An mGluR antagonist
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Isomer(s)
33158(±)-LY367385
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(S)-MCPG

Item No. 21450

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αS)-α-amino-4-carboxy-α-methyl-benzeneacetic acid
CAS Number
150145-89-4
Synonyms
  • (+)-α-methyl-4-Carboxyphenylglycine
  • (S)-α-methyl-4-Carboxyphenylglycine
  • (+)-MCPG
Molecular Formula
C10H11NO4
Formula Weight
209.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
232 nm
SMILES
C[C@@](N)(C(O)=O)C1=CC=C(C(O)=O)C=C1
InChi Code
InChI=1S/C10H11NO4/c1-10(11,9(14)15)7-4-2-6(3-5-7)8(12)13/h2-5H,11H2,1H3,(H,12,13)(H,14,15)
InChi Key
DNCAZYRLRMTVSF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $73

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    10 mg

    $129

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    25 mg

    $303

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    Product Description

    (S)-MCPG is an antagonist of metabotropic glutamate receptors (mGluRs) and the active component of (±)-MCPG, which is selective for Group I and Group II mGluRs.1,2 (S)-MCPG inhibits motoneuron depolarization induced by 1-amino-1,3-dicarboxycyclopentane (ACPD) in neonatal rat spinal cord in vitro and ACPD-induced intracellular calcium increases in CHO cells expressing mGluR1α (IC50 = 120 µM).3 (S)-MCPG also has agonist activity at mGluR2.4,5 It induces long-term depression in the rat hippocampal dentate gyrus, an effect that can be blocked by the mGluR2 antagonist MCCG, and blocks long-term potentiation in the CA1 region.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jane, D.E., Jones, P.L., Pook, P.C., et al. Stereospecific antagonism by (+)-α-methyl-4-carboxyphenylglycine (MCPG) of (1S,3R)-ACPD-induced effects in neonatal rat motoneurones and rat thalamic neurones. Neuropharmacology 32(7), 725-727 (1993).

    2. Schoepp, D.D., Jane, D.E., and Monn, J.A. Pharmacological agents acting at subtypes of metabotropic glutamate receptors. Neuropharmacology 38(10), 1431-1476 (1999).

    3. Seal, A.J., Irving, A.J., Henley, J.M., et al. Stereoselective antagonism of the metabotropic glutamate receptor mCluRlα by α-met hyl-4-carboxyphenylglycine. Biochem. Soc. Trans. 22, 138S (1994).

    4. Huang, L., Rowan, M.J., and Anwyl, R. Induction of long-lasting depression by (+)-α-methyl-4-carboxyphenylglycine and other group II mGlu receptor ligands in the dentate gyrus of the hippocampus in vitro. Eur. J. Pharmacol. 366(2-3), 151-158 (1999).

    5. Breakwell, N.A., Rowan, M.J., and Anwyl, R. (+)-MCPG blocks induction of LTP in CA1 of rat hippocampus via agonist action at an mGluR group II receptor. J. Neurophysiol. 79(3), 1270-1276 (1998).