An Approach to Enhance Specificity against RNA Targets Using Heteroconjugates of Aminoglycosides and Chloramphenicol (or Linezolid)

Journal of the American Chemical Society

Volumn 126, Issue 7, 2004, Pages 1956-1957

  Lee, Jongkook ^a   Kwon, Miyun ^a   Lee, Kyung Hyun ^a   Jeong, Sunjoo ^b   Hyun, Soonsil ^a   Shin, Kye Jung ^a   Yu, Jaehoon ^a  

^a Korea Institute of Science and Technology   (South Korea)

^b Dankook University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOGLYCOSIDE ANTIBIOTIC AGENT; CHLORAMPHENICOL; LINEZOLID;

ARTICLE; BINDING AFFINITY; CONFORMATIONAL TRANSITION; DERIVATIZATION; DRUG TARGETING; HYDROGEN BOND; MOLECULAR INTERACTION; MOLECULAR RECOGNITION; PROTEIN SECONDARY STRUCTURE; RNA BINDING; TISSUE SPECIFICITY; X RAY CRYSTALLOGRAPHY;

ACETAMIDES; AMINOGLYCOSIDES; CHLORAMPHENICOL; FRAMYCETIN; NUCLEIC ACID CONFORMATION; OXAZOLIDINONES; RNA; STRUCTURE-ACTIVITY RELATIONSHIP; SUBSTRATE SPECIFICITY;

EID: 1242319523     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja038937y     Document Type: Article

References (25)

1. (a) Gallego, J.; Varani, G. Acc. Chem. Res. 2001, 34, 836-843.
2. (b) Sucheck, S. J.; Wong, C.-H. Curr. Opin. Chem. Biol. 2000, 4, 678-686.
3. Schroeder, R.; Waldsich, C.; Wank, H. EMBO J. 2000, 19, 1-9.
4. Leulliot, N.; Varani, G. Biochemistry 2001, 40, 7947-7956.
5. Kotra, L. P.; Haddad, J.; Mobashery, S. Antimicrob. Agents Chemother. 2000, 44, 3249-3256.
6. Park, W. K. C.; Auer, M.; Jaksche, H.; Wong, C.-H. J. Am. Chem. Soc. 1996, 118, 10150-10155.
7. (a) Tok, J. B. H.; Dunn, L.; Des Jean, R. C. Bioorg. Med. Chem. Lett. 2001, 11, 1127-1131.
8. (b) Wang, H.; Tor, Y. Bioorg. Med. Chem. Lett. 1997, 7, 1951-1954.
9. Litovchick, A.; Evdokimov, A. G.; Lapidot, A. Biochemistry 2000, 39, 2838-2852.
10. Wong, C.-H.; Hendrix, M.; Manning, D. D.; Rosenbohm, C.; Greenberg, W. A. J. Am. Chem. Soc. 1998, 120, 8319-8327.
11. Kirk, S. R.; Luedtke, N. W.; Tor, Y. J. Am. Chem. Soc. 2000, 122, 980-981.
12. Werstuck, G.; Zapp, M. L.; Green, M. R. Chem. Biol. 1996, 3, 129-134.
13. Jiang, L.; Majumdar, A.; Hu, W.; Jaishree, T. J.; Xu, W.; Patel, D. J. Chem. Biol. 1999, 7, 817-827.
14. (a) Schnare, M. N.; Damberger, S. H.; Gary, M. W.; Gutell, R. R. J. Mol. Biol. 1996, 256, 701-719.
15. (b) Fourmy, D.; Recht, M. I.; Blanchard, S. C.; Puglisi, J. D. Science 1996, 274, 1367-1371.
16. Schlunzen, F.; Zarivach, R.; Harms, J.; Bashan, A.; Tocilj, A.; Albrecht, R.; Yonath, A.; Franceschi, F. Nature 2001, 413, 814-821.
17. Burke, D. H.; Hoffman, D. C.; Brown, A.; Hansen, M.; Pardi, A.; Gold, L. Chem. Biol. 1997, 4, 833-843.
18. Thompson, J.; O'Connor, M.; Mills, J. A., Dahlberg, A. E. J. Mol. Biol. 2002, 322, 273-279.
19. Colca, J. R.; McDonald, W. G.; Waldon, D. J.; Thomasco, L. M.; Gadwood, R. C.; Lund, E. T.; Cavey, G. S.; Mathews, W. R.; Adams, L. D.; Cecil, E. T.; Pearson, J. D.; Bock, J. H.; Mott, J. E.; Shinabarger, D. L.; Xiong, L.; Mankin, A. S. J. Biol. Chem. 2003, 278, 21972-21979.
20. Cashman, D. R.; Rife, J. P.; Kellogg, G. E. Bioorg. Med. Chem. Lett. 2001, 11, 119-122.
21. Wang, H.; Tor, Y. Angew. Chem., Int. Ed. 1998, 37, 109-111.
22. Hansch, C.; Nakamoto, K.; Gorin, M.; Denisevich, P. J. Med. Chem. 1973, 16, 917-922.
23. Park, C.-H.; Brittelli, D. R.; Wang, C. L.-J.; Marsh, F. D.; Gregory, W. A.; Wuonola, M. A.; McRipley, R. J.; Eberly, V. S.; Slee, A. M.; Forbes, M. J. Med. Chem. 1992, 35, 1156-1165.
24. See Supporting Information for experimental details.
25. Kwon, M.; Chun, S.-M.; Jeong, S.; Yu, J. Mol. Cells 2001, 11, 303-311.