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QUISQUALIC ACID

CAS No.
52809-07-1
Chemical Name:
QUISQUALIC ACID
Synonyms
QUISQUALATE;QUISQUALIC ACID;L-QUISQUALIC ACID;(+)-QuisqualicAci;Quisqualinic acid;()-QUISQUALIC ACID;(+)-QUISQUALIC ACID;L(+)-QUISQUALIC ACID;Quisqualic acid (7CI);QUISQUALIC ACID USP/EP/BP
CBNumber:
CB9198500
Molecular Formula:
C5H7N3O5
Molecular Weight:
189.13
MDL Number:
MFCD00069337
MOL File:
52809-07-1.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

QUISQUALIC ACID Properties

Melting point 185-187°C dec.
alpha D20 +17.0° (c = 2.0 in 6M HCl)
Boiling point 324.36°C (rough estimate)
Density 1.6649 (rough estimate)
refractive index 1.6190 (estimate)
storage temp. 2-8°C
solubility NH4OH 1 M: 20 mg/mL, clear, colorless
pka 2.12±0.10(Predicted)
form powder
color white to off-white
Water Solubility Soluble in ethanol, water. Insoluble in organic solvents.
Merck 13,8177
BRN 1078734
Stability Stable. Incompatible with strong oxidizing agents.
FDA UNII 8OC22C1B99

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H312-H332
Precautionary statements  P261-P280h-P301+P312a-P304+P340-P321-P501a
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  26-36
WGK Germany  3
10
NFPA 704
0
3 0

QUISQUALIC ACID price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Q2128 Quisqualic acid powder 52809-07-1 1mg $63 2024-03-01 Buy
Sigma-Aldrich Q2128 Quisqualic acid powder 52809-07-1 5mg $357 2024-03-01 Buy
Alfa Aesar J61591 (+)-Quisqualic acid, 99+% 52809-07-1 5mg $228.65 2024-03-01 Buy
Alfa Aesar J61591 (+)-Quisqualic acid, 99+% 52809-07-1 10mg $414.65 2024-03-01 Buy
Cayman Chemical 20211 L-Quisqualic Acid ≥99% 52809-07-1 1mg $56 2024-03-01 Buy
Product number Packaging Price Buy
Q2128 1mg $63 Buy
Q2128 5mg $357 Buy
J61591 5mg $228.65 Buy
J61591 10mg $414.65 Buy
20211 1mg $56 Buy

QUISQUALIC ACID Chemical Properties,Uses,Production

Description

L-Quisqualic acid is a natural analog of glutamate that acts as an agonist at AMPA-selective and metabotropic glutamate receptors (EC50s = 170, 10, 40, and 29 nM at GluR-A, mGluR1, mGluR3, and mGluR5, respectively), as well as the ionotropic kainate receptor (GRIK4; Ki = 6.43 nM). L-Quisqualic acid is used to study receptor dynamics and as an excitotoxin to selectively destroy neurons in the brain or spinal cord.

Chemical Properties

Off-White Solid

Uses

Quisqualic acid has been used to test ligand-gated receptors in spiral ganglion neurons.

Uses

Quisqualic acid is used to differentiate between mGluR-1 and mGluR-4. L-Quisqualic acid is an activator of GluR.

Uses

An amino acid that is able to function as an agonist at multiple excitatory amino acid receptor substrates in the central nervous system. It also has high affinity for the kainate, AMPA and the metabotropic receptors. Inhibits the Ca2+/Cl-dependent glutamic acid uptake system in brain synaptic plasma membrane preparations.

Definition

ChEBI: Quisqualic acid is a non-proteinogenic alpha-amino acid.

General Description

Quisqualate/ Quisqualic acid is obtained from the fruits and seeds of Quisqualis chinensis. It is an agonist at two subsets of excitatory amino acid receptors metabotropic receptors that indirectly mediate calcium mobilization from intracellular stores and, ionotropic receptors that directly control membrane channels. L-quisqualic acid is an agonist of the neurotransmitter L-glutamate.

Biological Activity

Glutamate receptor agonist acting at AMPA receptors and metabotropic glutamate receptors positively linked to phosphoinositide hydrolysis. Sensitizes neurons in hippocampus to depolarization by L-AP6 (the so called 'quis' effect). Also available as part of the Group I mGlu Receptor Tocriset™ .

Biochem/physiol Actions

Active enantiomer of quisqualic acid; excitatory amino acid at glutamate receptors.

storage

Store at RT

Purification Methods

It has been purified by ion-exchange chromatography on Dowex 50W (x 8, H+ form); the desired fractions are lyophilised and recrystallised from H2O/EtOH. It has IR (KBr) : 3400-2750br, 1830s, 1775s, 1745s and 1605s cm-1;maxand 1H NMR (NaOD/D2O, pH 13) : 3.55-3.57 (1H m, X of ABX, H-2), 3.72-3.85 (2H, AB of ABX, H-3), 1 3C NMR (D2O) : 50.1t, 53.4d, 154.8s, 159.7s and 171.3s. [Baldwin et al. J Chem Soc, Chem Commun 256 1985.] It is a quasiqualate receptor agonist [Joels et al. Proc Natl Acad Sci USA 86 3404 1989].

QUISQUALIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 131)Suppliers
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Hubei Jusheng Technology Co.,Ltd.
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View Lastest Price from QUISQUALIC ACID manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Quisqualic Acid pictures 2022-09-23 Quisqualic Acid
52809-07-1
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
QUISQUALIC ACID pictures 2020-01-10 QUISQUALIC ACID
52809-07-1
US $2.00 / KG 1g 98%MIN ASK Career Henan Chemical Co
  • Quisqualic Acid pictures
  • Quisqualic Acid
    52809-07-1
  • US $0.00-0.00 / kg
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
3-(3,5-DIOXO-1,2,4-OXADIAZOLIDIN-2-YL)-L-ALANINE L(+)-QUISQUALIC ACID L-QUISQUALIC ACID L-(+)-A-AMINO-3,5-DIOXO-1,2,4-OXADIAZOLIDINE-2-PROPANOIC ACID (L)-(+)-ALPHA-AMINO-3,5-DIOXO-1,2,4-OXADIAZOLIDINE-2-PROPANOIC ACID BETA-[3,5-DIOXO-1,2,4-OXADIAZOLIDIN-2-YL]-L-ALANINE BETA-(3,5-DIOXO-1,2,4-OXADIZOLIDIN-2-YL)-L-ALANINE (+)-QUISQUALIC ACID QUISQUALIC ACID L-(+)-a-Amino-3,5-Dioxo-1,2,4-oxadiazolidine-2-pro β-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)-l-alanine QUISQUALATE L-(+)-α-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic Acid β-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine, 3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine (S)-2-Amino-3-(3,5-dioxotetrahydro-1,2,4-oxadiazole-2-yl)propionic acid (αS)-α-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic acid (αS)-α-Amino-3,5-dioxotetrahydro-1,2,4-oxadiazole-2-propionic acid Quisqualic acid,β-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine, 3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine (S)-2-aMino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid 1,2,4-Oxadiazolidine-2-propanoicacid, a-aMino-3,5-dioxo-, (aS)- ()-QUISQUALIC ACID 1,2,4-Oxadiazolidine-2-propanoic acid, α-amino-3,5-dioxo-, (αS)- (+)-QuisqualicAci QUISQUALIC ACID USP/EP/BP Quisqualinic acid Quisqualic acid (7CI) 52809-07-1 C5H7N3O5 Amino Acids and Peptides Biochemicals and Reagents BioChemical Cell Signaling and Neuroscience Cell Biology Modified Amino Acids Ligand-Gated Ion Channels I - Z Ionotropic Glutamate Receptor Modulators Ion Channels Heterocycles Glutamate Amino Acids 13C, 2H, 15N Amino Acids & Derivatives Neurochemicals Glutamate receptor