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Chemical Compound Review

CHEMBL389471     [(3S,4R,5S,6R)-5-hydroxy-6- [2-hydroxy-3...

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Disease relevance of COUMERMYCIN


High impact information on COUMERMYCIN


Chemical compound and disease context of COUMERMYCIN


Biological context of COUMERMYCIN


Anatomical context of COUMERMYCIN


Associations of COUMERMYCIN with other chemical compounds


Gene context of COUMERMYCIN

  • Dimerization of Stat3-GyrB by coumermycin mimicked the effect of IL-10, and expression of DeltaStat3 blocked the anti-proliferative activity of IL-10 [29].
  • Coumermycin induced autophosphorylation of GyrB-Jak2 fusion proteins, thus bypassing receptor activation [18].
  • To investigate the specific role of dimerization in the internalization process of GPCRs, we generated a fusion protein of hPAFR and bacterial DNA gyrase B (GyrB), dimerized through the addition of coumermycin [30].
  • To study the early consequences of ectopic ALK activation, a GyrB-ALK fusion was constructed that allowed regulated dimerization with the addition of coumermycin [31].
  • Not all sites were equally sensitive to oxolinic acid concentration, some sites exhibited an altered cleavage frequency when the gyrB225 delta topA mutant strain DM800 was compared with wild-type cells, and coumermycin selectively changed the cleavage frequency at a few sites in the mutant strain DM800 [32].

Analytical, diagnostic and therapeutic context of COUMERMYCIN

  • Site-directed mutagenesis of the lambda repressor-binding domain resulted in significant reduction of basal expression levels and an induction reaching four orders of magnitude in stably transfected 293A cells in response to coumermycin [33].
  • In coumermycin assembly, the corresponding ligase CouL makes the bis-amide by tandem ligation of two aminocoumarins to a dicarboxypyrrole [34].
  • No interaction between DNA and coumermycin A1 was observed with the following analytical procedures: ultraviolet difference spectra, DNA absorbance-temperature transitions, equilibrium buoyant density centrifugation, and DNA cross-linking determinations [35].
  • We have used resistance to the coumarin antibiotic coumermycin A1, an inhibitor of DNA gyrase, as a genetic marker to monitor the transformation of B. burgdorferi by electroporation [36].
  • Western blot analysis revealed a 1.4- and 1.5-fold increase in GroEL synthesis following a temperature upshift or by inhibiting DNA supercoiling with coumermycin A1, respectively [37].


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  2. Novobiocin and coumermycin inhibit DNA supercoiling catalyzed by DNA gyrase. Gellert, M., O'Dea, M.H., Itoh, T., Tomizawa, J. Proc. Natl. Acad. Sci. U.S.A. (1976) [Pubmed]
  3. Novel template requirements of N4 virion RNA polymerase. Falco, S.C., Zivin, R., Rothman-Denes, L.B. Proc. Natl. Acad. Sci. U.S.A. (1978) [Pubmed]
  4. Mechanism of inhibition of vaccinia DNA topoisomerase by novobiocin and coumermycin. Sekiguchi, J., Stivers, J.T., Mildvan, A.S., Shuman, S. J. Biol. Chem. (1996) [Pubmed]
  5. Herpes simplex virus cloned DNA fragments induce coumermycin A1 resistance in Escherichia coli. Pearson, R.E., Conley, A.J. J. Virol. (1984) [Pubmed]
  6. DNA gyrase is a host factor required for transposition of Tn5. Isberg, R.R., Syvanen, M. Cell (1982) [Pubmed]
  7. Torsional tension in the DNA double helix measured with trimethylpsoralen in living E. coli cells: analogous measurements in insect and human cells. Sinden, R.R., Carlson, J.O., Pettijohn, D.E. Cell (1980) [Pubmed]
  8. Activation of the Raf-1 kinase cascade by coumermycin-induced dimerization. Farrar, M.A., Alberol-Ila, n.u.l.l., Perlmutter, R.M. Nature (1996) [Pubmed]
  9. Regulation of L-selectin-mediated rolling through receptor dimerization. Li, X., Steeber, D.A., Tang, M.L., Farrar, M.A., Perlmutter, R.M., Tedder, T.F. J. Exp. Med. (1998) [Pubmed]
  10. Fluoroquinolone-dependent DNA supercoiling by Vaccinia topoisomerase I. Kamau, E., Grove, A. J. Mol. Biol. (2004) [Pubmed]
  11. Susceptibility of Campylobacter species to nalidixic acid, enoxacin, and other DNA gyrase inhibitors. Taylor, D.E., Ng, L.K., Lior, H. Antimicrob. Agents Chemother. (1985) [Pubmed]
  12. Treatment of Staphylococcus aureus endocarditis in rats with coumermycin A1 and ciprofloxacin, alone or in combination. Perronne, C.M., Malinverni, R., Glauser, M.P. Antimicrob. Agents Chemother. (1987) [Pubmed]
  13. Susceptibility of multiply antibiotic-resistant pneumococci to the new quinoline antibiotics, nalidixic acid, coumermycin, and novobiocin. Gombert, M.E., Aulicino, T.M. Antimicrob. Agents Chemother. (1984) [Pubmed]
  14. Identification of the coumermycin A(1) biosynthetic gene cluster of Streptomyces rishiriensis DSM 40489. Wang, Z.X., Li, S.M., Heide, L. Antimicrob. Agents Chemother. (2000) [Pubmed]
  15. Heterologous dimerization domains functionally substitute for the double-stranded RNA binding domains of the kinase PKR. Ung, T.L., Cao, C., Lu, J., Ozato, K., Dever, T.E. EMBO J. (2001) [Pubmed]
  16. An unusual mechanism for resistance to the antibiotic coumermycin A1. del Castillo, I., Vizán, J.L., Rodríguez-Sáinz, M.C., Moreno, F. Proc. Natl. Acad. Sci. U.S.A. (1991) [Pubmed]
  17. Membrane localization of Raf assists engagement of downstream effectors. Farrar, M.A., Tian, J., Perlmutter, R.M. J. Biol. Chem. (2000) [Pubmed]
  18. Activation and functional analysis of Janus kinase 2 in BA/F3 cells using the coumermycin/gyrase B system. Mohi, M.G., Arai, K., Watanabe, S. Mol. Biol. Cell (1998) [Pubmed]
  19. Conditional activation of Janus kinase (JAK) confers factor independence upon interleukin-3-dependent cells. Essential role of Ras in JAK-triggered mitogenesis. Mizuguchi, R., Hatakeyama, M. J. Biol. Chem. (1998) [Pubmed]
  20. Chimeric VEGFRs are activated by a small-molecule dimerizer and mediate downstream signalling cascades in endothelial cells. Knight, E.L., Warner, A.J., Maxwell, A., Prigent, S.A. Oncogene (2000) [Pubmed]
  21. Novobiocin and coumermycin A1 inhibit viral replication and the reactivation of herpes simplex virus type 1 from the trigeminal ganglia of latently infected mice. Spivack, J.G., O'Boyle, D.R., Fraser, N.W. J. Virol. (1987) [Pubmed]
  22. Intraphagocytic penetration of antibiotics. Van der Auwera, P., Matsumoto, T., Husson, M. J. Antimicrob. Chemother. (1988) [Pubmed]
  23. Coumermycin inhibition of murine retrovirus replication in cultured cells. Varnier, O.E., Muratore, O., Raffanti, S.P., Melioli, G., Palù, G., Schito, G.C. J. Antimicrob. Chemother. (1984) [Pubmed]
  24. DNA gyrase: subunit structure and ATPase activity of the purified enzyme. Mizuuchi, K., O'Dea, M.H., Gellert, M. Proc. Natl. Acad. Sci. U.S.A. (1978) [Pubmed]
  25. Illegitimate recombination mediated in vitro by DNA gyrase of Escherichia coli: structure of recombinant DNA molecules. Ikeda, H., Aoki, K., Naito, A. Proc. Natl. Acad. Sci. U.S.A. (1982) [Pubmed]
  26. Heat shock regulatory gene (htpR) of Escherichia coli is required for growth at high temperature but is dispensable at low temperature. Yura, T., Tobe, T., Ito, K., Osawa, T. Proc. Natl. Acad. Sci. U.S.A. (1984) [Pubmed]
  27. Characterization of SyrC, an Aminoacyltransferase Shuttling Threonyl and Chlorothreonyl Residues in the Syringomycin Biosynthetic Assembly Line. Singh, G.M., Vaillancourt, F.H., Yin, J., Walsh, C.T. Chem. Biol. (2007) [Pubmed]
  28. Effects of nucleotide analogues on human immunodeficiency virus type 1 integrase. Mazumder, A., Neamati, N., Sommadossi, J.P., Gosselin, G., Schinazi, R.F., Imbach, J.L., Pommier, Y. Mol. Pharmacol. (1996) [Pubmed]
  29. IL-10 inhibits macrophage activation and proliferation by distinct signaling mechanisms: evidence for Stat3-dependent and -independent pathways. O'Farrell, A.M., Liu, Y., Moore, K.W., Mui, A.L. EMBO J. (1998) [Pubmed]
  30. Agonist-independent desensitization and internalization of the human platelet-activating factor receptor by coumermycin-gyrase B-induced dimerization. Perron, A., Chen, Z.G., Gingras, D., Dupre, D.J., Stankova, J., Rola-Pleszczynski, M. J. Biol. Chem. (2003) [Pubmed]
  31. The nucleophosmin-anaplastic lymphoma kinase fusion protein induces c-Myc expression in pediatric anaplastic large cell lymphomas. Raetz, E.A., Perkins, S.L., Carlson, M.A., Schooler, K.P., Carroll, W.L., Virshup, D.M. Am. J. Pathol. (2002) [Pubmed]
  32. DNA gyrase on the bacterial chromosome. Oxolinic acid-induced DNA cleavage in the dnaA-gyrB region. Franco, R.J., Drlica, K. J. Mol. Biol. (1988) [Pubmed]
  33. A coumermycin/novobiocin-regulated gene expression system. Zhao, H.F., Boyd, J., Jolicoeur, N., Shen, S.H. Hum. Gene Ther. (2003) [Pubmed]
  34. CouO and NovO: C-methyltransferases for tailoring the aminocoumarin scaffold in coumermycin and novobiocin antibiotic biosynthesis. Pacholec, M., Tao, J., Walsh, C.T. Biochemistry (2005) [Pubmed]
  35. Coumerimycin A1: A preferential inhibitor of replicative DNA synthesis in Escherichia coli. II. In vivo characterization. Ryan, M.J., Wells, R.D. Biochemistry (1976) [Pubmed]
  36. Genetic transformation of the Lyme disease agent Borrelia burgdorferi with coumarin-resistant gyrB. Samuels, D.S., Mach, K.E., Garon, C.F. J. Bacteriol. (1994) [Pubmed]
  37. Characterization and expression analysis of the groESL operon of Bartonella bacilliformis. Callison, J.A., Battisti, J.M., Sappington, K.N., Smitherman, L.S., Minnick, M.F. Gene (2005) [Pubmed]
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