A0326

(S)-AMPA

≥97%

• Synonym(s): (S)-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid
• Empirical Formula (Hill Notation): C₇H₁₀N₂O₄
• CAS Number: 83643-88-3
• Molecular Weight: 186.17
• MDL number: MFCD00672630
• UNSPSC Code: 12352200
• PubChem Substance ID: 24890421
• NACRES: NA.77

Properties

• Assay: ≥97%
• form: powder
• SMILES string: Cc1onc(O)c1C[C@H](N)C(O)=O
• 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)/t5-/m0/s1
• InChI key: UUDAMDVQRQNNHZ-YFKPBYRVSA-N
• Gene Information: human ... GRIA1(2890) , GRIA2(2891) , GRIA4(2893) , GRIK1(2897) ; mouse ... Gria1(14799) ; rat ... Gria1(50592) , Gria2(29627) , Gria3(29628) , Gria4(29629) , Grik1(29559) , Grik2(54257) , Grik4(24406) , Grin2a(24409) , Grin2b(24410) , Grm6(24419)

Description

General description

AMPA (α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) activates excitatory postsynaptic currents (EPSC).

Application

(S)-AMPA has also been used to activate rostromedial tegmental nucleus (RMTg), to study aversive conditioning in relation with cocaine-induced avoidance behaviors in mice.

(S)-AMPA has been used to selectively eliminate the neural cochlear component of adult barn owls by destroying afferent synapses.

Biochem/physiol Actions

Active enantiomer of (RS)-AMPA zwitterion. Potent agonist at the AMPA subclass of ionotropic glutamate receptors.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves