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

Syringomycin E     2-[(9Z)-18,21-bis(2- aminoethyl)-12-benzyl...

Synonyms: AC1O5LBK, 124888-22-8
 
 
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 Syringomycin E

  • The nine-residue lipodepsipeptide syringomycin E, elaborated as a phytotoxin by Pseudomonas syringae pv. syringae B301D contains a 4-Cl-L-Thr-9 moiety where failure to chlorinate results in a 3-fold drop in biological activity [1].
  • Efficacy of syringomycin E in a murine model of vaginal candidiasis [2].
 

High impact information on Syringomycin E

  • The Saccharomyces cerevisiae gene SYR2, necessary for growth inhibition by the cyclic lipodepsipeptide syringomycin E, is shown to be required for 4-hydroxylation of long chain bases in sphingolipid biosynthesis [3].
  • We conclude that the syringomycin E channel may serve as a biophysical model to link studies of ion channels with those of lipidic pores in membrane fusion [4].
  • A screen conducted to find the yeast genes necessary for its fungicidal action identified two novel syringomycin E response genes, SYR3 and SYR4 [5].
  • Strains with deletions of SYR3/ELO2 and ELO3 were resistant to syringomycin E, and lipid analyses of both mutants revealed shortened fatty acid chains and lower levels of sphingolipids [5].
  • Syringomycin E is an antifungal cyclic lipodepsinonapeptide that inhibits the growth of Saccharomyces cerevisiae by interaction with the plasma membrane [5].
 

Biological context of Syringomycin E

  • These results show that the SYR2 gene is required for the 4-hydroxylation reaction of sphingolipid long chain bases, that this hydroxylation is not essential for growth, and that the 4-hydroxyl group of sphingolipids is necessary for syringomycin E action on yeast [3].
  • In antifungal bioassays, the purified toxins SRE and SP25A interacted synergistically with chitinolytic and glucanolytic enzymes purified from the same bacterial strain or from the biocontrol fungus Trichoderma atroviride strain P1 [6].
  • A syringomycin-E resistance phenotype of a S. cerevisiae sur2-null mutant was complemented by expression of the cloned P. ciferrii SUR2 gene [7].
  • Kinetics of opening and closure of syringomycin E channels formed in lipid bilayers [8].
 

Anatomical context of Syringomycin E

 

Associations of Syringomycin E with other chemical compounds

 

Gene context of Syringomycin E

  • A yeast strain that lacks the FAH1 gene was resistant to syringomycin E, and failed to complement BW7 [14].
  • Syringomycin-E (SE) was significantly lethal to Aspergillus and Fusarium species at between 1.9 and 7.8 micrograms/ml [15].
  • Antifungal lipodepsipeptide syringomycin E (SRE) forms two major conductive states in lipid bilayers: "small" and "large". Large SRE channels are cluster of several small ones, demonstrating synchronous opening and closure [16].
 

Analytical, diagnostic and therapeutic context of Syringomycin E

  • The spectroscopic properties of syringomycin E, an antibiotic lipodepsinonapeptide associated with pathological states in plants, have been investigated by uv absorbance and CD spectroscopies, and by the synthesis of relevant model compounds [17].

References

  1. SyrB2 in syringomycin E biosynthesis is a nonheme FeII alpha-ketoglutarate- and O2-dependent halogenase. Vaillancourt, F.H., Yin, J., Walsh, C.T. Proc. Natl. Acad. Sci. U.S.A. (2005) [Pubmed]
  2. Efficacy of syringomycin E in a murine model of vaginal candidiasis. Sorensen, K.N., Wanstrom, A.A., Allen, S.D., Takemoto, J.Y. J. Antibiot. (1998) [Pubmed]
  3. Syringomycin action gene SYR2 is essential for sphingolipid 4-hydroxylation in Saccharomyces cerevisiae. Grilley, M.M., Stock, S.D., Dickson, R.C., Lester, R.L., Takemoto, J.Y. J. Biol. Chem. (1998) [Pubmed]
  4. Syringomycin E channel: a lipidic pore stabilized by lipopeptide? Malev, V.V., Schagina, L.V., Gurnev, P.A., Takemoto, J.Y., Nestorovich, E.M., Bezrukov, S.M. Biophys. J. (2002) [Pubmed]
  5. Syringomycin E inhibition of Saccharomyces cerevisiae: requirement for biosynthesis of sphingolipids with very-long-chain fatty acids and mannose- and phosphoinositol-containing head groups. Stock, S.D., Hama, H., Radding, J.A., Young, D.A., Takemoto, J.Y. Antimicrob. Agents Chemother. (2000) [Pubmed]
  6. Pseudomonas lipodepsipeptides and fungal cell wall-degrading enzymes act synergistically in biological control. Fogliano, V., Ballio, A., Gallo, M., Woo, S., Scala, F., Lorito, M. Mol. Plant Microbe Interact. (2002) [Pubmed]
  7. Cloning and functional characterization of the SUR2/SYR2 gene encoding sphinganine hydroxylase in Pichia ciferrii. Bae, J.H., Sohn, J.H., Park, C.S., Rhee, J.S., Choi, E.S. Yeast (2004) [Pubmed]
  8. Kinetics of opening and closure of syringomycin E channels formed in lipid bilayers. Malev, V.V., Kaulin, Y.A., Bezrukov, S.M., Gurnev, P.A., Takemoto, J.Y., Shchagina, L.V. Membrane & cell biology. (2001) [Pubmed]
  9. Cluster organization of ion channels formed by the antibiotic syringomycin E in bilayer lipid membranes. Kaulin, Y.A., Schagina, L.V., Bezrukov, S.M., Malev, V.V., Feigin, A.M., Takemoto, J.Y., Teeter, J.H., Brand, J.G. Biophys. J. (1998) [Pubmed]
  10. In vitro antifungal and fungicidal activities and erythrocyte toxicities of cyclic lipodepsinonapeptides produced by Pseudomonas syringae pv. syringae. Sorensen, K.N., Kim, K.H., Takemoto, J.Y. Antimicrob. Agents Chemother. (1996) [Pubmed]
  11. Suppression of mitogen-induced lymphocyte proliferation by syringomycin-E. Singh, V.K., Takemoto, J.Y. FEMS Immunol. Med. Microbiol. (1996) [Pubmed]
  12. Sphingolipid C4 hydroxylation influences properties of yeast detergent-insoluble glycolipid-enriched membranes. Idkowiak-Baldys, J., Grilley, M.M., Takemoto, J.Y. FEBS Lett. (2004) [Pubmed]
  13. Molecular dynamics of the cyclic lipodepsipeptides' action on model membranes: effects of syringopeptin22A, syringomycin E, and syringotoxin studied by EPR technique. Szabó, Z., Budai, M., Blaskó, K., Gróf, P. Biochim. Biophys. Acta (2004) [Pubmed]
  14. Requirement of sphingolipid alpha-hydroxylation for fungicidal action of syringomycin E. Hama, H., Young, D.A., Radding, J.A., Ma, D., Tang, J., Stock, S.D., Takemoto, J.Y. FEBS Lett. (2000) [Pubmed]
  15. Fungal lethality, binding, and cytotoxicity of syringomycin-E. De Lucca, A.J., Jacks, T.J., Takemoto, J., Vinyard, B., Peter, J., Navarro, E., Walsh, T.J. Antimicrob. Agents Chemother. (1999) [Pubmed]
  16. Voltage-dependent synchronization of gating of syringomycin E ion channels. Ostroumova, O.S., Malev, V.V., Kaulin, Y.A., Gurnev, P.A., Takemoto, J.Y., Schagina, L.V. FEBS Lett. (2005) [Pubmed]
  17. The spectroscopic properties of the lipodepsipeptide, syringomycin E. Vaillo, E., Ballio, A., Luisi, P.L., Thomas, R.M. Biopolymers (1992) [Pubmed]
 
WikiGenes - Universities