Molecular structure of Ibotenic acid, CAS Number: 2552-55-8
Ibotenic acid (CAS 2552-55-8)
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Alternate Names:
a-Amino-(3-hydroxy-5-isoxazolyl)acetic acid
Application:
Ibotenic acid is a conformationally restricted analog of glutamic acid and a a potent Glu agonist
CAS Number:
2552-55-8
Purity:
≥98%
Molecular Weight:
158.11
Molecular Formula:
C5H6N2O4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Ibotenic acid is a conformationally restricted analogue of glutamic acid which acts as a potent Glu agonist. Ibotenic acid has been utilized in various studies as a useful tool in morphological and functional analysis of central neuronal systems. Additionally, compared to kainic acid (sc-200454), in vitro experiments on striatal synaptosomal and membrane preparations indicated that Ibotenic acid differs by lacking a significant inhibitory effect on high affinity glutamate uptake while having low affinity for other kainic binding sites. Furthermore, Ibotenic acid was noted to not interfere with radioligand binding. Other studies indicated that as compared to kainic acid, ibotenic acid is less potent than kainic acid in hippocampal neuronal cell degradation. Ibotenic acid was also noted to cause degradation of granule cells and CA3/CA4 pyramids to an equal extent.
Ibotenic acid (CAS 2552-55-8) References
- Ibotenic acid mediates neurotoxicity and phosphoinositide hydrolysis by independent receptor mechanisms. | Zinkand, WC., et al. 1992. Mol Chem Neuropathol. 16: 1-10. PMID: 1325800
- Ibotenic acid and thioibotenic acid: a remarkable difference in activity at group III metabotropic glutamate receptors. | Hermit, MB., et al. 2004. Eur J Pharmacol. 486: 241-50. PMID: 14985045
- Tolerance of Drosophila flies to ibotenic acid poisons in mushrooms. | Tuno, N., et al. 2007. J Chem Ecol. 33: 311-7. PMID: 17195114
- GC/MS determination of ibotenic acid and muscimol in the urine of patients intoxicated with Amanita pantherina. | Stříbrný, J., et al. 2012. Int J Legal Med. 126: 519-24. PMID: 21751026
- Intrahippocampal injections of ibotenic acid provide histological evidence for a neurotoxic mechanism different from kainic acid. | Köhler, C., et al. 1979. Neurosci Lett. 15: 223-8. PMID: 231240
- On the use of ibotenic acid to lesion selectively different components of the hippocampal formation. | Jarrard, LE. 1989. J Neurosci Methods. 29: 251-9. PMID: 2477650
- Determination of muscimol and ibotenic acid in mushrooms of Amanitaceae by capillary electrophoresis. | Poliwoda, A., et al. 2014. Electrophoresis. 35: 2593-9. PMID: 24981810
- Excitatory amino acid receptors in the vertebrate central nervous system. | Collingridge, GL. and Lester, RA. 1989. Pharmacol Rev. 41: 143-210. PMID: 2558391
- Catching flies with Amanita muscaria: traditional recipes from Slovenia and their efficacy in the extraction of ibotenic acid. | Lumpert, M. and Kreft, S. 2016. J Ethnopharmacol. 187: 1-8. PMID: 27063872
- Toxicity of muscimol and ibotenic acid containing mushrooms reported to a regional poison control center from 2002-2016. | Moss, MJ. and Hendrickson, RG. 2019. Clin Toxicol (Phila). 57: 99-103. PMID: 30073844
- Ibotenic Acid Biosynthesis in the Fly Agaric Is Initiated by Glutamate Hydroxylation. | Obermaier, S. and Müller, M. 2020. Angew Chem Int Ed Engl. 59: 12432-12435. PMID: 32233056
- Determination of ibotenic acid and muscimol in plasma by liquid chromatography-triple quadrupole mass spectrometry with bimolecular dansylation. | Xu, XM., et al. 2020. J Chromatogr B Analyt Technol Biomed Life Sci. 1146: 122128. PMID: 32361630
- Ibotenic acid-induced neuronal degeneration: a morphological and neurochemical study. | Schwarcz, R., et al. 1979. Exp Brain Res. 37: 199-216. PMID: 40808
- Ibotenic acid lesions of the lateral hypothalamus: comparison with the electrolytic lesion syndrome. | Winn, P., et al. 1984. Neuroscience. 12: 225-40. PMID: 6462446
- Molecular pharmacology of homologues of ibotenic acid at cloned metabotropic glutamic acid receptors. | Bräuner-Osborne, H., et al. 1998. Eur J Pharmacol. 350: 311-6. PMID: 9696422
Inhibitor of:
B830028B13Rik, and V1RA1.Activator of:
GluR-5, NMDA, NMDAε1, OR4S1, PSD2, V1RC10, and Vmn2r13.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Ibotenic acid, 1 mg | sc-200449 | 1 mg | $118.00 | |||
Ibotenic acid, 5 mg | sc-200449A | 5 mg | $412.00 |