Callosobruchusic acid

Callosobruchusic acid

$195.00 - 0.50 mg

$685.00 - 2.50 mg

All prices in Australian dollars

Code
BIA-C2359
Synonyms
(2E,7R)-3,7-Dimethyl-2-octenedioic acid, (R)-(-)-Callosobruchusic acid
CAS #
87172-91-6
Molecular Formula
C10H16O4
Molecular Weight
200.23
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in methanol or DMSO

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Application Notes

Callosobruchusic acid is the active component of a species-specific pheromone of the seed beetle and bean weevil. Both enantiomers of callosobruchusic acid are active as as the copulation-release pheromone. The (2S,​6R)​-​1 isomer is the main component of the pheromone, while the (S)​-​2 has an additive effect. Its analogue, 2,​6-dimethyloctane-​1,​8-​dioic acid, shows sterospecific activity with the (2R,​6S)​-​1 is inactive and significantly masks the pheromonal activity of (2S,​6R)​-​1.  

References

  • Contact sex pheromone components of the seed beetle, Callosobruchus analis (F.) Shimomura K. et al. J Chem Ecol 2010, 36, 955.
  • Pheromone synthesis.  54.  Synthesis and biological activity of optically active forms of (E)​-​3,​7-​dimethyl-​2-​octene-​1,​8-​dioic acid (callosobruchusic acid)​.  A component of the copulation release pheromone (erectin) of the azuki bean weevil. Mori K. et al. Tetrahedron 1983, 39, 2303.

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