Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 8 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Applications:A potent and selective agonist of the putative, excitatory neurotransmitter L-glutamic acid. AMPA does not interfere with binding sites for kainic acid in vitro, and AMPA- induced neuronal excitation is not significantly affected by NMDA antagonists.
Solubility:Water
| Pubchem Sid | 504750479 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750479 |
| Canonical Smiles | CC1=C(C(=O)NO1)CC(C(=O)O)N |
| IUPAC Name | 2-amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic acid |
| InChIKey | UUDAMDVQRQNNHZ-UHFFFAOYSA-N |
| INCHI | 1S/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12) |
| Isomeric SMILES | CC1=C(C(=O)NO1)CC(C(=O)O)N |
| Alternate CAS | 74341-63-2 |
| MeSH Entry Terms | alpha Amino 3 hydroxy 5 methyl 4 isoxazolepropionic Acid;alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid;AMPA;AMPA, (+-)-Isomer;AMPA, (R)-Isomer;AMPA, (R)-Isomer, Monohydrobromide;AMPA, (S)-Isomer;AMPA, (S)-Isomer, Monohydrobromide |
| Molecular Weight | 204.19 |
| Reaxy-Rn | 8143254 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8143254&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Alpha amino acids |
| Alternative Parents | Aralkylamines Isoxazoles Heteroaromatic compounds Lactams Amino acids Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Alpha-amino acid - Aralkylamine - Azole - Isoxazole - Heteroaromatic compound - Amino acid - Lactam - Carboxylic acid - Oxacycle - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Primary amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Amine - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). |
| External Descriptors | non-proteinogenic alpha-amino acid |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jun 17, 2025 | R288477 | |
| Certificate of Analysis | Jun 17, 2025 | R288477 | |
| Certificate of Analysis | Jun 17, 2025 | R288477 | |
| Certificate of Analysis | Apr 03, 2025 | R288477 | |
| Certificate of Analysis | Apr 03, 2025 | R288477 |
| Solubility | Solvent:water, Max Conc. mg/mL: 1.86, Max Conc. mM: 10 with gentle warming |
|---|---|
| Sensitivity | Moisture sensitive |
| Molecular Weight | 186.170 g/mol |
| XLogP3 | -3.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 186.064 Da |
| Monoisotopic Mass | 186.064 Da |
| Topological Polar Surface Area | 102.000 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 284.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. LuLu Cao, Yunlei Zhou, Lanlan Gao, Huanshun Yin, Miao Zhang, Haowei Zhang, Peng Ju, Kunpeng Dou, Shiyun Ai. (2023) Ascorbic Acid Induced the Improved Oxygen Vacancy Defects of Bi4O5Br2 and Its Application on Photoelectrochemical Detection of DNA Demethylase MBD2 with Improved Detection Sensitivity. Small, [PMID:38009777] [10.1002/smll.202306365] |
| 2. Huadong Tan, Qiao Xing, Ling Mo, Chunyuan Wu, Xiaoying Zhang, Xiaoyu He, Yuefu Liang, Rong Hao. (2023) Occurrence, multiphase partitioning, drivers, and ecological risks of current-use herbicides in a river basin dominated by rice–vegetable rotations in tropical China. SCIENCE OF THE TOTAL ENVIRONMENT, [PMID:37918751] [10.1016/j.scitotenv.2023.168270] |
| 3. Yingping Huang, Zhangli Li, Kun Yao, Chuncheng Chen, Chaoyuan Deng, Yanfen Fang, Ruiping Li, Hailin Tian. (2021) Suppressing toxic intermediates during photocatalytic degradation of glyphosate by controlling adsorption modes. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2021.120671] |
| 4. Jia Ding, Wenjing Jiang, Yunlei Zhou, Huanshun Yin, Shiyun Ai. (2020) Electrochemiluminescence immunosensor for 5-hydroxymethylcytosine detection based on PAMAM-nanosilver‑nitrogen doped graphene nanocomposite. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2020.114646] |
| 5. Zhang Chao, She Yongxin, Li Tengfei, Zhao Fengnian, Jin Maojun, Guo Yirong, Zheng Lufei, Wang Shanshan, Jin Fen, Shao Hua, Liu Haijin, Wang Jing. (2017) A highly selective electrochemical sensor based on molecularly imprinted polypyrrole-modified gold electrode for the determination of glyphosate in cucumber and tap water. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 409 (30): (7133-7144). [PMID:29018930] [10.1007/s00216-017-0671-5] |
| 6. Bo Xing, Honglin Chen, Xiaoming Zhang. (2017) Efficient degradation of organic phosphorus in glyphosate wastewater by catalytic wet oxidation using modified activated carbon as a catalyst. ENVIRONMENTAL TECHNOLOGY, [PMID:28332926] [10.1080/09593330.2017.1310935] |
| 7. Yaqing Chang, Zhe Zhang, Jinhui Hao, Wenshu Yang, Jilin Tang. (2016) A simple label free colorimetric method for glyphosate detection based on the inhibition of peroxidase-like activity of Cu(Ⅱ). SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2016.01.048] |
| 8. Danyi Chen, Rongrong Zhao, Honglin Liu, Hailin Tian, Yiqun Tian, Di Huang, David Johnson, Yingping Huang. (2025) Selective photo-Fenton degradation of glyphosate using Schiff base metal complexes: Insights into metal-mediated pathways. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2025.144837] |
Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
View Moligand™ grade guide →