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K0250

Kainic acid monohydrate

Name: Kainic acid monohydrate
Brand: SIGMA

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

Synonym(s):

Digenin, Kainate, 2-Carboxy-3-carboxymethyl-4-isopropenylpyrrolidine

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₅NO₄ · H₂O

CAS Number:

58002-62-3

Molecular Weight:

231.25

UNSPSC Code:

12352106

PubChem Substance ID:

24277985

NACRES:

NA.77

MDL number:

MFCD00150833

Assay:

≥99% (TLC)

Form:

powder

Quality level:

100

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Properties

Product Name

Kainic acid monohydrate, ≥99% (TLC)

Quality Level

100

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

Agonist for kainate class of ionotropic glutamate receptors.

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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