K0250

Kainic acid monohydrate

≥99% (TLC), powder, ionotropic glutamate receptor (kainate class) agonist

• Synonym(s): Digenin, Kainate, 2-Carboxy-3-carboxymethyl-4-isopropenylpyrrolidine
• Empirical Formula (Hill Notation): C₁₀H₁₅NO₄ · H₂O
• CAS Number: 58002-62-3
• Molecular Weight: 231.25
• MDL number: MFCD00150833
• UNSPSC Code: 12352106
• PubChem Substance ID: 24277985
• NACRES: NA.77

Properties

• product name: Kainic acid monohydrate, ≥99% (TLC)
• Assay: ≥99% (TLC)
• form: powder
• impurities: Glutamate, free
• solubility: H₂O: soluble
• storage temp.: 2-8°C
• SMILES string: O.CC(=C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O
• InChI: 1S/C10H15NO4.H2O/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);1H2/t6-,7+,9-;/m0./s1
• InChI key: FZNZRJRSYLQHLT-SLGZUKMRSA-N
• Gene Information: human ... GRIA1(2890) , GRIA2(2891) , GRIA4(2893) , GRIK1(2897) , GRIK2(2898) , GRIK3(2899) , GRIK4(2900) , GRIK5(2901) , SLC1A1(6505) , SLC1A2(6506) , SLC1A3(6507) ; mouse ... Gria1(14799) ; rat ... Gria1(50592) , Grik1(29559) , Grik4(24406) , Grin2a(24409)

Description

General description

Kainic acid monohydrate serves as an agonist for kainate-class ionotropic glutamate receptors, initiating seizures and neurodegeneration in live organisms. It is employed to induce experimental epilepsy in rodents and to explore the mechanisms underlying excitation-induced neuronal apoptosis.

Application

Kainic acid (KA) has been used:

• tostudy mechanisms of excitation-induced apoptosis and epilepsy.
• to hamper themitochondrial function ()
• used to induce c-fosexpression in the mice′s brains, specifically targeting the dorsal hippocampus.()

Biochem/physiol Actions

Kainic acid monohydrate disrupts mitochondrial function by inducing the release of lactate dehydrogenase (LDH) and reducing 3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyl tetrazolium bromide (MTT). It also triggers the generation of lipid peroxides, which are key mediators in initiating and regulating inflammation and oxidative stress.

Kainic acid monohydrate is an agonist at the kainate class of ionotropic glutamate receptors, which induces seizures and neurodegeneration in vivo and is used to induce experimental epilepsy in rodents and study the mechanisms of excitation-induced neuronal apoptosis.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Excitatory Amino Acid Transporters and Glutamate Receptors (Ion Channel Family) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Dissolve in 1-2 drops of 1N NaOH then bring to volume with water or aqueous buffer. Can be stored 1-2 days refrigerated.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves