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Chemical Compound Review

AG-J-67817     (1R,4aR,6R)-4,4a-dimethyl-6- prop-1-en-2-yl...

Synonyms: NSC-635814, CTK5J8231, NSC635814, AC1L7TP7, AC1Q59TV
 
 
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High impact information on NSC635814

  • Effects of elicitins on tobacco cells include rapid electrolyte leakage, changes in protein phosphorylation and amounts of active oxygen species, and later production of ethylene and capsidiol [1].
  • Mutants EAH-S368C and EAH-S368V exhibited wild-type catalytic efficiencies for 1beta(OH)EA biosynthesis, but were devoid of the successive hydroxylation activity for capsidiol biosynthesis [2].
  • Neither of the two oligosaccharides induced tissue damage or cell death nor did they induce accumulation of the typical tobacco phytoalexin capsidiol, in contrast with the effects of the proteinaceous elicitor beta-megaspermin [3].
  • Fusion of farnesyldiphosphate synthase and epi-aristolochene synthase, a sesquiterpene cyclase involved in capsidiol biosynthesis in Nicotiana tabacum [4].
  • In addition, capsidiol inhibits contraction induced by histamine and carbachol in the isolated guinea-pig trachea in a nonspecific and noncompetitive but concentration-dependent manner [5].
 

Biological context of NSC635814

 

Anatomical context of NSC635814

 

Analytical, diagnostic and therapeutic context of NSC635814

  • However, the incorporation rate into sterols was reduced by greater than 70% in elicitor-treated cell cultures whereas a substantial proportion of the radioactivity was redirected into capsidiol, an extracellular sesquiterpene phytoalexin [7].
  • Finally, bioassays were used to assess the antifungal potencies of capsidiol and its synthetic derivatives [8].

References

  1. Elicitins from Phytophthora and basic resistance in tobacco. Yu, L.M. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]
  2. Kinetic and molecular analysis of 5-epiaristolochene 1,3-dihydroxylase, a cytochrome P450 enzyme catalyzing successive hydroxylations of sesquiterpenes. Takahashi, S., Zhao, Y., O'Maille, P.E., Greenhagen, B.T., Noel, J.P., Coates, R.M., Chappell, J. J. Biol. Chem. (2005) [Pubmed]
  3. Linear beta-1,3 glucans are elicitors of defense responses in tobacco. Klarzynski, O., Plesse, B., Joubert, J.M., Yvin, J.C., Kopp, M., Kloareg, B., Fritig, B. Plant Physiol. (2000) [Pubmed]
  4. Fusion of farnesyldiphosphate synthase and epi-aristolochene synthase, a sesquiterpene cyclase involved in capsidiol biosynthesis in Nicotiana tabacum. Brodelius, M., Lundgren, A., Mercke, P., Brodelius, P.E. Eur. J. Biochem. (2002) [Pubmed]
  5. Effects of the sesquiterpene capsidiol on isolated guinea-pig ileum and trachea, and on prostaglandin synthesis in vitro. Nasiri, A., Holth, A., Björk, L. Planta Med. (1993) [Pubmed]
  6. Gene expression of 5-epi-aristolochene synthase and formation of capsidiol in roots of Nicotiana attenuata and N. sylvestris. Bohlmann, J., Stauber, E.J., Krock, B., Oldham, N.J., Gershenzon, J., Baldwin, I.T. Phytochemistry (2002) [Pubmed]
  7. Farnesol is utilized for isoprenoid biosynthesis in plant cells via farnesyl pyrophosphate formed by successive monophosphorylation reactions. Thai, L., Rush, J.S., Maul, J.E., Devarenne, T., Rodgers, D.L., Chappell, J., Waechter, C.J. Proc. Natl. Acad. Sci. U.S.A. (1999) [Pubmed]
  8. Eremophilane sesquiterpenes from capsidiol. Zhao, Y., Schenk, D.J., Takahashi, S., Chappell, J., Coates, R.M. J. Org. Chem. (2004) [Pubmed]
 
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