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Merck

I2765

Sigma-Aldrich

Ibotenic acid

~95% (TLC), solid, neurotoxin

Synonym(e):

α-Amino-3-hydroxy-5-isoxazoleacetic acid

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About This Item

Empirische Formel (Hill-System):
C5H6N2O4
CAS-Nummer:
Molekulargewicht:
158.11
MDL-Nummer:
UNSPSC-Code:
12352209
PubChem Substanz-ID:
NACRES:
NA.32

product name

Ibotenic acid, ~95%, solid

Assay

~95%

Qualitätsniveau

Form

solid

Farbe

white

Löslichkeit

H2O: 1 mg/mL, clear, colorless (with sonication)
0.1 M NaOH: 10.7 mg/mL
0.1 M HCl: 4.7 mg/mL

SMILES String

NC(C(O)=O)C1=CC(=O)NO1

InChI

1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)

InChIKey

IRJCBFDCFXCWGO-UHFFFAOYSA-N

Angaben zum Gen

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Anwendung

Ibotenic acid has been used as a neurontoxin in rats. It has also been used in inducing a primary permanent lesion monkey cortex M1 neurons.
Ibotenic acid has been used to perform surgery in adult male zebra finches (Taeniopygia guttata) to study reversing reinforcement-induced vocal changes.

Biochem./physiol. Wirkung

Ibotenic acid is an analog of glutamate. It is involved in the excitation of cell bodies and destroys the thalamic reticular nucleus (NRT). It induces high calcium influx leading to neuronal injury. Ibotenic acid is used to induce neurodegeneration due to its excitotoxic functionality.
Non-selective agonist with preference for NMDA glutamate receptors; neurotoxin; neuroexcitatory amino acid originally isolated from Amanita species.

Vorsicht

Hygroscopic

Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Die Dokumentenbibliothek aufrufen

Angela M Kaindl et al.
Annals of neurology, 72(4), 536-549 (2012-10-31)
Activated microglia play a central role in the inflammatory and excitotoxic component of various acute and chronic neurological disorders. However, the mechanisms leading to their activation in the latter context are poorly understood, particularly the involvement of N-methyl-D-aspartate receptors (NMDARs)
The median raphe nucleus lesion attenuates amnesic effects of ketamine on short-term memory in rats
Babar E, et al.
Journal of Islamic Academy of Sciences, 7(4), 241-246 (1994)
Effects of bilateral microinjections of ibotenic acid in the thalamic reticular nucleus on delta oscillations and sleep in freely-moving rats
Marini G, et al.
Journal of Sleep Research, 9(4), 359-366 (2000)
Megan E Fox et al.
ACS chemical neuroscience, 7(12), 1681-1689 (2016-09-13)
Central norepinephrine signaling influences a wide range of behavioral and physiological processes, and the ventral bed nucleus of the stria terminalis (vBNST) receives some of the densest norepinephrine innervation in the brain. Previous work describes norepinephrine neurons as projecting primarily
Benjamin M Basile et al.
PLoS biology, 18(6), e3000677-e3000677 (2020-06-13)
A key feature of most social relationships is that we like seeing good things happen to others. Research has implicated the anterior cingulate cortex (ACC) in attaching value to social outcomes. For example, single neurons in macaque ACC selectively code

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