucleic Acids Res. 1995, 23, 1157.
55. (a) Wang, S.; Kool, E. T. Biochemistry 1995, 34, 4125.
56. (b) Wang, S.; Xu, Y.; Kool, E. T. BioMed. Chem. 1997, 5, 1043.
57. (a) Escudé, C.; Francois, J. C.; Sun, J. S.; Ott, G.; Sprinzl, M.; Garestier, T.; Hélène, C. Nucleic Acids Res. 1993, 21, 5547.
58. (b) Pilch, D. S.; Breslauer, K. J. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 9332.
59. Rubin, E.; McKee, T. L.; Kool, E. T. J. Am. Chem. Soc. 1993, 115, 360.
60. Rubin, E.; Kool, E. T. Angew. Chem. 1994, 106, 1057; Angew. Chem., Int. Ed. Engl. 1994, 33, 1004.
61. Rubin, E.; Kool, E. T. Angew. Chem. 1994, 106, 1057; Angew. Chem., Int. Ed. Engl. 1994, 33, 1004.
62. Samadashwily, G. M.; Dayn, A.; Mirkin, S. M. EMBO J. 1993, 12, 4975.
63. Wang, S.; Kool, E. T. J. Am. Chem. Soc. 1994, 116, 8857.
64. Vo, T.; Wang, S.; Kool, E. T. Nucleic Acids Res. 1995, 23, 2937.
65. Kandimalla, E. R.; Agrawal, S.; Vekataraman, G.; Sasisekharan, V.J. Am. Chem. Soc. 1995, 117, 6416.
66. Reynolds, M. A.; Arnold, L. J.; Almazan, M. T.; Beck, T. A.; Hogrefe, R. I.; Metzler, M. D.; Stoughto, S. R.; Tseng, B. Y.; Trapane, T. L.; Ts'o, P. O. P. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 12433.
67. Trapane, T. L.; Christophersson, M. S.; Roby, C. D.; Ts'o, P. O. P.; Wang, D. J. Am. Chem. Soc. 1994, 116, 8412.
68. Bandaru, R.; Hashimoto, H.; Switzer, C. J. Org. Chem. 1995, 60, 786.
69. Kandimalla, E. R.; Manning, A. N.; Agrawal, S. J. Biomol. Struct. Dyn. 1995, 13, 483.
70. Perkins, T. A.; Goodman, J. L.; Kool, E. T. J. Chem. Soc., Chem. Commun. 1993, 215.
71. Ryan, K. Ph.D. Thesis, University of Rochester, 1996.
72. Ryan, K.; Kool, E. T. Chem. Biol. 1998, 5, 59.
73. (a) Ulanovsky, L.; Bodner, M.; Trifonov, E. N.; Choder, M. Proc. Nat. Acad. Sci. U.S.A. 1986, 83, 862.
74. (b) Koo, H.-S.; Drak, J.; Rice, J. A.; Crothers, D. M. Biochemistry 1990, 29, 4227.
75. Amabilino, D. B.; Stoddardt, J. F. Chem. Rev. 1995, 95, 2725.
76. Onrust, R.; Finkelstein, J.; Naktinis, V.; Turner, J.; Fang, L.; O'Donnell, M. J. Biol. Chem. 1995, 270, 13348.
77. Puttaraju, M.; Been, M. D. Nucleic Acids Symp. Ser. 1995, 49.
78. Gao, H.; Yang, M.; Patel, R.; Cook, A. F. Nucleic Acids Res. 1995, 23, 2025.
79. Sands, H.; Gorey-Feret, L. J.; Ho, S. P.; Bao, Y.; Cocuzza, A. J.; Chidester, D.; Hobbs, F. W. Mol. Pharm. 1995, 47, 636.
80. Aguilar, L.; Hemar, A.; Dautryvarsat, A.; Blumenfeld, M. Antisense Nucleic Acid Drug Dev. 1996, 6, 157.
81. Chisel, C.; Ugarte, E.; Enjolras, N.; Vasseur, M.; Blumenfeld, M. Nucleic Acids Res. 1993, 21, 3405.
82. Ma, M. Y. X.; McCallum, K.; Climie, S. C.; Kuperman, R.; Lin, W. C.; Sumner-Smith, M.; Barnett, R. W. Nucleic Acids Res. 1993, 21, 2585.
83. Eisenberg, S.; Scott, J. F.; Kornberg, A. Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 3151.
84. Fire, A.; Xu, S.-Q. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 4641.
85. Liu, D.; Daubendiek, S. L.; Zillmann, M. A.; Ryan, K.; Kool, E. T. J. Am. Chem. Soc. 1996, 118, 1587.
86. Brown, S. Nature Biotechnol. 1997, 15, 269.
87. Daubendiek, S. L.; Ryan, K.; Kool, E. T. J. Am. Chem. Soc. 1995, 117, 7818.
88. Kasas, S.; Thomson, N. H.; Smith, B.; Hansma, H. G.; Zhu, X.; Guthold, M.; Bustamente, C.; Kool, E. T.; Kashlev, M.; Hansma, P. K. Biochemistry 1997, 36, 6, 461.
89. Daubendiek, S. L.; Kool, E. T. Nature Biotechnol. 1997, 15, 273.