Ibotenic acid
(Synonyms: 鹅膏氨酸,(RS)-Ibotenic acid; DL-Ibotenic acid) 目录号 : GC11715
Ibotenic acid是一种神经毒素，对N-甲基-D-天冬氨酸（NMDA）和反式ACPD或代谢使君子酸（Qm）受体位点均具有激动剂活性。
Cas No.:2552-55-8
Sample solution is provided at 25 µL, 10mM.
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Ibotenic acid is a neurotoxin that has agonist activity at both N-methyl-D-aspartate (NMDA) and trans-ACPD or metabolite quisqualate (Qm) receptor sites[1]. Ibotenic acid is structurally similar to glutamate and can penetrate the blood-brain barrier. Once in the central nervous system, Ibotenic acid undergoes decarboxylation to form muscimol, which has structural similarity to gamma-aminobutyric acid (GABA) and acts as a potent agonist at GABAA receptors[2, 3]. Ibotenic acid can induce degeneration of hippocampal neurons and can also be used to construct experimental animal models of neurological injury, such as schizophrenia models[4, 5].
In vivo, Ibotenic acid (16mg/kg, 1mg/mL) was injected intraperitoneally into mice for 20min, 1h, and 4h, respectively. Glutamate levels in the hippocampus and brainstem of mice decreased significantly 4h after intoxication, adrenaline levels in the cerebral cortex decreased at 20min after intoxication, and tyrosine levels in the brainstem and cerebellum decreased after 4h. Acute exposure also inhibited the motor activity of mice[6].
References:
[1] Zinkand W C, Moore W C, Thompson C, et al. Ibotenic acid mediates neurotoxicity and phosphoinositide hydrolysis by independent receptor mechanisms[J]. Molecular and chemical neuropathology, 1992, 16(1): 1-10.
[2] Stebelska K. Fungal hallucinogens psilocin, ibotenic acid, and muscimol: analytical methods and biologic activities[J]. Therapeutic Drug Monitoring, 2013, 35(4): 420-442.
[3] Issahaku A R, Wilhelm A, Schutte-Smith M, et al. Elucidating the binding mechanisms of GABA and Muscimol as an avenue to discover novel GABA-mimetic small molecules[J]. Journal of Biomolecular Structure and Dynamics, 2024: 1-16.
[4] Heo H, Shin Y, Cho W, et al. Memory improvement in ibotenic acid induced model rats by extracts of Scutellaria baicalensis[J]. Journal of ethnopharmacology, 2009, 122(1): 20-27.
[5] Becker A, Grecksch G, Bernstein H G, et al. Social behaviour in rats lesioned with ibotenic acid in the hippocampus: quantitative and qualitative analysis[J]. Psychopharmacology, 1999, 144(4): 333-338.
[6] Dai R, Duan Z, Han B, et al. Preliminary study on the time-correlation changes in brain neurotransmitters of mice exposed to mushroom toxin ibotenic acid[J]. Frontiers in Neuroscience, 2025, 19: 1561291.
Ibotenic acid是一种神经毒素，对N-甲基-D-天冬氨酸（NMDA）和反式ACPD或代谢使君子酸（Qm）受体位点均具有激动剂活性[1]。Ibotenic acid在结构上类似于谷氨酸，可以穿透血脑屏障，一旦进入中枢神经系统，Ibotenic acid经历脱羧以形成蝇蕈醇（muscimol），蝇蕈醇具有与γ-氨基丁酸（GABA）的结构相似性并且充当GABAA受体的有效激动剂[2, 3]。Ibotenic acid能够诱导海马神经元的变性，还能够用于构建实验动物神经损伤模型，例如精神分裂症模型[4, 5]。
在体内，Ibotenic acid（16mg/kg, 1mg/mL）通过腹腔注射处理分别让小鼠中毒20min、1h和4h，小鼠海马和脑干中谷氨酸水平在中毒4h后显著降低，大脑皮层中肾上腺素水平在中毒20min时降低，而脑干和小脑中酪氨酸水平在4h后降低，且急性暴露抑制了小鼠的运动活动[6]。
| Animal experiment [1]: | |
Animal models | Male Kunming mice |
Preparation Method | A poisoned mouse model was established through the intraperitoneal injection of 16mg/kg Ibotenic acid. The experiment was randomly divided into four groups: an Ibotenic acid exposure group for 20min, an exposure group for 1h, an exposure group for 4h, and a control group. The exposure groups received an intraperitoneal injection of 1mg/mL Ibotenic acid saline solution, while the control group was injected with an equivalent volume of saline. Mice were euthanized by cervical dislocation, followed by decapitation for tissue collection, and the cerebral cortex, hippocampus, striatum, brain stem, and cerebellum of each mouse were quickly dissected on ice packs. The isolated brain tissue was immediately frozen in liquid nitrogen. White matter was preserved during sampling to study metabolic changes in the original anatomical state. All tissue samples were cryopreserved at -80°C for subsequent analysis. |
Dosage form | 16mg/kg, 1mg/mL; 20min, 1h, 4h; i.p. |
Applications | Compared to the control group, levels of glutamic acid in the hippocampus and brain stem significantly decreased after 4h of Ibotenic acid exposure. Additionally, epinephrine levels in the cerebral cortex decreased at 20min, while tyrosine levels in the brain stem and cerebellum decreased after 4h. In the brain stem region, the tryptophan levels in each exposure group decreased significantly compared with the 4-h exposure group, and brain stem choline levels significantly decreased. Conversely, homovanillic acid levels in the brain stem increased. |
References: | |
| Cas No. | 2552-55-8 | SDF | |
| 别名 | 鹅膏氨酸,(RS)-Ibotenic acid; DL-Ibotenic acid | ||
| 化学名 | (S)-2-amino-2-(3-oxo-2,3-dihydroisoxazol-5-yl)acetic acid | ||
| Canonical SMILES | OC([C@H](C(ON1)=CC1=O)N)=O | ||
| 分子式 | C5H6N2O4 | 分子量 | 158.11 |
| 溶解度 | Water: 10mM | 储存条件 | Desiccate at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.3247 mL | 31.6236 mL | 63.2471 mL |
| 5 mM | 1.2649 mL | 6.3247 mL | 12.6494 mL |
| 10 mM | 632.5 μL | 3.1624 mL | 6.3247 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet