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(RS)-AMPA

Structure via PubChem · Public domain (PubChem)

EntityQ66370552· pop 22· linked from 420 articles

Also known as AMPA, alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid

α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid, better known as AMPA, is a compound that is a specific agonist for the AMPA receptor, where it mimics the effects of the neurotransmitter glutamate.

Chemical data

Formula
C7H10N2O4
Molecular weight
186.17 g/mol
IUPAC name
2-amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic acid
SMILES
CC1=C(C(=O)NO1)CC(C(=O)O)N
InChIKey
UUDAMDVQRQNNHZ-UHFFFAOYSA-N
XLogP
-3.2
Polar surface area
102 Ų
H-bond donors
3
H-bond acceptors
5
Formal charge
0

via PubChem

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid, better known as AMPA, is a compound that is a specific agonist for the AMPA receptor, where it mimics the effects of the neurotransmitter glutamate.

There are several types of glutamatergic ion channels in the central nervous system including AMPA, kainic acid and N-methyl-D-aspartic acid (NMDA) channels. In the synapse, these receptors serve very different purposes. AMPA can be used experimentally to distinguish the activity of one receptor from the other in order to understand their differing functions. AMPA generates fast excitatory postsynaptic potentials (EPSP). AMPA activates AMPA receptors that are non-selective cationic channels allowing the passage of Na+ and K+ and therefore have an equilibrium potential near 0 mV.

Excerpted from Wikipedia’s “(RS)-AMPA” article, available under the CC BY-SA 4.0 licence.