Glycylcyclines bind to the high-affinity tetracycline ribosomal binding site and evade Tet(M)- and Tet(O)-mediated ribosomal protection

Antimicrobial Agents and Chemotherapy

Volumn 40, Issue 9, 1996, Pages 2226-2228

  Bergeron, Jay ^a   Ammirati, Mark ^a   Danley, Dennis ^a   James, Larry ^a   Norcia, Mike ^a   Retsema, James ^a   Strick, Christine A ^a   Su, Wei Guo ^a   Sutcliffe, Joyce ^a   Wondrack, Lillian ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DIMETHYLGLYCINE; DOXYCYCLINE; RIBOSOME RNA; TETRACYCLINE DERIVATIVE;

AGAR GEL DIFFUSION; ARTICLE; DRUG BINDING; DRUG POTENCY; DRUG TRANSPORT; ESCHERICHIA COLI; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; R FACTOR; RIBOSOME;

EID: 9544247854     PISSN: 00664804     EISSN: None     Source Type: Journal    
DOI: 10.1128/aac.40.9.2226     Document Type: Article

References (24)

1. Barden, T. C., B. L. Buckwalter, R. T. Testa, P. J. Petersen, and V. J. Lee. 1994. "Glycylcyclines." 3. 9-Aminodoxycyclinecarboxamides. J. Med. Chem. 37:3205-3211.
2. Burdett, V. 1986. Streptococcal tetracycline resistance mediated at the level of protein synthesis. J. Bacteriol. 165:564-569.
3. Burdett, V. 1991. Purification and characterization of Tet(M), a protein that renders ribosomes resistant to tetracycline. J. Biol. Chem. 266:2872-2877.
4. Chopra, I., P. M. Hawkey, and M. Hinton. 1992. Tetracyclines, molecular and clinical aspects. J. Antimicron. Chemother. 29:245-277.
5. Eliopoulos, G. M., C. B. Wennersten, G. Cole, and R. C. Moellering. 1994. In vitro activity of two glycylcyclines against gram-positive bacteria. Antimicrob. Agents Chemother. 38:534-541.
6. English, A. R., J. A. Retsema, A. E. Girard, W. Shelkly, and J. E. Lynch. 1984. Evaluation of three 4"-deoxy-4"-sulfonamido-oleandomycin derivatives with erythromycin-like antibacterial potency. Antimicroh. Agents Chemother. 25:118-122.
7. Girard, A. E., D. Girard, A. R. English, T. D. Gootz, C. R. Cimochowski, J. A. Faiella, S. L. Haskell, and J. A. Retsema. 1987. Pharmacokinetic and in vivo studies with azithromycin (CP-62,993), a new macrolide with an extended half-life and excellent tissue distribution. Antimicrob. Agents Chemother. 31:1948-1954.
8. Goldman, R. A., T. Hasan, C. C. Hall, W. A. Strycharz, and B. S. Cooperman. 1983. Photoincorporation of tetracycline into Escherichia coli ribosomes. Identification of the major proteins photolabelled by native tetracycline and tetracycline photoproducts and implications for the inhibitory action of tetracycline on protein synthesis. Biochemistry 22:359-368.
9. Grewal, J., E. K. Manavathu, and D. E. Taylor. 1993. Effect of mutational alteration of Asn-128 in the putative GTP-binding domain of tetracycline resistance determinant Tet(O) from Campylobacter jejuni. Antimicrob. Agents Chemother. 37:2645-2549.
10. Manavathu, E. K., C. L. Fernandez, B. S. Cooperman, and D. E. Taylor. 1990. Molecular studies on the mechanism of tetracycline resistance mediated by Tet(O). Antimicrob. Agents Chemother. 34:71-77.
11. Rasmussen, B. A., Y. Gluzman, and F. P. Tally. 1994. Inhibition of protein synthesis occurring on tetracycline-resistant, TetM-protected ribosomes by a novel class of tetracyclines, the glycylcyclines. Antimicrob. Agents Chemother. 38:1658-1660.
12. Scatchard, G. 1949. The attractions of proteins for small molecules and ions. Ann. N. Y. Acad. Sci. 51:660-671.
13. Shen, L. L., W. E. Kohlbrenner, D. Weigl, and J. Baranowski. 1989. Mechanism of quinolone inhibition of DNA gyrase. J. Biol. Chem. 264:2973-2978.
14. + antiporter. Antimicrob. Agents Chemother. 39:247-249.
15. Speer, B. S., N. B. Shoemaker, and A. A. Salvers. 1992. Bacterial resistance to tetracycline: mechanisms, transfer, and clinical significance. Clin. Microbiol. Rev. 5:387-399.
16. Strel'tsov, S. A., M. K. Kukhanova, G. V. Gurskii, A. A. Kraevskii, I. V. Belyavskaya, L. S. Viktorova, A. D. Treboganov, and B. P. Gottikh. 1976. Binding of hydroxytetracycline to E. coli ribosomes. Mol. Biol. (Engl. Transl. Mol. Biol. [Moscow]) 9:729-738.
17. Studier, F. W., and B. A. Moffatt. 1986. Use of bacteriophage T7 RNA polymerase to direct selective high-level expression of cloned genes. J. Mol. Biol. 189:113-130.
18. Studier, F. W., A. H. Rosenberg, J. J. Dunn, and I. W. Dubendorff. 1990. Use of T7 polymerase to direct expression of cloned genes. Methods Enzymol. 185:60-82.
19. Sum, P. E., P.-E. Lee, R. T. Testa, J. J. Hlivka, G. A. Ellestad, J. D. Bloom, T. Gluzman, and F. P. Tally. 1994. Glycylcyclines. I. A new generation of potent antibacterial agents through modification of 9-aminotetracyclines. J. Med. Chem. 37:184-188.
20. Taylor, D. E., K. Hiratsuka, H. Ray, and E. K. Manavathu. 1987. Characterization and expression of a cloned tetracycline resistance determinant from Campylobacter jejuni plasmid pUA466. J. Bacteriol. 169:2984-2989.
21. Taylor, D. E., L. J. Jerome, J. Grewal, and N. Chang. 1995. Tet(O), a protein that mediates ribosomal protection to tetracycline, binds, and hydrolyses GTP. Can. J. Microbiol. 41:965-970.
22. Testa, R. T., P. J. Petersen, N. V. Jacobus, P.-E. Sum, V. J. Lee, and F. P. Tally. 1993. In vitro and in vivo antibacterial activities of the glycylcyclines, a new class of semisynthetic tetracyclines. Antimicrob. Agents Chemother. 37:2270-2277.
23. Towbin, H., T. Staehelin, and J. Gordon. 1979. Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: procedure and some applications. Proc. Natl. Acad. Sci. USA 76:4350-4354.
24. Traub, P., S. Mizushima, C. V. Lowry, and M. Nomura. 1971. Reconstitution of ribosomes from subribosomal components. Methods Enzymol. 20:391-407.