KAINIC ACID Struktur

KAINIC ACID

Bezeichnung:KAINIC ACID

CAS-Nr487-79-6

Englisch Name:KAINIC ACID

CBNumberCB2351306

SummenformelC10H15NO4

Molgewicht213.23

MOL-Datei487-79-6.mol

KAINIC ACID physikalisch-chemischer Eigenschaften

Schmelzpunkt	253-254 C
alpha	D24 -14.8° (c = 1.01)
Siedepunkt	353.22°C (rough estimate)
Dichte	1.2177 (rough estimate)
Brechungsindex	1.4368 (estimate)
storage temp.	Keep in dark place,Sealed in dry,2-8°C
Löslichkeit	H₂O: soluble
Aggregatzustand	White to off-white solid.
pka	2.03±0.60(Predicted)
Farbe	White
Optische Aktivität	-14.824 (H2O)
Wasserlöslichkeit	Soluble to 25 mM in water
Stabilität	Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
InChI	InChI=1S/C10H15NO4/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)/t6-,7+,9-/m0/s1
InChIKey	VLSMHEGGTFMBBZ-OOZYFLPDSA-N
SMILES	N1C[C@H](C(C)=C)[C@H](CC(O)=O)[C@H]1C(O)=O
EPA chemische Informationen	3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)- (487-79-6)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22
S-Sätze:	22-24/25-36
WGK Germany	3

Gefahreninformationscode (GHS)

KAINIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Kainic acid (487-79-6) is a conformationally restricted glutamate analog which acts as a selective agonist at kainate receptors. CNS stimulant and neurotoxin. Kainic acid is a classic neuroexcitatory agent for induction of seizures in laboratory animals (typical dose 10-30 mg/kg).
Chemische Eigenschaften
soluble in 0.1 M NaOH
Verwenden
Neurobiological tool.
Verwenden
excitory amino acid, neurotoxin, neurobiology tool
Verwenden
glutamate receptor agonist, anthelmintic
Verwenden
(-)-α-Kainic Acid is a naturally occurring neuroexcitatory chemical that is an selective agonist for a subtype of ionotropic glutamate receptor. Administration of (-)-α-Kainic Acid has been shown to increase production of reactive oxygen species, mitochondrial dysfunction, and apoptosis in neurons in many regions of the brain, particularly in the hippocampal subregions and in the hilus of dentate gyrus.
Definition
ChEBI: Kainic acid is a dicarboxylic acid, a pyrrolidinecarboxylic acid, a L-proline derivative and a non-proteinogenic L-alpha-amino acid. It has a role as an antinematodal drug and an excitatory amino acid agonist. It is a conjugate acid of a kainate(1-).
Biologische Aktivität
Selective agonist at kainate receptors. Potent excitant and neurotoxin. Also available as part of the Kainate Receptor Tocriset™ .
Lager
Room temperature
läuterung methode
Purify the acid by adsorbing on to a strongly acidic ion-exchange resin (Merck), elute the diacid with aqueous M NaOH, the eluate is evaporated, H2O is added, and filtered through a weakly acidic ion-exchange resin (Merck). The filtrate is then evaporated and recrystallised from EtOH. Its solubility is 0.1g in 1mL of 0.5N HCl. (±)--Kainic acid is recrystallised from H2O with m 230-260o. UV (MeOH): 219 (log 3.9); max 1HNMR (CCl4, 100MHz, Me4Si standard) : 1.64 (s 1H), 1.70 (s 3H), 3.24 (d J 7.5, 2H), 3.3-4.2 (1H), 3.70 (s 3H), 3.83 (s 3H), 4.35 (dd J 7.5, J 14.5, 1H), 5.21 (t J 7.5, 1H), 7.26 (t J 7.5, 1H). [Oppolzer & Andres Helv Chim Acta 62 2282 1979, Beilstein 22 III/IV 1523.]
Einzelnachweise
1) Watkins et al. (1981), Excitatory amino acid transmitters; Ann. Rev. Pharmacol. Toxicol., 21 165

KAINIC ACID Upstream-Materialien And Downstream Produkte

KAINIC ACID Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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