Shikimic acid

Shikimic acid

$56.00 - 5 mg

$196.00 - 25 mg

All prices in Australian dollars

Code
BIA-S2407
Synonyms
(-)-Shikimic acid, L-Shikimic acid, NSC 59257, Shikimic acid
CAS #
138-59-0
Molecular Formula
C7H10O5
Molecular Weight
174.15
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in methanol or DMSO
Clear

Download Data Sheets

Application Notes

Shikimic acid, first isolated from the fruit of Illicium religiosum in the 1800s, is a key biosynthetic link in the production of aromatic amino acids in plants and microorganisms via the shikimate pathway. Shikimic acid has anti-inflammatory activity, suppressing LPS-​induced decrease in cell viability and nitrite accumulation and inhibiting up-​regulation of TNF-​α and IL-​1β in RAW 264.7 cells, mediated at least in part by inhibition of LPS-​induced ERK 1​/2 and p38 phosphorylation.  Shikimic acid inhibits osteoclastogenesis and pit resorption in bone marrow monocytes and RAW264.7 cells, suppresses the bone resorption function of osteoclasts in actin ring formation assays and prevents cartilage matrix destruction in human chondrocytes preventing activation of the nuclear factor-​kB pathway.

References

  • A stereospecific total synthesis of D-( -)-shikimic acid. McCrindle R. et al. J Chem Soc. 1960, 1560.
  • The shikimate pathway. Herrmann K.M. and Weaver L.M. Ann Rev Plant Physiol Plant Molec Biol. 1999, 50, 473.
  • Shikimic acid inhibits LPS-​induced cellular pro-​inflammatory cytokines and attenuates mechanical hyperalgesia in mice. Rabelo T.K. et al. Int Immunopharmacol. 2016, 39, 97.
  • Shikimic acid prevents cartilage matrix destruction in human chondrocytes. Guo X. et al. Int Immunopharmacol. 2018, 63, 155.

Other Products