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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; 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

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

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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
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  • Cell Signaling and Neuroscience
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