KAINIC ACID

KAINIC ACID Structure
CAS No.
487-79-6
Chemical Name:
KAINIC ACID
Synonyms
KAINATE;(-)-α-Kainic Acid;C12819;Kainic;digenin;helminal;(3aαKainicaci;,4-beta))-;KAINIC ACID
CBNumber:
CB2351306
Molecular Formula:
C10H15NO4
Molecular Weight:
213.23
MOL File:
487-79-6.mol
MSDS File:
SDS
Modify Date:
2023/12/15 15:12:13

KAINIC ACID Properties

Melting point 253-254 C
alpha D24 -14.8° (c = 1.01)
Boiling point 353.22°C (rough estimate)
Density 1.2177 (rough estimate)
refractive index 1.4368 (estimate)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility H2O: soluble
form White to off-white solid.
pka 2.03±0.60(Predicted)
color White
Water Solubility Soluble to 25 mM in water
Stability 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 Substance Registry System 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)- (487-79-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H312-H332
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  22-24/25-36
WGK Germany  3

KAINIC ACID Chemical Properties,Uses,Production

Chemical Properties

soluble in 0.1 M NaOH

Uses

(-)-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.

Biological Activity

Selective agonist at kainate receptors. Potent excitant and neurotoxin. Also available as part of the Kainate Receptor Tocriset™ .

Purification Methods

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.]

KAINIC ACID Preparation Products And Raw materials

Global( 128)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Alfa Chemistry +1-5166625404 United States 21317 58 Inquiry
InvivoChem +1-708-310-1919 +1-13798911105 United States 6393 58 Inquiry
Hangzhou MolCore BioPharmatech Co.,Ltd. +86-057181025280; +8617767106207 China 49739 58 Inquiry
Nantong HI-FUTURE Biology Co., Ltd. +undefined18051384581 China 3136 58 Inquiry
ZHEJIANG JIUZHOU CHEM CO., LTD +86-0576225566889 +86-13454675544 China 19947 58 Inquiry
GIHI CHEMICALS CO.,LIMITED +8618058761490 China 49999 58 Inquiry
LEAPCHEM CO., LTD. +86-852-30606658 China 43348 58 Inquiry
Shanghai Acmec Biochemical Technology Co., Ltd. +undefined18621343501 China 33350 58 Inquiry
(-)-A-KAINIC ACID KAINIC ACID KAINIC ACID SYNTHETIC KAINIC ACID (OPIKA-1(TM)) Kainic C12819 (2S,3S,4S)-Carboxy-4-(1-methylethenyl)-3-pyrrolidineaceticacid 3-(carboxyMethyl)-4-prop-1-en-2-ylproline (2S,3S,4S)-2-Carboxy-4-isopropenylpyrrolidine-3-acetic acid L-alpha-Kainic acid 3-Pyrrolidineaceticacid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)- ,4-beta))- 2-carboxy-4-isopropenyl-3-pyrrolidineaceticaci 3-pyrrolidineaceticacid,2-carboxy-4-(1-methylethenyl)-,(2s-(2-alpha,3-beta alpha-kainicacid digenicacid digenin helminal (2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE) 2-CARBOXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID 2-CARBOXYL-3-CARBOXYMETHYL-4-ISOPROPENYL PYRROLIDINE [2S-(2A,3B,4B)]-2-CARBOXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID (2S,3S,4R)-CARBOXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID -Dihydroxyandrost-5-en-17-one 12-dihydroxyguaian-6,10-diene )]-Hexahydro-2-oxo-1,3-bis(phenylmethyl)-1H-Thieno[3,4-d]imidazole-4-pentanoic Acid Phenylmethyl Ester [3aS-(3a&alpha (3a&alpha )-3a,4,7,7a-Tetrahydro-4-hydroxy-1H-isoindole-1,3(2H)-dione 7-p-Toluenesulfonylhydrazide 3&beta -Dihydroxy-chol-5-ene-24-carboxylic Acid Ethyl Ester -glucopyranosyl-(1&rarr Periplogenin 3-[O-&beta -sarmentopyranoside] -Hydroxy Cholesterol-d4 (Major) [2S-[1(S*),2&alpha ]]-4-Methyl-1-(1-phenylethyl)-2-piperidinecarboxylic Acid Ethyl Ester )-7-Dehydro-4,25-dihydroxycholesterol -Hydroxy Cholesterol 4-Acetate )-3,4-Dihydroxy-chol-5,7-diene-24-carboxylic Acid Methyl Ester -Allopyranosyl-(1&rarr -oleandropyranosyl-11-O-isobutyryl-12-O-acetyl- Tenacigenin B, 3-O-&beta )]-4-[2-(2,5-Dihydroxyphenyl)ethyl]octahydro-1-hydroxy-7a-methyl-5H-inden-5-one (2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid -Hydroxy Cholesterol-d7 4-Acetate -Diacetyloxy-chol-5-ene-24-carboxylic Acid Ethyl Ester )-4,5-Epoxy-13-ethyl-17-hydroxy-18,19-dinorpregn-20-yn-3-one Kainicaci KAINATE (-)-α-Kainic Acid α-Kainic acid 487-79-6 Glutamate receptor