Quisqualic acid
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Quisqualic acid is an agonist of the AMPA, kainate, and group I metabotropic glutamate receptors. It is one of the most potent AMPA receptor agonists known.[2][3][4][5] It causes excitotoxicity and is used in neuroscience to selectively destroy neurons in the brain or spinal cord.[6][7][8] Quisqualic acid occurs naturally in the seeds of Quisqualis species.
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Names | |||
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IUPAC name
3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine | |||
Systematic IUPAC name
(2S)-2-Amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid | |||
Identifiers | |||
3D model (JSmol) |
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DrugBank |
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ECHA InfoCard | 100.164.809 | ||
EC Number |
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KEGG |
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MeSH | Quisqualic+Acid | ||
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CompTox Dashboard (EPA) |
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Properties | |||
C5H7N3O5 | |||
Molar mass | 189.126 g/mol | ||
Melting point | 187 to 188 °C (369 to 370 °F; 460 to 461 K) decomposes | ||
Hazards | |||
GHS labelling:[1] | |||
Warning | |||
H302, H312, H332 | |||
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P501 | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Research conducted by the USDA Agricultural Research Service, has demonstrated quisqualic acid is also present within the flower petals of zonal geranium (Pelargonium x hortorum) and is responsible for causing rigid paralysis of the Japanese beetle.[9][10] Quisqualic acid is thought to mimic L-glutamic acid, which is a neurotransmitter in the insect neuromuscular junction and mammalian central nervous system.[11]