KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE

KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE Basic information
Product Name:KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE
Synonyms:2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE;2-CARBOXYL-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE MONOHYDRATE;[2S-(2A,3BETA,4BETA)]-2-CAROXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID, MONOHYDRATE;(2S,3S,4S)-2-CARBOXY-4-ISOPROPENYL-3-PYRROLIDINEACETIC ACID;KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE;(-)-KAINIC ACID, MONOHYDRATE;KAINIC ACID MONOHYDRATE;KAINIC ACID MONOHYDRATE, ISOLATED FROM D
CAS:58002-62-3
MF:C10H17NO5
MW:231.25
EINECS:
Product Categories:Miscellaneous;Glutamate
Mol File:58002-62-3.mol
KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE Structure
KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE Chemical Properties
Melting point 250-252°C
RTECS UX9665250
storage temp. 2-8°C
solubility H2O: >10 mg/mL
form solid
color white
Sensitive Light Sensitive
Safety Information
Safety Statements 22-24/25
WGK Germany 3
10
TSCA No
MSDS Information
ProviderLanguage
SigmaAldrich English
KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE Usage And Synthesis
Description(−)-(α)-Kainic acid is a cyclic analog of L-glutamate originally isolated from D. simplex that has neuroexcitatory activities. It binds to the homomeric kainate receptors GluK1, GluK2, GluK3, GluK4, and GluK5 (Kis = 75.9, 12.7, 32.8, 4.7, and 15 nM, respectively). (−)-(α)-Kainic acid (5 mM) induces calcium influx and membrane depolarization, as well as glutamate release, in rat brain synaptosomes. It induces chromatin condensation and nuclear membrane fragmentation, markers of apoptosis, in primary neonatal cerebellar granule neurons when used at a concentration of 100 μM. Intracerebroventricular administration of (−)-(α)-kainic acid induces convulsive behavior in rats (ED50 = 0.51 nmol/animal) and induces seizures in mice with a 50% convulsive dose (CD50) value of 0.39 nmol/animal. It has been commonly used to induce seizures in rodents.
UsesKainic acid is used to study mechanisms of excitation-induced apoptosis and epilepsy.
UsesKainic 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.

General DescriptionKainic acid is an agonist for kainate-class ionotropic glutamate receptors. Kainate receptors directly gate ion channels and are generally excitatory. Excess stimulation by Kainic acid induces neurocytosis (apoptosis) and epileptic seizures.
Biochem/physiol ActionsKainic 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.
KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE Preparation Products And Raw materials
KAINIC ACID

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