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K2389

Kainic acid monohydrate

Name: Kainic acid monohydrate
Brand: SIGMA

From Digenea simplex, ≥98% (HPLC), Kainate glutamate receptor agonist, powder

Synonym(s):

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:

24724520

NACRES:

NA.77

MDL number:

MFCD00150833

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Product Name

Kainic acid monohydrate, ≥98% (HPLC), from Digenea simplex

biological source

Digenea simplex

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white

solubility

H₂O: >10 mg/mL

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

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Bioactive Small Molecule Agonists

Bioactive Small Molecules

Application

Kainic acid monohydrate has been used:

As a convulsant to induce epileptogenesis and epilepsy in mice.
To stimulate in vitro excitotoxic trauma in spiral ganglion neurons on inner hair cells.
To induce seizures in rat model.
To induce status epilepticus in adult male Wistar rats.

Biochem/physiol Actions

Ionotropic glutamate receptors form ion channels, and conduct Na⁺ and K⁺ fluxes. The receptors possess an agonist binding site and it encounters a conformational change upon agonist binding to it. Kainate gated channels participate in glutamate-induced excitatory postsynaptic neuronal potential.

Agonist for kainate class of ionotropic glutamate receptors.

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.

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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Urokinase-type plasminogen activator deficiency has little effect on seizure susceptibility and acquired epilepsy phenotype but reduces spontaneous exploration in mice

Rantala J, et al.

Epilepsy & Behavior : E&B, 42, 117-128 (2015)

Histopathological modeling of status epilepticus-induced brain damage based on in vivo diffusion tensor imaging in rats.

Isabel San Martín Molina et al.

Frontiers in neuroscience, 16, 944432-944432 (2022-08-16)

Non-invasive magnetic resonance imaging (MRI) methods have proved useful in the diagnosis and prognosis of neurodegenerative diseases. However, the interpretation of imaging outcomes in terms of tissue pathology is still challenging. This study goes beyond the current interpretation of in

Combined gene overexpression of neuropeptide Y and its receptor Y5 in the hippocampus suppresses seizures

Gotzsche CR, et al.

Neurobiology of Disease, 45(1), 288-296 (2012)

Adeno-associated viral vector-induced overexpression of neuropeptide Y Y2 receptors in the hippocampus suppresses seizures

Woldbye David PD, et al.

Brain, 133(9), 2778-2788 (2010)

Simultaneous BOLD fMRI and local field potential measurements during kainic acid-induced seizures.

Antti M Airaksinen et al.

Epilepsia, 53(7), 1245-1253 (2012-06-14)

To investigate how kainic acid-induced epileptiform activity is related to hemodynamic changes probed by blood oxygenation level-dependent functional magnetic resonance imaging (BOLD fMRI). Epileptiform activity was induced with kainic acid (KA) (10 mg/kg, i.p.), and simultaneous fMRI at 7 Tesla

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Global Trade Item Number

SKU	GTIN
K2389-10MG	04061833868300
K2389-50MG	04061833868317

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