QUISQUALIC ACID

Product Name: 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
Formula Weight: 189.13
MOL File: 52809-07-1.mol

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QUISQUALIC ACID Property

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.

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22
Safety Statements: 26-36
WGK Germany: 3
F: 10

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P321Specific treatment (see … on this label).

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Q2128
Product name: Quisqualic acid
Purity: powder
Packaging: 1mg
Price: $63
Updated: 2024/03/01

Sigma-Aldrich

Product number: Q2128
Product name: Quisqualic acid
Purity: powder
Packaging: 5mg
Price: $357
Updated: 2024/03/01

Alfa Aesar

Product number: J61591
Product name: (+)-Quisqualic acid, 99+%
Packaging: 5mg
Price: $228.65
Updated: 2024/03/01

Alfa Aesar

Product number: J61591
Product name: (+)-Quisqualic acid, 99+%
Packaging: 10mg
Price: $414.65
Updated: 2024/03/01

Cayman Chemical

Product number: 20211
Product name: L-Quisqualic Acid
Purity: ≥99%
Packaging: 1mg
Price: $56
Updated: 2024/03/01

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QUISQUALIC ACID Chemical Properties,Usage,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; K_i = 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

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.

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.

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

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QUISQUALIC ACID Suppliers

Canada 1 China 91 Europe 1 Germany 3 India 1 Japan 3 Switzerland 3 United Kingdom 6 United States 23 Global 132

Nanjing Peiwill Biotechnology Co.,Ltd.

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J & K SCIENTIFIC LTD.

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Ascent Scientific

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Email: customerservice@ascentscientific.co.uk
Country: United Kingdom
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Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
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Shandong Xiya Chemical Co., Ltd

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Syntechem Co.,Ltd

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ShangHai YuanYe Biotechnology Co., Ltd.

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NCE Biomedical Co.,Ltd.

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CEG Chemical Science&Technology Co., Ltd.

Tel: Mobile:13665161512
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View Lastest Price from QUISQUALIC ACID manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: Quisqualic Acid 52809-07-1
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-22

Career Henan Chemical Co

Product: QUISQUALIC ACID 52809-07-1
Price: US $2.00/KG
Min. Order: 1g
Purity: 98%MIN
Supply Ability: ASK
Release date: 2020-01-09

52809-07-1, QUISQUALIC ACIDRelated Search:

4-Phosphonophenylglycine AIDA L-AP4 IBOTENIC ACID (+-)-2-AMINO-3-PHOSPHONOPROPIONIC ACID ( AP-3)NMDA ANTAGONIST MPPG Albizziin 2,3-Diaminopropionic acid Hydroxyurea 3-(N-Methylamino)-L-alanine QUISQUALIC ACID L-2,3-Diaminopropionic acid 3-UREIDOPROPIONIC ACID 1,2,4-OXADIAZOLIDINE-3,5-DIONE ALPHA-BENZYLQUISQUALIC ACID [3H]QUISQUALIC ACID 2-(2-AMINO-ETHYL)-[1,2,4]OXADIAZOLIDINE-3,5-DIONE 1-Hydroxy-3-methylurea

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