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K2389

Sigma-Aldrich

Kainic acid monohydrate

≥98% (HPLC), from Digenea simplex

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Synonym(s):
2-Carboxy-3-carboxymethyl-4-isopropenylpyrrolidine
Empirical Formula (Hill Notation):
C10H15NO4 · H2O
CAS Number:
58002-62-3
Molecular Weight:
231.25
MDL number:
MFCD00150833
PubChem Substance ID:
24724520
NACRES:
NA.77

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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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.
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.

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Product No.
Description
Pricing

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

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Medical Physiology, 342-342 (2016)
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
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
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
Functional role of neurotrophin-3 in synapse regeneration by spiral ganglion neurons on inner hair cells after excitotoxic trauma in vitro
Wang Q and Green SH
The Journal of Neuroscience, 31(21), 7938-7949 (2011)
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