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Chemical Compound Review

CHEBI:17146     (2Z,4S,4aS,12aS)-2-(amino- hydroxy...

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Disease relevance of C02811


High impact information on C02811


Chemical compound and disease context of C02811


Biological context of C02811


Anatomical context of C02811


Associations of C02811 with other chemical compounds

  • A second class of analogs tested, including chelocardin, anhydrotetracycline, 6-thiatetracycline, anhydrochlortetracycline, and 4-epi-anhydrochlortetracycline, failed to inhibit protein synthesis in vitro or were very poor inhibitors [19].
  • TetR H100A and E147A are induced by atc, with and without Mg(2+), showing 110-fold and 1000-fold decreased Mg(2+)-dependent and unchanged Mg(2+)-independent atc binding, respectively [20].
  • All of these Atr mutations are located in the Tn10 tet region; the majority (18 of 20) have no effect on tetR repressor function [21].
  • We have analyzed the tryptophan (trp) fluorescence-decay kinetics of single trp mutants of the Tet repressor protein in the free, the tet operator and anhydrotetracycline (atc)-bound states [22].
  • Association kinetics reveal different recognition of these TetR variants by anhydrotetracycline, but the binding constants indicate similar stabilization [23].

Gene context of C02811

  • Addition of the inducer 5a,6-anhydrotetracycline results in a 270- to 430-fold increase in tetA mRNA and a 35- to 65-fold increase in tetR mRNA [24].
  • Some Atr mutations reduce expression of the tetA gene by altering either the tetR repressor or the tetA promoter [21].
  • IS insertions that result in an Atr Tcs phenotype are clustered in a 150-base-pair promoter-proximal region of the tetA resistance gene [21].
  • After induction by anhydrotetracycline, expression of antisense ftsZ RNA resulted in generation of filamentous B. burgdorferi that were unable to divide and grew more slowly than uninduced cells [13].
  • The Mg(2+)-free binding of atc to TetR leads to induction in vitro, demonstrating that the metal is not necessary to trigger the associated conformational change [20].

Analytical, diagnostic and therapeutic context of C02811


  1. Isolation of pure anhydrotetracycline oxygenase from Streptomyces aureofaciens. Vancurová, I., Volc, J., Flieger, M., Neuzil, J., Novotná, J., Vlach, J., Bĕhal, V. Biochem. J. (1988) [Pubmed]
  2. Evidence that tetracycline analogs whose primary target is not the bacterial ribosome cause lysis of Escherichia coli. Oliva, B., Gordon, G., McNicholas, P., Ellestad, G., Chopra, I. Antimicrob. Agents Chemother. (1992) [Pubmed]
  3. Tetracycline-inducible gene expression in mycobacteria within an animal host using modified Streptomyces tcp830 regulatory elements. Hernandez-Abanto, S.M., Woolwine, S.C., Jain, S.K., Bishai, W.R. Arch. Microbiol. (2006) [Pubmed]
  4. Regulated expression of HPrK/P does not affect carbon catabolite repression of the xyn operon and of rocG in Bacillus subtilis. Bertram, R., Wünsche, A., Sprehe, M., Hillen, W. FEMS Microbiol. Lett. (2006) [Pubmed]
  5. Controlling gene expression in mycobacteria with anhydrotetracycline and Tet repressor. Ehrt, S., Guo, X.V., Hickey, C.M., Ryou, M., Monteleone, M., Riley, L.W., Schnappinger, D. Nucleic Acids Res. (2005) [Pubmed]
  6. Switching off HER-2/neu in a tetracycline-controlled mouse tumor model leads to apoptosis and tumor-size-dependent remission. Schiffer, I.B., Gebhard, S., Heimerdinger, C.K., Heling, A., Hast, J., Wollscheid, U., Seliger, B., Tanner, B., Gilbert, S., Beckers, T., Baasner, S., Brenner, W., Spangenberg, C., Prawitt, D., Trost, T., Schreiber, W.G., Zabel, B., Thelen, M., Lehr, H.A., Oesch, F., Hengstler, J.G. Cancer Res. (2003) [Pubmed]
  7. Ablation of the otcC gene encoding a post-polyketide hydroxylase from the oxytetracyline biosynthetic pathway in Streptomyces rimosus results in novel polyketides with altered chain length. Peric-Concha, N., Borovicka, B., Long, P.F., Hranueli, D., Waterman, P.G., Hunter, I.S. J. Biol. Chem. (2005) [Pubmed]
  8. Independent and tight regulation of transcriptional units in Escherichia coli via the LacR/O, the TetR/O and AraC/I1-I2 regulatory elements. Lutz, R., Bujard, H. Nucleic Acids Res. (1997) [Pubmed]
  9. Relationship between internalization and mRNA decay in down-regulation of recombinant type 1 angiotensin II receptor (AT1) expression in smooth muscle cells. Adams, B., Obertone, T.S., Wang, X., Murphy, T.J. Mol. Pharmacol. (1999) [Pubmed]
  10. Mutations in the Tn10 tet repressor that interfere with induction. Location of the tetracycline-binding domain. Smith, L.D., Bertrand, K.P. J. Mol. Biol. (1988) [Pubmed]
  11. Multicopy Tn10 tet plasmids confer sensitivity to induction of tet gene expression. Moyed, H.S., Nguyen, T.T., Bertrand, K.P. J. Bacteriol. (1983) [Pubmed]
  12. Subcellular localization of enzymes in Streptomyces aureofaciens and its alteration by benzyl thiocyanate. II. Anhydrotetracycline oxygenase and glucose-6-phosphate dehydrogenase. Erban, V., Trilisenko, L.V., Novotná, J., Bĕhal, V., Kulaev, I.S., Hostálek, Z. Folia Microbiol. (Praha) (1987) [Pubmed]
  13. Borrelia burgdorferi ftsZ plays a role in cell division. Dubytska, L., Godfrey, H.P., Cabello, F.C. J. Bacteriol. (2006) [Pubmed]
  14. Cloning and heterologous expression in Streptomyces lividans of Streptomyces rimosus genes involved in oxytetracycline biosynthesis. Binnie, C., Warren, M., Butler, M.J. J. Bacteriol. (1989) [Pubmed]
  15. Differential pulse polarography of some degradation products of tetracycline. Jochsberger, T., Cutie, A.J., Wang, H.Y., Mary, N.Y. Journal of pharmaceutical sciences. (1982) [Pubmed]
  16. A generic strategy for subcloning antibody variable regions from the scFv phage display vector pCANTAB 5 E into pASK85 permits the economical production of F(ab) fragments and leads to improved recombinant immunoglobulin stability. Kramer, K., Fiedler, M., Skerra, A., Hock, B. Biosensors & bioelectronics. (2002) [Pubmed]
  17. Structural requirements of tetracycline-Tet repressor interaction: determination of equilibrium binding constants for tetracycline analogs with the Tet repressor. Degenkolb, J., Takahashi, M., Ellestad, G.A., Hillen, W. Antimicrob. Agents Chemother. (1991) [Pubmed]
  18. Subcellular organization of Streptomyces aureofaciens and overproduction of chlortetracycline. Hostálek, Z., Novotná, J., Starý, V., Kalachová, L., Vorísek, J. Biotechnology advances. (1990) [Pubmed]
  19. Molecular basis of tetracycline action: identification of analogs whose primary target is not the bacterial ribosome. Rasmussen, B., Noller, H.F., Daubresse, G., Oliva, B., Misulovin, Z., Rothstein, D.M., Ellestad, G.A., Gluzman, Y., Tally, F.P., Chopra, I. Antimicrob. Agents Chemother. (1991) [Pubmed]
  20. Tet repressor induction without Mg2+. Scholz, O., Schubert, P., Kintrup, M., Hillen, W. Biochemistry (2000) [Pubmed]
  21. Mutations in multicopy Tn10 tet plasmids that confer resistance to inhibitory effects of inducers of tet gene expression. Moyed, H.S., Bertrand, K.P. J. Bacteriol. (1983) [Pubmed]
  22. Conformational changes induced in the Tet repressor protein TetR(B) upon operator or anhydrotetracycline binding as revealed by time-resolved fluorescence spectroscopy on single tryptophan mutants. Kunz, M., Kintrup, M., Hillen, W., Schneider, S. Photochem. Photobiol. (2000) [Pubmed]
  23. Tet repressor residues indirectly recognizing anhydrotetracycline. Schubert, P., Pfleiderer, K., Hillen, W. Eur. J. Biochem. (2004) [Pubmed]
  24. Promoter mutations affecting divergent transcription in the Tn10 tetracycline resistance determinant. Daniels, D.W., Bertrand, K.P. J. Mol. Biol. (1985) [Pubmed]
  25. Characterization of a tobacco Bright Yellow 2 cell line expressing the tetracycline repressor at a high level for strict regulation of transgene expression. David, K.M., Perrot-Rechenmann, C. Plant Physiol. (2001) [Pubmed]
  26. Partial purification and characterization of anhydrotetracycline oxygenase of Streptomyces aureofaciens. Vancurová, I., Flieger, M., Volc, J., Benes, M.J., Novotná, J., Neuzil, J., Bĕhal, V. J. Basic Microbiol. (1987) [Pubmed]
  27. A high performance liquid chromatographic system for the analysis of tetracycline drug standards, analogs, degradation products and other impurities. Mack, G.D., Ashworth, R.B. Journal of chromatographic science. (1978) [Pubmed]
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