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(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid-[13C2,15N]

General Information
Catalog: BLP-006129
CAS: 1219376-36-9
Molecular Formula: C5[13C]2H10[15N]NO4
Molecular Weight: 189.14
Chemical Structure
(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid-[13C2,15N]
Description (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid-[13C2,15N] is the labelled analogue of (RS)-AMPA, which has been found to be a definitive agonist of the AMPA glutamatergic ionotropic receptor.
Synonyms (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid-13C2,15N; AMPA-13C2,15N; D,L-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic Acid-13C2,15N; γ-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid-13C2,15N; (RS)-AMPA-13C2,15N
IUPAC Name 2-(15N)azanyl-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)(1,2-13C2)propanoic acid
Related CAS 74341-63-2 (unlabelled) 171259-81-7 (unlabelled hydrobromide)
Canonical SMILES CC1=C(C(=O)NO1)CC(C(=O)O)N
InChI 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)/i5+1,7+1,8+1
InChI Key UUDAMDVQRQNNHZ-QIOHBQFSSA-N
Melting Point >210°C (dec.)
Purity 96%; 99% atom 13C, 99% atom 15N
Solubility Very slightly soluble in Water (Heated)
Appearance Brown to Dark Brown Solid
Storage Store at -20°C

(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid-[13C2,15N], commonly known as labeled AMPA, is a stable isotope-labeled compound extensively utilized in scientific research. Here are key applications of this compound presented with high perplexity and burstiness:

Receptor Studies in Neuroscience: Within the realm of neuroscience, labeled AMPA serves as a pivotal tool for investigating the AMPA receptor, a crucial type of glutamate receptor involved in synaptic transmission and plasticity. Through the utilization of this labeled compound, researchers can meticulously track and quantify the dynamic behaviors of AMPA receptors across various neural environments. This exploration aids in unraveling the receptor's contributions to processes such as learning, memory, and the onset of neurological disorders.

Proteomics: Advancing the field of proteomics, (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid-[13C2,15N] acts as a tracer in mass spectrometry-based investigations. The isotopic labeling feature allows for precise quantification of protein interactions and modifications, offering a window into the complex networks and interactions that govern cellular processes and disease pathways. This research avenue provides profound insights into the intricate machinery of biological systems.

Drug Metabolism Studies: In the domain of pharmacokinetics and drug metabolism, this labeled compound emerges as a valuable asset for exploring the metabolic pathways of glutamate analogs. By meticulously monitoring the movements of labeled atoms, scientists can discern the absorption, distribution, metabolism, and excretion patterns of these compounds within biological frameworks. These investigative endeavors are instrumental in the pursuit of novel therapeutics targeting the glutamatergic pathways, paving the way for innovative drug development practices.

Environmental and Ecological Research: Within environmental studies, labeled AMPA finds application in assessing the fate and transport dynamics of amino acid derivatives within ecosystems. Researchers leverage this labeled compound to meticulously track its journeys and transformations within soil and water environments, shedding light on the ecological repercussions of compounds akin to AMPA. These insights prove invaluable in conducting environmental risk assessments and understanding the intricate interplay between compounds and ecological systems.

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