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Merck

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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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.
Agonist for kainate class of ionotropic glutamate receptors.

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.

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
045M4729V
044M4726V
063M4714V
043M4719V
129K4707

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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)
Basic Neurochemistry: Molecular, Cellular and Medical Aspects. (2005)
David P D Woldbye et al.
Brain : a journal of neurology, 133(9), 2778-2788 (2010-08-07)
Gene therapy using recombinant adeno-associated viral vectors overexpressing neuropeptide Y in the hippocampus exerts seizure-suppressant effects in rodent epilepsy models and is currently considered for clinical application in patients with intractable mesial temporal lobe epilepsy. Seizure suppression by neuropeptide Y
Diffusion tensor MRI of axonal plasticity in the rat hippocampus
Laitinen T, et al.
Neuroimage, 51(2), 521-530 (2010)
Carlos G Martinez-Moreno et al.
International journal of molecular sciences, 20(18) (2019-09-13)
In addition to its role as an endocrine messenger, growth hormone (GH) also acts as a neurotrophic factor in the central nervous system (CNS), whose effects are involved in neuroprotection, axonal growth, and synaptogenic modulation. An increasing amount of clinical
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