Selective cleavage of the HIV-1 TAR-RNA with a peptide-cyclen conjugate

Angewandte Chemie - International Edition

Volumn 38, Issue 15, 1999, Pages 2243-2245

  Michaelis, Katrin ^a   Kalesse, Markus ^a  

^a LEIBNIZ UNIVERSITY HANNOVER   (Germany)

Author keywords

Macrocycles; Nucleic acids; Peptides; RNA

Indexed keywords

MACROCYCLIC COMPOUND; NUCLEIC ACID; PEPTIDE; TRANSACTIVATOR PROTEIN; VIRUS RNA;

ARTICLE; BINDING SITE; CONJUGATE; HUMAN IMMUNODEFICIENCY VIRUS 1; HYDROLYSIS; PH; PROTEIN RNA BINDING; RNA CLEAVAGE; TEMPERATURE; TRANSCRIPTION REGULATION; VIRUS TRANSCRIPTION;

EID: 0033517092     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19990802)38:15<2243::AID-ANIE2243>3.0.CO;2-V     Document Type: Article

References (26)

1. a) C. Dingwall, I. Ernberg, M. J. Gait, S. M. Green, S. Heaphy, J. Karn, A. D. Lowe, M. Singh, M. A. Skinner, EMBO J. 1990, 9, 4145;
2. b) U. Delling, L. S. Reid, R. W. Barnett, M. Y.-X. Ma, S. Climie, M. Summer-Smith, N. Sonnenberg, J. Virol. 1992, 65, 7012.
3. a) B. J. Calnan, B. Tidor, S. Biancalana, D. Hudson, A. D. Frankel, Science 1991, 252, 1167;
4. b) J. D. Puglisi, R. Tan, B. J. Calnan, A. D. Frankel, J. R. Williamson, Science 1992, 257, 76;
5. c) M. J. Churcher, C. Lamont, F. Hamy, C. Dingwall, S. M. Green, A. D. Lowe, P. J. G. Butler, M. J. Gait, J. Karn, J. Mol. Biol. 1993, 230, 90;
6. d) F. Hamy, U. Assline, J. Grasby, S. Iwai, C. Pritchard, G. Slim, P. J. G. Butler, J. Karn, M. J. Gait. J. Mol. Biol. 1993, 230, 111;
7. e) F. Aboul-ela, J. Karn, G. Varani, J. Mol. Biol. 1995, 253, 313;
8. f) M. A. Farrow, F. Aboul-ela, D. Owen, A. Karpeisky, L. Beigelman, M. J. Gait, Biochemistry 1998, 37, 3096.
9. P. A. Sharp, R. A. Marciniak, Cell 1989, 59, 229.
10. a) K. M. Weeks, C. Ampe, S. C. Schultz, T. A. Steitz, D. M. Crothers, Science 1990, 249, 1281;
11. b) A. D. Frankel, Protein Sci. 1992, 1, 1539.
12. [6]
13. -] of 6.
14. 4 = 10.53.
15. 4 = 10.53.
16. J. Hall, D. Hüsken, U. Pieles, H. E. Moser, R. Häner, Chem. Biol. 1994, 1, 185.
17. a) S. Matsuda, A. Ishikubo, A. Kuzuya, M. Yashiro, M. Komiyama, Angew. Chem. 1998, 110, 3477-3479; Angew. Chem, Int. Ed. 1998, 37, 3284-3286; M. Yashiro, A. Ishikubo, M. Komiyama, J. Chem. Soc. Chem. Commun. 1995, 1793-1794.
18. a) S. Matsuda, A. Ishikubo, A. Kuzuya, M. Yashiro, M. Komiyama, Angew. Chem. 1998, 110, 3477-3479; Angew. Chem, Int. Ed. 1998, 37, 3284-3286; M. Yashiro, A. Ishikubo, M. Komiyama, J. Chem. Soc. Chem. Commun. 1995, 1793-1794.
19. a) S. Matsuda, A. Ishikubo, A. Kuzuya, M. Yashiro, M. Komiyama, Angew. Chem. 1998, 110, 3477-3479; Angew. Chem, Int. Ed. 1998, 37, 3284-3286; M. Yashiro, A. Ishikubo, M. Komiyama, J. Chem. Soc. Chem. Commun. 1995, 1793-1794.
20. Hydrolysis experiments with nonconjugated cyclen gave no RNA cleavage under these conditions for 4 hours. The hexamer 6 did not generate unspecific cleavage even after 6 h.
21. a) M. Komiyama, T. Inokawa, K. Yoshinari, J. Chem. Soc. Chem. Commun. 1995, 77;
22. b) M. Endo, K. Hirata, T. Ihara, Shinji, M. Takagi, M. Komijama, J. Am. Chem. Soc. 1996, 118, 5478-5479;
23. M. Komijama, K. Yoshinari, J. Org. Chem. 1997, 62, 2155;
24. For a recent review of base-catalyzed RNA cleavage, see M. Oivanen, S. Kuusela, H. Loennberg, Chem. Rev. 1998, 98, 961; for a recent review of basic RNase model systems, see K. Kurz, Chem. Unserer Zeit 1998, 32, 94-103.
25. For a recent review of base-catalyzed RNA cleavage, see M. Oivanen, S. Kuusela, H. Loennberg, Chem. Rev. 1998, 98, 961; for a recent review of basic RNase model systems, see K. Kurz, Chem. Unserer Zeit 1998, 32, 94-103.
26. K. Kurz, M. W. Göbel, Helv. Chim. Acta 1996, 79, 1967.