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Chemical Compound Review

Tautomycin     [(3R,4R,5R,8S,9S,12R)-12- [(2S,3S,6R,8S,9R)...

Synonyms: CHEMBL505512, CTK8E8541, DNC014580, AC1L99OL, C05372, ...
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Disease relevance of C05372

  • Tautomycin from the bacterium Streptomyces verticillatus. Another potent and specific inhibitor of protein phosphatases 1 and 2A [1].
  • Conversely, inhibiting phosphatase activity with the protein phosphatase inhibitor tautomycin, or increasing extracellular calcium concentration, results in the 10-Hz tetanus, inducing LTP [2].
  • We found that tautomycin neither enhanced TNF alpha mRNA expression in mouse skin nor induced TNF alpha release in a human stomach cancer cell line (KATO III cells), whereas okadaic acid did both [3].
  • In the presence of tautomycin, cells with blebs turned into segmented forms with smooth surfaces after 15 min and into smooth round shapes without microprotuberance after 60 min [4].
  • Induction of morphological change of human myeloid leukemia and activation of protein kinase C by a novel antibiotic, tautomycin [5].

High impact information on C05372


Biological context of C05372


Anatomical context of C05372

  • The role of cellular phosphatase activity in regulation of smooth muscle L-type Ca2+ channels was investigated using tautomycin, a potent and specific inhibitor of serin/threonin phosphatases type 1 and 2A [15].
  • Tautomycin (1-100 nM) inhibited Ca2+ channel activity in smooth muscle cells isolated from human umbilical vein [15].
  • The effects of tautomycin and its derivatives on protein phosphatases PP1 and PP2A and their apoptosis-inducing activity toward human leukemia Jurkat cells were examined, and the relationship between chemical structure and function was discussed [16].
  • Incubation of adipocytes with 1 microM okadaic acid inhibited PP2A by 75% and PP1 activity by only 17%, while 1 microM tautomycin inhibited PP1 activity by 54% and PP2A by only 7% [17].
  • Exceptions showing no response were limited to the pyloric mucosa for okadaic acid, the pyloric and fundic mucosa for calyculin A and the pyloric mucosa for tautomycin [18].

Associations of C05372 with other chemical compounds


Gene context of C05372


Analytical, diagnostic and therapeutic context of C05372


  1. Tautomycin from the bacterium Streptomyces verticillatus. Another potent and specific inhibitor of protein phosphatases 1 and 2A. MacKintosh, C., Klumpp, S. FEBS Lett. (1990) [Pubmed]
  2. Protein kinase and phosphatase activity regulate the form of synaptic plasticity expressed. Coussens, C.M., Teyler, T.J. Synapse (1996) [Pubmed]
  3. Tautomycin: an inhibitor of protein phosphatases 1 and 2A but not a tumor promoter on mouse skin and in rat glandular stomach. Suganuma, M., Okabe, S., Sueoka, E., Nishiwaki, R., Komori, A., Uda, N., Isono, K., Fujiki, H. J. Cancer Res. Clin. Oncol. (1995) [Pubmed]
  4. Morphological changes and reorganization of actinfilaments in human myeloid leukemia cells induced by a novel protein phosphatase inhibitor, tautomycin. Kurisaki, T., Magae, J., Nagai, K., Hirata, A., Kusaka, I., Shinji, H., Morikawa, M., Yoshida, T., Isono, K., Yamasaki, M. Cell Struct. Funct. (1993) [Pubmed]
  5. Induction of morphological change of human myeloid leukemia and activation of protein kinase C by a novel antibiotic, tautomycin. Magae, J., Watanabe, C., Osada, H., Cheng, X.C., Isono, K. J. Antibiot. (1988) [Pubmed]
  6. Intracellular trafficking of furin is modulated by the phosphorylation state of a casein kinase II site in its cytoplasmic tail. Jones, B.G., Thomas, L., Molloy, S.S., Thulin, C.D., Fry, M.D., Walsh, K.A., Thomas, G. EMBO J. (1995) [Pubmed]
  7. Protein phosphatase 1 positively regulates stomatal opening in response to blue light in Vicia faba. Takemiya, A., Kinoshita, T., Asanuma, M., Shimazaki, K. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  8. Inhibition of protein phosphatase 2A induces serine/threonine phosphorylation, subcellular redistribution, and functional inhibition of STAT3. Woetmann, A., Nielsen, M., Christensen, S.T., Brockdorff, J., Kaltoft, K., Engel, A.M., Skov, S., Brender, C., Geisler, C., Svejgaard, A., Rygaard, J., Leick, V., Odum, N. Proc. Natl. Acad. Sci. U.S.A. (1999) [Pubmed]
  9. Protein phosphatase 2A activates the proapoptotic function of BAD in interleukin- 3-dependent lymphoid cells by a mechanism requiring 14-3-3 dissociation. Chiang, C.W., Harris, G., Ellig, C., Masters, S.C., Subramanian, R., Shenolikar, S., Wadzinski, B.E., Yang, E. Blood (2001) [Pubmed]
  10. S-adenosylmethionine and its metabolite induce apoptosis in HepG2 cells: Role of protein phosphatase 1 and Bcl-x(S). Yang, H., Sadda, M.R., Li, M., Zeng, Y., Chen, L., Bae, W., Ou, X., Runnegar, M.T., Mato, J.M., Lu, S.C. Hepatology (2004) [Pubmed]
  11. The binding mode of calyculin A to protein phosphatase-1. A novel spiroketal vector model. Lindvall, M.K., Pihko, P.M., Koskinen, A.M. J. Biol. Chem. (1997) [Pubmed]
  12. Differential inhibition and posttranslational modification of protein phosphatase 1 and 2A in MCF7 cells treated with calyculin-A, okadaic acid, and tautomycin. Favre, B., Turowski, P., Hemmings, B.A. J. Biol. Chem. (1997) [Pubmed]
  13. Involvement of protein phosphatase-1-mediated MARCKS translocation in myogenic differentiation of embryonic muscle cells. Kim, S.S., Kim, J.H., Lee, S.H., Chung, S.S., Bang, O.S., Park, D., Chung, C.H. J. Cell. Sci. (2002) [Pubmed]
  14. Reversible protein phosphorylation modulates nucleotide excision repair of damaged DNA by human cell extracts. Ariza, R.R., Keyse, S.M., Moggs, J.G., Wood, R.D. Nucleic Acids Res. (1996) [Pubmed]
  15. Basal dephosphorylation controls slow gating of L-type Ca2+ channels in human vascular smooth muscle. Groschner, K., Schuhmann, K., Baumgartner, W., Pastushenko, V., Schindler, H., Romanin, C. FEBS Lett. (1995) [Pubmed]
  16. Different moieties of tautomycin involved in protein phosphatase inhibition and induction of apoptosis. Kawamura, T., Matsuzawa, S., Mizuno, Y., Kikuchi, K., Oikawa, H., Oikawa, M., Ubukata, M., Ichihara, A. Biochem. Pharmacol. (1998) [Pubmed]
  17. Protein phosphatase 2A is the main phosphatase involved in the regulation of protein kinase B in rat adipocytes. Resjö, S., Göransson, O., Härndahl, L., Zolnierowicz, S., Manganiello, V., Degerman, E. Cell. Signal. (2002) [Pubmed]
  18. Increase of labeling indices in gastrointestinal mucosae of mice and rats by compounds of the okadaic acid type. Yuasa, H., Yoshida, K., Iwata, H., Nakanishi, H., Suganuma, M., Tatematsu, M. J. Cancer Res. Clin. Oncol. (1994) [Pubmed]
  19. Protein phosphatase-2A associates with and dephosphorylates keratin 8 after hyposmotic stress in a site- and cell-specific manner. Tao, G.Z., Toivola, D.M., Zhou, Q., Strnad, P., Xu, B., Michie, S.A., Omary, M.B. J. Cell. Sci. (2006) [Pubmed]
  20. Mechanism of action of the potent sodium-retaining steroid 11, 19-oxidoprogesterone. Galigniana, M.D., Vicent, G.P., Piwien-Pilipuk, G., Burton, G., Lantos, C.P. Mol. Pharmacol. (2000) [Pubmed]
  21. Synthesis of specific protein phosphatase inhibitors, tautomycin and tautomycetin toward structure-activity relationship study. Oikawa, H. Current medicinal chemistry. (2002) [Pubmed]
  22. Histone H3 phosphorylation in the rat pineal gland: adrenergic regulation and diurnal variation. Chik, C.L., Arnason, T.G., Dukewich, W.G., Price, D.M., Ranger, A., Ho, A.K. Endocrinology (2007) [Pubmed]
  23. Toxin-induced tail phosphorylation of hepatocellular S6 kinase: evidence for a dual involvement of the AMP-activated protein kinase in S6 kinase regulation. Møller, M.T., Samari, H.R., Seglen, P.O. Toxicol. Sci. (2004) [Pubmed]
  24. Initiation factor 2B activity is regulated by protein phosphatase 1, which is activated by the mitogen-activated protein kinase-dependent pathway in insulin-like growth factor 1-stimulated neuronal cells. Quevedo, C., Salinas, M., Alcázar, A. J. Biol. Chem. (2003) [Pubmed]
  25. Myosin phosphatase and cofilin mediate cAMP/cAMP-dependent protein kinase-induced decline in endothelial cell isometric tension and myosin II regulatory light chain phosphorylation. Goeckeler, Z.M., Wysolmerski, R.B. J. Biol. Chem. (2005) [Pubmed]
  26. Thrombin inactivates myosin light chain phosphatase via Rho and its target Rho kinase in human endothelial cells. Essler, M., Amano, M., Kruse, H.J., Kaibuchi, K., Weber, P.C., Aepfelbacher, M. J. Biol. Chem. (1998) [Pubmed]
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