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Kainic acid (CAS 487-79-6)

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Alternate Names:
2-Carboxy-3-carboxymethyl-4-isopropenylpyrrolidine; Digenic acid
Application:
Kainic acid is an excitatory and excitotoxic glutamate-mimic kainate receptor agonist
CAS Number:
487-79-6
Purity:
≥98%
Molecular Weight:
213.23
Molecular Formula:
C10H15NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Kainic acid is a marine natural product bearing structural analogy to the neurotransmitter glutamate that produces neuroexcitatory agonist effects at the kainate ionotropic receptors. The kainate receptors are non-NMDA glutamate-recognizing ionotropic receptors, and agonism by kainic acid or glutamate produces excitation and contribution to excitatory postsynaptic currents. Agonism of the kainate receptors by sufficient concentrations of kainic acid produces excitotoxicity, and kainic acid is widely employed as a tool for inducing excitotoxic seizures in neurotransmission studies. Kainic acid is employed alongside the agonists NMDA (sc-200458) and AMPA (sc-200437) to identify the specific subtype of glutamate-recognizing receptors of interest. A caged version of this compound is available (MNI caged kainic acid, sc-359014).


Kainic acid (CAS 487-79-6) References

  1. Kainic acid-induced seizures in aged rats: neurochemical correlates.  |  Dawson, R. and Wallace, DR. 1992. Brain Res Bull. 29: 459-68. PMID: 1393617
  2. Kainate receptors and synaptic transmission.  |  Huettner, JE. 2003. Prog Neurobiol. 70: 387-407. PMID: 14511698
  3. CB1 cannabinoid receptors and on-demand defense against excitotoxicity.  |  Marsicano, G., et al. 2003. Science. 302: 84-8. PMID: 14526074
  4. Intrahippocampal kainic acid reduces glutamine synthetase.  |  Waniewski, RA. and McFarland, D. 1990. Neuroscience. 34: 305-10. PMID: 1970631
  5. Progesterone, administered before kainic acid, prevents decrements in cognitive performance in the Morris Water Maze.  |  Frye, CA. and Walf, A. 2011. Dev Neurobiol. 71: 142-52. PMID: 20715152
  6. Houttuyniae Herba Attenuates Kainic Acid-Induced Neurotoxicity via Calcium Response Modulation in the Mouse Hippocampus.  |  Kim, HG., et al. 2015. Planta Med. 81: 1697-704. PMID: 26366753
  7. Kainic acid differentially affects the synaptosomal release of endogenous and exogenous amino acidic neurotransmitters.  |  Poli, A., et al. 1985. J Neurochem. 45: 1677-86. PMID: 2865332
  8. Effects of kainic acid on seizure susceptibility in the developing brain.  |  Holmes, GL. and Thompson, JL. 1988. Brain Res. 467: 51-9. PMID: 3359330
  9. Kainic acid: a powerful neurotoxic analogue of glutamate.  |  Olney, JW., et al. 1974. Brain Res. 77: 507-12. PMID: 4152936
  10. Excitatory amino acid transmitters.  |  Watkins, JC. and Evans, RH. 1981. Annu Rev Pharmacol Toxicol. 21: 165-204. PMID: 6112965
  11. Kainic acid stimulates excitatory amino acid neurotransmitter release at presynaptic receptors.  |  Ferkany, JW., et al. 1982. Nature. 298: 757-9. PMID: 6287270
  12. Kainic acid derivatives with anticonvulsant activity.  |  Collins, JF., et al. 1984. Neurosci Lett. 51: 371-6. PMID: 6521964
  13. Kainic acid and 1'-hydroxykainic acid from Palmariales.  |  Ramsey, UP., et al. 1994. Nat Toxins. 2: 286-92. PMID: 7866664
  14. Kainic acid induces apoptosis in neurons.  |  Simonian, NA., et al. 1996. Neuroscience. 75: 1047-55. PMID: 8938740

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Kainic acid, 5 mg

sc-200454
5 mg
$85.00

Kainic acid, 25 mg

sc-200454A
25 mg
$370.00

Kainic acid, 100 mg

sc-200454B
100 mg
$1350.00

Kainic acid, 1 g

sc-200454C
1 g
$7650.00

Kainic acid, 5 g

sc-200454D
5 g
$24480.00

sc-200454 does not dissolve properly in water. I also tried by heating and also electroporation. It gives a non homogeneous solution. Do you have any advice?

Asked by: two2igm05
Thank you for your question. Kainic acid, sc-200454, is only soluble in water up to 3 mg/ml. Above this concentration it does not store well. It is also soluble in an organic solvent of DMSO purged with an inert gas at up to 2 mg/ml. We also do not recommend storing this compound long term in this solution or any other solution. This is stored best as supplied in the vial long term.
Answered by: Chemical Support 4
Date published: 2017-12-07

Is this HPLC grade?

Asked by: chemicalsmg
Thank you for your question. Kainic acid, sc-200454, is not specified as HPLC grade, but the purity is ≥98%.
Answered by: TechService7
Date published: 2016-12-16
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Rated 5 out of 5 by from Butcher et alButcher et al. (PubMed ID 19332541) used kainic acid, an agonist, to stimulate NMDA glutamate receptors; Which in turn led to the phosphorylation of M3-muscarinic receptors in mice neurons. -SCBT Publication Review
Date published: 2015-07-05
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Kainic acid is rated 5.0 out of 5 by 1.
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