Anisomycin

From Wikipedia, the free encyclopedia

Anisomycin[1]
IUPAC name [(2S,3R,4R)-4-Hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate
Other names Flagecidin
Identifiers
CAS number [22862-76-6]
PubChem 31549
SMILES CC(=O)O[C@H]1[C@@H](CN[C@H]1CC2=CC=C(C=C2)OC)O
Properties
Molecular formula C14H19NO4
Molar mass 265.31 g/mol
Melting point

139-143 °C
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Anisomycin, also known as flagecidin is an antibiotic produced by Streptomyces griseolus which inhibits protein synthesis. Partial inhibition of DNA synthesis occurs at anisomycin concentrations that effect 95% inhibition of protein synthesis.[2] Anisomycin can activate stress-activated protein kinases, MAP kinase and other signal transduction pathways.

Anisomycin is inactive against bacteria.

[edit] Pharmacology

Anisomycin interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.

Anisomycin is also mentioned as a potential psychiatric drug, as it may inhibit the consolidation of new context-specific long-term memories.".[3]

Injection of anisomycin into the hippocampus has been proposed for selective removal of memories.[4]

[edit] See also

[edit] References

  1. ^ Anisomycin from Fermentek
  2. ^ Image:Free_text.png Grollman AP (1967 Jul 10). "Inhibitors of protein biosynthesis. II. Mode of action of anisomycin". J. Biol. Chem. 242 (13): 3226-33. PMID 6027796.  Free text (PDF - 990K)
  3. ^ Barrientos RM, O'Reilly RC, Rudy JW (2002 Aug 21). "Memory for context is impaired by injecting anisomycin into dorsal hippocampus following context exploration". Behav. Brain Res. 134 (1-2): 299-306. PMID 12191817. 
  4. ^ Image:Free_text.png Wang SH, Ostlund SB, Nader K, Balleine BW (2005). "Consolidation and reconsolidation of incentive learning in the amygdala". J. Neurosci. 25 (4): 830-5. doi:10.1523/JNEUROSCI.4716-04.2005. PMID 15673662.  Free text