| Kainic acid[1] | |
|---|---|
 |
|
| IUPAC name |
(2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid
|
| Other names | 2-Carboxy-3-carboxymethyl-4-isopropenyl-pyrrolidine |
| Identifiers | |
| CAS number | 487-79-6  |
| PubChem | 10255 |
| SMILES |
CC(=C)[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O
|
| Properties | |
| Molecular formula | C10H15NO4 |
| Molar mass | 213.23 g/mol |
| Appearance | Crystalline needles |
| Melting point |
215 °C (decomp.) |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Kainic acid is a natural marine acid present in some seaweed. It is a specific agonist for the kainate receptor used as an ionotrophic glutamate receptor which mimics the effect of glutamate. It is used in experiments to distinguish a receptor from the other ionotropic receptors for glutamate such as NMDA and AMPA, a.k.a. quisqualate.
Contents |
Occurrence
In 1953, kainic acid was originally isolated from the seaweed[2] called "Kainin-sou"(海人草) or "Makuri" (Digenea simplex) in Japan. "Kainin-sou" is used as an anthelmintic in Japan.
Kainic acid is a potent central nervous system stimulant, and has been developed as the prototype neuroexcitatory amino acid for the induction of seizures in experimental animals, at a typical dose of 10-30 mg/kg in mice. Kainic acid is neuroexcitotoxic and epileptogenic, acting through specific kainate receptors. Because of the supply shortage in 2000, the price of kainic acid has risen significantly.
According to one of the users of livejournal, price hike is related to the fact that it was produced by a single person that retired that year [3]
Applications
- antiworming agent
- neuroscience research
- neurodegenerative agent
- modeling of epilepsy
- modeling of Alzheimer's disease
See also
References
- ^ Merck Index, 11th Edition, 5157
- ^ Moloney, M. G.; Natural Product Reports; 1998; pp. 208
- ^ http://ivanov-petrov.livejournal.com/1314669.html?thread=63853933#t63853933
External links
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