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Q2128

Sigma-Aldrich

Quisqualic acid

powder

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Synonym(s):
β-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine, 3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine
Empirical Formula (Hill Notation):
C5H7N3O5
CAS Number:
Molecular Weight:
189.13
Beilstein/REAXYS Number:
1078734
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

form

powder

Quality Level

color

white to off-white

solubility

ethanol: <0.17 mg/mL
H2O: 0.5 mg/mL
0.1 M HCl: 1.4 mg/mL
1 M NH4OH: 20 mg/mL
organic solvents: insoluble

storage temp.

2-8°C

SMILES string

N[C@@H](CN1OC(=O)NC1=O)C(O)=O

InChI

1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1

InChI key

ASNFTDCKZKHJSW-REOHCLBHSA-N

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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.

Application

Quisqualic acid has also been used as a group I metabotropic receptor agonist in neurons.
Quisqualic acid has been used to test ligand-gated receptors in spiral ganglion neurons.

Biochem/physiol Actions

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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