Kainic acid - 10mM in DMSO, high purity , CAS No.487-79-6, Agonist of GluK1;Agonist of GluK2;Agonist of GluK3;Agonist of GluK4;Agonist of GluK5

Item Number
K276587
Grouped product items
SKUSizeAvailabilityPrice Qty
K276587-1ml
1ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$73.90

Prototypic kainate receptor agonist. 1 ml water soluble pack.

Basic Description

SynonymsAcide kainique | Digenic acid | Helminal | L-alpha-Kainic acid | Digenin | kainic acid | Kainate | Acido kainico | Digensaeure
Specifications & PurityMoligand™, 10mM in DMSO
Biochemical and Physiological MechanismsPrototypic agonist at the kainate class of ionotropic glutamate receptors. Potent excitant and neurotoxin, used to model epilepsy and neurodegenerative states. Soluble in 1 ml water to give specified mM/ml concentration. Find out more.
Storage TempDesiccated,Store at -80°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeAGONIST
Mechanism of actionAgonist of GluK1;Agonist of GluK2;Agonist of GluK3;Agonist of GluK4;Agonist of GluK5
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Kainic acid is a potent excitotoxic agent. Kainic acid hydrate also is an agonist for a subtype of ionotropic glutamate receptor. Kainic acid induces seizures.

Associated Targets(Human)

GRIK4 Tclin Glutamate receptor ionotropic, kainate 4 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIK5 Tclin Glutamate receptor ionotropic, kainate 5 (3 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIK1 Tclin Glutamate receptor ionotropic, kainate 1 (3 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIK2 Tclin Glutamate receptor ionotropic, kainate 2 (5 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GRIK3 Tclin Glutamate receptor ionotropic, kainate 3 (3 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIN1 Tclin Glutamate (NMDA) receptor subunit zeta 1 (122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIA3 Tclin Glutamate receptor ionotropic, AMPA 3 (127 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRM6 Tchem Metabotropic glutamate receptor 6 (361 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIA1 Tclin Glutamate receptor ionotropic, AMPA 1 (277 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIA2 Tclin Glutamate receptor ionotropic, AMPA 2 (847 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIK3 Tclin Glutamate receptor ionotropic kainate 3 (50 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRM5 Tchem Metabotropic glutamate receptor 5 (5733 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIK5 Tclin Glutamate receptor ionotropic kainate 5 (45 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIK1 Tclin Glutamate receptor ionotropic kainate 1 (340 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRIK1 Tclin Glutamate receptor ionotropic kainate (68 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KPNB1 Tbio Importin subunit beta-1/Snurportin-1 (25097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gria4 Glutamate receptor ionotropic, AMPA 4 (112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grik2 Glutamate receptor ionotropic kainate 2 (298 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc1a2 Excitatory amino acid transporter 2 (39 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grik4 Glutamate receptor ionotropic kainate 4 (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hippocampus (57 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
nfo Endonuclease 4 (425 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grin1 Glutamate NMDA receptor (6467 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gria2 Glutamate receptor ionotropic, AMPA (2103 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grik1 Glutamate receptor ionotropic, kainate (722 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gria2 Glutamate receptor AMPA 1/2 (4 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid
INCHI InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1
InChi Key VLSMHEGGTFMBBZ-OOZYFLPDSA-N
Canonical SMILES CC(=C)C1CNC(C1CC(=O)O)C(=O)O
Isomeric SMILES CC(=C)[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O
PubChem CID 10255
Molecular Weight 213.233

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Chemical and Physical Properties

SolubilitySoluble in 1ml of water to give specified mM/ml concentration
Melt Point(°C)251°C

Safety and Hazards(GHS)

Signal Warning
Hazard Statements

H302:Harmful if swallowed

H312:Harmful in contact with skin

H332:Harmful if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P301+P312:IF SWALLOWED: call a POISON CENTER/doctor/... IF you feel unwell.

Related Documents

Citations of This Product

1. Xiuping He, Jianlei Chen, Jiangtao Wang, Liju Tan.  (2017)  Multipoint recognition of domoic acid from seawater by dummy template molecularly imprinted solid-phase extraction coupled with high-performance liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,  1500  (61).  [PMID:28442131] [10.1016/j.chroma.2017.04.023]

References

1. Atlason PT, Scholefield CL, Eaves RJ, Mayo-Martin MB, Jane DE, Molnár E.  (2010)  Mapping the ligand binding sites of kainate receptors: molecular determinants of subunit-selective binding of the antagonist [3H]UBP310..  Mol Pharmacol,  78  (6): (1036-45).  [PMID:20837679] [10.1021/op500134e]
2. Guggenhuber S et al..  (2010)  AAV vector-mediated overexpression of CB1 cannabinoid receptor in pyramidal neurons of the hippocampus protects against seizure-induced excitoxicity..  PLoS One,  (12): (e15707).  [PMID:21203567]
3. Plested AJ & Mayer ML.  (2009)  AMPA receptor ligand binding domain mobility revealed by functional cross linking..  J Neurosci,  29  (38): (11912-23).  [PMID:19776277]
4. Xu K & Stringer JL.  (2008)  Antioxidants and free radical scavengers do not consistently delay seizure onset in animal models of acute seizures..  Epilepsy Behav,  13  (77-82).  [PMID:18396108]
5. Greenwood SM & Bushell TJ.  (2010)  Astrocytic activation and an inhibition of MAP kinases are required for proteinase-activated receptor-2-mediated protection from neurotoxicity..  J Neurochem,  113  (6): (1471-80).  [PMID:20402964]
6. Maroto M et al..  (2013)  Chondroitin sulfate, a major component of the perineuronal net, elicits inward currents, cell depolarization, and calcium transients by acting on AMPA and kainate receptors of hippocampal neurons..  J Neurochem,      [PMID:23350646]
7. Koeller HB et al..  (2008)  Cyclin D1 in excitatory neurons of the adult brain enhances kainate-induced neurotoxicity..  Neurobiol Dis,  31  (2): (230-41).  [PMID:18585919]
8. Miller-Delaney SF et al..  (2012)  Differential DNA methylation patterns define status epilepticus and epileptic tolerance..  J Neurosci,  32  (5): (1577-88).  [PMID:22302800]
9. Taccola G et al..  (2010)  Dynamics of early locomotor network dysfunction following a focal lesion in an in vitro model of spinal injury..  Eur J Neurosci,  31  (60-78).  [PMID:20092556]
10. Hunfeld M et al..  (2013)  Effects of anesthetic agents on seizure-induction with intra-cortical injection of convulsants..  Epilepsy Res,  105  (1-2): (52-61).  [PMID:23357722]
11. Wong SJ et al..  (2019)  Effects of selective auditory-nerve damage on the behavioral audiogram and temporal integration in the budgerigar..  Hear Res,  374  (24-34).  [PMID:30703625]
12. Pugh P et al..  (2011)  Enhanced integration of newborn neurons after neonatal insults..  Front Neurosci,  (45).  [PMID:21490706]
13. Vieira M et al..  (2010)  Excitotoxicity through Ca2+-permeable AMPA receptors requires Ca2+-dependent JNK activation..  Neurobiol Dis,  40  (3): (645-55).  [PMID:20708684]
14. Maltsev AS & Oswald RE.  (2010)  Hydrophobic side chain dynamics of a glutamate receptor ligand binding domain..  J Biol Chem,  285  (13): (10154-62).  [PMID:20110365]
15. Rudenko V et al..  (2012)  Inverse relationship of cannabimimetic (R+)WIN 55, 212 on behavior and seizure threshold during the juvenile period..  Pharmacol Biochem Behav,  100  (3): (474-84).  [PMID:22019959]
16. Copits BA & Swanson GT.  (2013)  Kainate receptor post-translational modifications differentially regulate association with 4.1N to control activity-dependent receptor endocytosis..  J Biol Chem,  288  (13): (8952-65).  [PMID:23400781]
17. Ahmed AH et al..  (2011)  Mechanism of AMPA receptor activation by partial agonists: disulfide trapping of closed lobe conformations..  J Biol Chem,  286  (40): (35257-66).  [PMID:21846932]
18. Shi C et al..  (2018)  Melatonin Mitigates Kainic Acid-Induced Neuronal Tau Hyperphosphorylation and Memory Deficits through Alleviating ER Stress..  Front Mol Neurosci,  11  (5).  [PMID:29416502]
19. Rousseau CV et al..  (2012)  Mixed inhibitory synaptic balance correlates with glutamatergic synaptic phenotype in cerebellar unipolar brush cells..  J Neurosci,  32  (13): (4632-44).  [PMID:22457509]
20. Blum R et al..  (2011)  Neuronal network formation from reprogrammed early postnatal rat cortical glial cells..  Cereb Cortex,  21  (2): (413-24).  [PMID:20562320]
21. Henry KS & Abrams KS.  (2021)  Normal Tone-In-Noise Sensitivity in Trained Budgerigars despite Substantial Auditory-Nerve Injury: No Evidence of Hidden Hearing Loss..  J Neurosci,  41  (118-129).  [PMID:33177067]
22. Lautenschläger J et al..  (2013)  Overexpression of human mutated G93A SOD1 changes dynamics of the ER mitochondria calcium cycle specifically in mouse embryonic motor neurons..  Exp Neurol,  247  (91-100).  [PMID:23578819]
23. Jeong EA et al..  (2010)  Phosphorylation of 14-3-3? at serine 58 and neurodegeneration following kainic acid-induced excitotoxicity..  Anat Cell Biol,  43  (2): (150-6).  [PMID:21189996]
24. Irvine MW et al..  (2012)  Piperazine-2,3-dicarboxylic acid derivatives as dual antagonists of NMDA and GluK1-containing kainate receptors..  J Med Chem,  55  (327-41).  [PMID:22111545]
25. Menteyne A et al..  (2009)  Predominant functional expression of Kv1.3 by activated microglia of the hippocampus after Status epilepticus..  PLoS One,  (8): (e6770).  [PMID:19707551]
26. Feligioni M et al..  (2009)  Protein SUMOylation modulates calcium influx and glutamate release from presynaptic terminals..  Eur J Neurosci,  29  (7): (1348-56).  [PMID:19344328]
27. Bock R et al..  (2013)  Strengthening the accumbal indirect pathway promotes resilience to compulsive cocaine use..  Nat Neurosci,  16  (5): (632-8).  [PMID:23542690]
28. Milstein AD et al..  (2007)  TARP subtypes differentially and dose-dependently control synaptic AMPA receptor gating..  Neuron,  55  (6): (905-18).  [PMID:17880894]
29. Lee JY et al..  (2009)  Temporal expression of AMP-activated protein kinase activation during the kainic acid-induced hippocampal cell death..  J Neural Transm,  116  (33-40).  [PMID:19030775]
30. Huang L & Luijtelaar G.  (2012)  The effects of acute responsive high frequency stimulation of the subiculum on the intra-hippocampal kainic acid seizure model in rats..  Brain Behav,  (5): (532-40).  [PMID:23139899]
31. Tischbein M et al..  (2019)  The RNA-binding protein FUS/TLS undergoes calcium-mediated nuclear egress during excitotoxic stress and is required for GRIA2 mRNA processing..  J Biol Chem,  294  (26): (10194-10210).  [PMID:31092554]
32. Terhag J et al..  (2010)  The Transmembrane Domain C of AMPA Receptors is Critically Involved in Receptor Function and Modulation..  Front Mol Neurosci,  (117).  [PMID:21206529]
33. Du M et al..  (2009)  Vibrational spectroscopic investigation of the ligand binding domain of kainate receptors..  Protein Sci,  18  (8): (1585-91).  [PMID:19544581]
34. Xiuping He, Jianlei Chen, Jiangtao Wang, Liju Tan.  (2017)  Multipoint recognition of domoic acid from seawater by dummy template molecularly imprinted solid-phase extraction coupled with high-performance liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,  1500  (61).  [PMID:28442131] [10.1016/j.chroma.2017.04.023]

Solution Calculators