M196
(+)-α-Methyl-4-carboxyphenylglycine
solid
Synonym(s):
(+)-MCPG, S(+)-α-Amino-4-carboxy-α-methyl-benzeneacetic acid
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About This Item
Empirical Formula (Hill Notation):
C10H11NO4
CAS Number:
Molecular Weight:
209.20
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
form
solid
Quality Level
optical activity
[α]20/D +89.54°, c = 0.33 in 6 M HCl(lit.)
solubility
0.1 M NaOH: 15 mg/mL
SMILES string
C[C@@](N)(C(O)=O)c1ccc(cc1)C(O)=O
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)/t10-/m0/s1
InChI key
DNCAZYRLRMTVSF-JTQLQIEISA-N
Gene Information
rat ... Grm1(24414)
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Application
Active enantiomer of (±)-MCPG
Biochem/physiol Actions
(+)-α-Methyl-4-carboxyphenylglycine, also known as MCPG, is a competitive metabotropic glutamate receptor antagonist.
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
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G Riedel et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 15(1 Pt 1), 87-98 (1995-01-01)
Metabotropic glutamate receptors (mGluRs) are critically involved in the maintenance of long-term potentiation (LTP) (Reymann and Matthies, 1989; Behnisch et al., 1991; Izumi et al., 1991; Bashir et al., 1993). In order to assess further the physiological role of MGluRs
(R,S)-alpha-methyl-4-carboxyphenylglycine (MCPG) fails to block long-term potentiation under urethane anaesthesia in vivo.
Martin SJ and Morris RG1
Neuropharmacology, 36(10), 1339-1354 (1997)
D E Jane et al.
Neuropharmacology, 32(7), 725-727 (1993-07-01)
The (+)-enantiomer of alpha-methyl-4-carboxyphenylglycine (MCPG) stereoslectively antagonized the depolarization of neonatal rat motoneurones and the excitation of rat thalamic neurons induced by the specific metabotropic glutamate receptor agonist (1S,3R)-1-aminocyclopentane-1,3-dicarboxylate (ACPD). (+)-MCPG preferentially reduced (1S,3R)-ACPD-induced responses relative to responses induced by
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