The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

Macrofusine     (2S)-2-[[ (5S,6R,7R,9R,11S,16R,18S,19S) -19...

Synonyms: LS-1, fumonisin b1, CHEMBL91690, CCRIS 4433, HSDB 7077, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of HSDB 7077


High impact information on HSDB 7077

  • An obligatory role for ceramide synthase was defined, since its natural specific inhibitor, fumonisin B1, blocked daunorubicin-induced ceramide elevation and apoptosis [5].
  • Addition of exogenous ceramide, to circumvent the FB1 block, restored GP-2 and Na/K-ATPase sorting to the apical and basal-lateral membranes, respectively [6].
  • To examine this apparent inter-relationship between sorting of GlcCer, GP-2 and Na/K-ATPase, sphingolipid synthesis was inhibited in clone II/G cells with the fungal metabolite, Fumonisin B1 (FB1) [6].
  • In the presence of FB1, GP-2 and Na/K-ATPase are delivered to both apical and basal-lateral membranes, similar to clone II/J cells; FB1 had no effect on sorting of E-cadherin to the basal-lateral membrane of II/G cells [6].
  • Significantly, we discovered that fumonisin B1 (FB1) treatment of Arabidopsis triggered the depletion of extracellular ATP that preceded cell death and that exogenous ATP rescues Arabidopsis from FB1-induced death [7].

Chemical compound and disease context of HSDB 7077


Biological context of HSDB 7077


Anatomical context of HSDB 7077


Associations of HSDB 7077 with other chemical compounds

  • In a previous study we observed that long term (5 days) incubation with fumonisin B1 (FB1), an inhibitor of acylation of sphingoid long chain bases to (dihydro)ceramide, resulted in morphological and biochemical changes in 3T3 fibroblasts (Meivar-Levy, I., Sabanay, H., Bershadsky, A. D., and Futerman, A. H. (1997) J. Biol. Chem. 272, 1558-1564) [23].
  • Also, the activity was not inhibited in vitro and in cells by fumonisin B1, an inhibitor of the CoA-dependent ceramide synthase [24].
  • A specific inhibitor of ceramide synthase, fumonisin B1, had no effect on daunorubicin induced NFkappaB activation at a range of concentrations previously reported to block apoptosis induced by this drug [25].
  • However, disruption of lipid rafts by removal of cholesterol did not cause surface missorting of PLAP and NTR-PLAP, and the altered surface sorting of these proteins after Fumonisin B1 treatment did not correlate with reduced levels in Triton X-100 -insoluble fractions [26].
  • Moreover, eluted LASS5-HA was highly selective toward palmitoyl-CoA as acyl donor and was inhibited by the (dihydro)ceramide synthase inhibitor, fumonisin B1 [27].

Gene context of HSDB 7077

  • Upstream of growth and differentiation factor 1 (uog1), a mammalian homolog of the yeast longevity assurance gene 1 (LAG1), regulates N-stearoyl-sphinganine (C18-(dihydro)ceramide) synthesis in a fumonisin B1-independent manner in mammalian cells [28].
  • Here we report the cloning and characterization of the yeast gene YPC1 (YBR183w) by screening Saccharomyces cerevisiae genes whose overexpression bestows resistance to fumonisin B1 [29].
  • Based on these data, LAG1 and LAC1 are the first genes to be identified that are required for the fumonisin B1-sensitive and acyl-CoA-dependent ceramide synthase reaction [30].
  • Overexpression of YDC1p had no reverse activity in non-stressed yeast cells, but like YPC1p suppressed the inhibition of growth by fumonisin B1 albeit more modestly [31].
  • Moreover, western blot analysis showed that fumonisin B1 was not able to decrease the overexpression of P-gp induced by DOX [32].

Analytical, diagnostic and therapeutic context of HSDB 7077


  1. Sphingolipid deficiency induces hypersensitivity of CD14, a glycosyl phosphatidylinositol-anchored protein, to phosphatidylinositol-specific phospholipase C. Hanada, K., Izawa, K., Nishijima, M., Akamatsu, Y. J. Biol. Chem. (1993) [Pubmed]
  2. Mechanism of action of sphingolipids and their metabolites in the toxicity of fumonisin B1. Soriano, J.M., González, L., Catalá, A.I. Prog. Lipid Res. (2005) [Pubmed]
  3. Apoptotic and anti-proliferative effects of fumonisin B1 in human keratinocytes, fibroblasts, esophageal epithelial cells and hepatoma cells. Tolleson, W.H., Melchior, W.B., Morris, S.M., McGarrity, L.J., Domon, O.E., Muskhelishvili, L., James, S.J., Howard, P.C. Carcinogenesis (1996) [Pubmed]
  4. A genetic map of Gibberella fujikuroi mating population A (Fusarium moniliforme). Xu, J.R., Leslie, J.F. Genetics (1996) [Pubmed]
  5. Ceramide synthase mediates daunorubicin-induced apoptosis: an alternative mechanism for generating death signals. Bose, R., Verheij, M., Haimovitz-Friedman, A., Scotto, K., Fuks, Z., Kolesnick, R. Cell (1995) [Pubmed]
  6. Hierarchy of mechanisms involved in generating Na/K-ATPase polarity in MDCK epithelial cells. Mays, R.W., Siemers, K.A., Fritz, B.A., Lowe, A.W., van Meer, G., Nelson, W.J. J. Cell Biol. (1995) [Pubmed]
  7. Extracellular ATP functions as an endogenous external metabolite regulating plant cell viability. Chivasa, S., Ndimba, B.K., Simon, W.J., Lindsey, K., Slabas, A.R. Plant Cell (2005) [Pubmed]
  8. Genotoxic effects of three Fusarium mycotoxins, fumonisin B1, moniliformin and vomitoxin in bacteria and in primary cultures of rat hepatocytes. Knasmüller, S., Bresgen, N., Kassie, F., Mersch-Sundermann, V., Gelderblom, W., Zöhrer, E., Eckl, P.M. Mutat. Res. (1997) [Pubmed]
  9. Early fumonisin B1 toxicity in relation to disrupted sphingolipid metabolism in male BALB/c mice. Tsunoda, M., Sharma, R.P., Riley, R.T. J. Biochem. Mol. Toxicol. (1998) [Pubmed]
  10. Structure-activity relationships of fumonisins in short-term carcinogenesis and cytotoxicity assays. Gelderblom, W.C., Cawood, M.E., Snyman, S.D., Vleggaar, R., Marasas, W.F. Food Chem. Toxicol. (1993) [Pubmed]
  11. Sphingosine kinase activity confers resistance to apoptosis by fumonisin B1 in human embryonic kidney (HEK-293) cells. Sharma, N., He, Q., Sharma, R.P. Chem. Biol. Interact. (2004) [Pubmed]
  12. Prevention by vitamin E of DNA fragmentation and apoptosis induced by fumonisin B1 in C6 glioma cells. Mobio, T.A., Baudrimont, I., Sanni, A., Shier, T.W., Saboureau, D., Dano, S.D., Ueno, Y., Steyn, P.S., Creppy, E.E. Arch. Toxicol. (2000) [Pubmed]
  13. Simulation of fungal-mediated cell death by fumonisin B1 and selection of fumonisin B1-resistant (fbr) Arabidopsis mutants. Stone, J.M., Heard, J.E., Asai, T., Ausubel, F.M. Plant Cell (2000) [Pubmed]
  14. gamma-Tocopherol or combinations of vitamin E forms induce cell death in human prostate cancer cells by interrupting sphingolipid synthesis. Jiang, Q., Wong, J., Fyrst, H., Saba, J.D., Ames, B.N. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]
  15. Fumonisins and Alternaria alternata lycopersici toxins: sphinganine analog mycotoxins induce apoptosis in monkey kidney cells. Wang, W., Jones, C., Ciacci-Zanella, J., Holt, T., Gilchrist, D.G., Dickman, M.B. Proc. Natl. Acad. Sci. U.S.A. (1996) [Pubmed]
  16. Fumonisin B1 inhibits sphingosine (sphinganine) N-acyltransferase and de novo sphingolipid biosynthesis in cultured neurons in situ. Merrill, A.H., van Echten, G., Wang, E., Sandhoff, K. J. Biol. Chem. (1993) [Pubmed]
  17. N-Ethylmaleimide inhibits platelet-derived growth factor BB-stimulated Akt phosphorylation via activation of protein phosphatase 2A. Yellaturu, C.R., Bhanoori, M., Neeli, I., Rao, G.N. J. Biol. Chem. (2002) [Pubmed]
  18. Fumonisin B1-induced cell death in arabidopsis protoplasts requires jasmonate-, ethylene-, and salicylate-dependent signaling pathways. Asai, T., Stone, J.M., Heard, J.E., Kovtun, Y., Yorgey, P., Sheen, J., Ausubel, F.M. Plant Cell (2000) [Pubmed]
  19. Cell membrane GM1 ganglioside is a functional coreceptor for fibroblast growth factor 2. Rusnati, M., Urbinati, C., Tanghetti, E., Dell'Era, P., Lortat-Jacob, H., Presta, M. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  20. Inhibition of sphingolipid biosynthesis by fumonisins. Implications for diseases associated with Fusarium moniliforme. Wang, E., Norred, W.P., Bacon, C.W., Riley, R.T., Merrill, A.H. J. Biol. Chem. (1991) [Pubmed]
  21. The role of sphingolipids in the maintenance of fibroblast morphology. The inhibition of protrusional activity, cell spreading, and cytokinesis induced by fumonisin B1 can be reversed by ganglioside GM3. Meivar-Levy, I., Sabanay, H., Bershadsky, A.D., Futerman, A.H. J. Biol. Chem. (1997) [Pubmed]
  22. Fumonisin B1-induced sphingolipid depletion inhibits vitamin uptake via the glycosylphosphatidylinositol-anchored folate receptor. Stevens, V.L., Tang, J. J. Biol. Chem. (1997) [Pubmed]
  23. Up-regulation of neutral glycosphingolipid synthesis upon long term inhibition of ceramide synthesis by fumonisin B1. Meivar-Levy, I., Futerman, A.H. J. Biol. Chem. (1999) [Pubmed]
  24. Biochemical characterization of the reverse activity of rat brain ceramidase. A CoA-independent and fumonisin B1-insensitive ceramide synthase. El Bawab, S., Birbes, H., Roddy, P., Szulc, Z.M., Bielawska, A., Hannun, Y.A. J. Biol. Chem. (2001) [Pubmed]
  25. Daunorubicin activates NFkappaB and induces kappaB-dependent gene expression in HL-60 promyelocytic and Jurkat T lymphoma cells. Boland, M.P., Foster, S.J., O'Neill, L.A. J. Biol. Chem. (1997) [Pubmed]
  26. Detergent-insoluble GPI-anchored proteins are apically sorted in fischer rat thyroid cells, but interference with cholesterol or sphingolipids differentially affects detergent insolubility and apical sorting. Lipardi, C., Nitsch, L., Zurzolo, C. Mol. Biol. Cell (2000) [Pubmed]
  27. LASS5 is a bona fide dihydroceramide synthase that selectively utilizes palmitoyl-CoA as acyl donor. Lahiri, S., Futerman, A.H. J. Biol. Chem. (2005) [Pubmed]
  28. Upstream of growth and differentiation factor 1 (uog1), a mammalian homolog of the yeast longevity assurance gene 1 (LAG1), regulates N-stearoyl-sphinganine (C18-(dihydro)ceramide) synthesis in a fumonisin B1-independent manner in mammalian cells. Venkataraman, K., Riebeling, C., Bodennec, J., Riezman, H., Allegood, J.C., Sullards, M.C., Merrill, A.H., Futerman, A.H. J. Biol. Chem. (2002) [Pubmed]
  29. Cloning of an alkaline ceramidase from Saccharomyces cerevisiae. An enzyme with reverse (CoA-independent) ceramide synthase activity. Mao, C., Xu, R., Bielawska, A., Obeid, L.M. J. Biol. Chem. (2000) [Pubmed]
  30. Lag1p and Lac1p are essential for the Acyl-CoA-dependent ceramide synthase reaction in Saccharomyces cerevisae. Schorling, S., Vallée, B., Barz, W.P., Riezman, H., Oesterhelt, D. Mol. Biol. Cell (2001) [Pubmed]
  31. Cloning and characterization of a Saccharomyces cerevisiae alkaline ceramidase with specificity for dihydroceramide. Mao, C., Xu, R., Bielawska, A., Szulc, Z.M., Obeid, L.M. J. Biol. Chem. (2000) [Pubmed]
  32. P-glycoprotein (ABCB1) but not multidrug resistance-associated protein 1 (ABCC1) is induced by doxorubicin in primary cultures of rat astrocytes. Mercier, C., Declèves, X., Masseguin, C., Fragner, P., Tardy, M., Roux, F., Gabrion, J., Scherrmann, J.M. J. Neurochem. (2003) [Pubmed]
  33. Induction of apoptosis through B-cell receptor cross-linking occurs via de novo generated C16-ceramide and involves mitochondria. Kroesen, B.J., Pettus, B., Luberto, C., Busman, M., Sietsma, H., de Leij, L., Hannun, Y.A. J. Biol. Chem. (2001) [Pubmed]
  34. Sphingolipid biosynthesis is necessary for dendrite growth and survival of cerebellar Purkinje cells in culture. Furuya, S., Ono, K., Hirabayashi, Y. J. Neurochem. (1995) [Pubmed]
  35. Role of sphingolipids in the transport of prosaposin to the lysosomes. Lefrancois, S., Michaud, L., Potier, M., Igdoura, S., Morales, C.R. J. Lipid Res. (1999) [Pubmed]
  36. Incidence of Fusarium spp. and levels of fumonisin B1 in maize in western Kenya. Kedera, C.J., Plattner, R.D., Desjardins, A.E. Appl. Environ. Microbiol. (1999) [Pubmed]
  37. Generation of antibodies reactive with fumonisins B1, B2, and B3 by using cholera toxin as the carrier-adjuvant. Azcona-Olivera, J.I., Abouzied, M.M., Plattner, R.D., Norred, W.P., Pestka, J.J. Appl. Environ. Microbiol. (1992) [Pubmed]
WikiGenes - Universities