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Data

Product overview

  • Name
    (S)-AMPA
  • Short description
    AMPA receptor agonist
  • Biological description

    (S)-AMPA is an AMPA receptor agonist and the active enantiomer of AMPA. It is a neurotoxin in the immature rat brain.

    (R,S)-AMPA is also available.

  • Biological action
    Agonist
  • Purity
    >99%
  • Citations

Images

Properties

  • Chemical name
    (S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
  • Molecular Weight
    186.17
  • Chemical structure
    (S)-AMPA  [83643-88-3]
  • Molecular Formula
    C7H10N2O4
  • CAS Number
    83643-88-3
  • PubChem identifier
    158397
  • SMILES
    CC1=C(C(=O)NO1)C[C@@H](C(=O)O)N
  • Source
    Synthetic
  • 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)/t5-/m0/s1
  • InChiKey
    UUDAMDVQRQNNHZ-YFKPBYRVSA-N
  • MDL number
    MFCD00672630

Applications

  • Application notes

    The AMPA receptor agonist (S)-AMPA is typically used at concentrations of 1-100 µM. At 10 µM, (S)-AMPA from Hello Bio induces a large depolarising current. This depolarising current was occluded in the presence of the AMPA receptor antagonist NBQX (20µM). (See Fig 1 above).


    #Protocol 1: (S)-AMPA protocol

    • Whole cell voltage clamp recordings of CA1 pyramidal neurons from the rat hippocampal brain slice.
    • Neurons were held at -60 mV and continuously perfused with aCSF in the presence of the GABA receptor antagonist gabazine (20µM).
    • AMPA currents were evoked via applying (S)-AMPA directly to the recording chamber during continuous perfusion.
    • To test the selectivity of (S)-AMPA to AMPA receptors, the experiment was repeated within the same neuron in the presence of the AMPA receptor antagonist NBQX (20 µM)
    • Under these conditions (S)-AMPA failed to induce a depolarising current.

Storing and Using Your Product

  • Storage instructions
    Room temperature
  • Solubility overview
    Soluble in water (100mM)
  • Important
    This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

References for (S)-AMPA

  • Enzymic resolution and binding to rat brain membranes of the glutamic acid agonist alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid.

    Hansen JJ et al (1983) J Med Chem 26(6) : 901-3.
    PubMedID: 6133955
  • Ibotenic acid analogues. Synthesis, molecular flexibility, and in vitro activity of agonists and antagonists at central glutamic acid receptors.

    Lauridsen J et al (1985) J Med Chem 28(5) : 668-72.
    PubMedID: 2859375
  • The selective ionotropic-type quisqualate receptor agonist AMPA is a potent neurotoxin in immature rat brain.

    McDonald JW et al (1990) Brain Res 526(1) : 165-8.
    PubMedID: 1964108
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