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Merck
CN

K2389

Kainic acid monohydrate

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

Key Documents

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Product Name

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

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

biological source

Digenea simplex

assay

≥98% (HPLC)

form

powder

color

white

solubility

H2O: >10 mg/mL

storage temp.

2-8°C

Quality Level

100

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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

Agonist for kainate class of ionotropic glutamate receptors.
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.
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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Certificates of Analysis (COA)

Lot/Batch Number
0000477393
0000477393
0000420500
0000420501
0000420501

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Medical Physiology, 342-342 (2016)
Basic Neurochemistry: Molecular, Cellular and Medical Aspects. (2005)
Casper R Gøtzsche et al.
Journal of neuroscience research, 100(10), 1921-1932 (2022-07-14)
Neuroglobin (Ngb) is found in the neurones of several different brain areas and is known to bind oxygen and other gaseous molecules and reactive oxygen species (ROS) in vitro, but it does not seem to act as a respiratory molecule
Shuai Feng et al.
American journal of translational research, 12(7), 3674-3687 (2020-08-11)
Noise pollution is a major public hazard. Previous studies have shown that environmental noise affects the reorganization of the auditory cortex and leads to behavioral abnormality; however, the effects of long-term environmental noise exposure on the inner ear and hearing
Heidi Elbrønd-Bek et al.
Synapse (New York, N.Y.), 68(10), 427-436 (2014-07-06)
Kainate-induced seizures constitute a model of temporal lobe epilepsy where prominent changes are observed in the hippocampal neuropeptide Y (NPY) system. However, little is known about the functional state and signal transduction of the NPY receptor population resulting from kainate
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