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CAS 157381-42-5

:

(S)-2-amino-2-methyl-4-phosphono-*butyric acid

Description:
(S)-2-amino-2-methyl-4-phosphono-butyric acid, commonly referred to as AMPA, is a synthetic amino acid derivative that acts as a potent agonist of the glutamate receptor, specifically targeting the AMPA subtype. This compound is characterized by its chiral center, which contributes to its biological activity, as the (S)-enantiomer is typically the more active form. It features a phosphono group, which enhances its solubility in water and its ability to interact with biological systems. AMPA is often studied for its role in neurotransmission and synaptic plasticity, making it significant in neurobiology and pharmacology. Its structure includes an amino group, a carboxylic acid, and a phosphonate moiety, which collectively contribute to its function as a neurotransmitter analog. Due to its properties, AMPA is utilized in research settings to investigate mechanisms of learning, memory, and various neurological disorders. Safety and handling precautions are essential when working with this compound, as with many bioactive substances.
Formula:C5H12NO5P
InChI:InChI=1/C5H12NO5P/c1-5(6,4(7)8)2-3-12(9,10)11/h2-3,6H2,1H3,(H,7,8)(H2,9,10,11)/t5-/m0/s1
SMILES:C[C@](CCP(=O)(O)O)(C(=O)O)N
Synonyms:
  • (2S)-2-ammonio-2-methyl-4-phosphonatobutanoate
  • 4-phosphono-L-isovaline
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