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Shikimic acid

Catalog No.
N1829
used for the biosynthesis of the aromatic amino acids
Grouped product items
SizePriceStock Qty
20mg
$50.00
In stock
50mg
$70.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Email: [email protected]

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Background

Shikimic acid is a tri-hydroxy cyclohexene carboxylic acid implicated in biosynthesis of many compounds. The shikimate pathway is named after it. Shikimic acid can be used for the biosynthesis of the aromatic amino acids[1].

Shikimic acid can be isolated from the needles of a variety of plants and microorganisms, such as the Chinese star anise and the seeds of the sweetgum fruit. Shikimic acid can be used as a starting material for the synthesis of oseltamivir. Although shikimic acid is a biosynthetic intermediate existed in most autotrophic organisms general found in very low concentrations [1].

In vitro: In SH-SY5Y cells, 10nM, 10μM, and 10 mM shikimic acid showed antioxidant activity without exerting cytotoxic effects. In addition, shikimic acid protected the cells against H2O2-induced increases in ROS levels and DNA damage. Shikimic acidexhibited neuroprotective actions against oxidative stress-induced toxicity on SH-SY5Y cells [2].

References:
Liza B.  Enrich, Margaret L. Scheuermann, Ashley Mohadjer,et al. Liquidambar styraciua: a renewable source of shikimic acid., Tetrahedron Letters, 2008, 49: 2503–2505,
Rabelo T K, Zeidán-Chuliá F, Caregnato F F, et al.  In vitro neuroprotective effect of shikimic acid against hydrogen peroxide-induced oxidative stress[J]. Journal of Molecular Neuroscience, 2015, 56(4): 956-965.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt174.15
Cas No.138-59-0
FormulaC7H10O5
Solubility≥17.4 mg/mL in DMSO; ≥3.16 mg/mL in EtOH with ultrasonic; ≥30.15 mg/mL in H2O
Chemical Name(3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid
SDFDownload SDF
Canonical SMILESC1C(C(C(C=C1C(=O)O)O)O)O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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