Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

M196

Sigma-Aldrich

(+)-α-Methyl-4-carboxyphenylglycine

solid

Synonym(s):

(+)-MCPG, S(+)-α-Amino-4-carboxy-α-methyl-benzeneacetic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H11NO4
CAS Number:
150145-89-4
Molecular Weight:
209.20
MDL number:
MFCD00216858
UNSPSC Code:
12352209
PubChem Substance ID:
24896589
NACRES:
NA.32

form

solid

Quality Level

200

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)

Looking for similar products? Visit Product Comparison Guide

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

M196-BULK:
M196-VAR:
M196-5MG:
M196-1MG:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLCG3221
SLBV0918
SLBP3924V
SLBM9395V
SLBM9398V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

(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)
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
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

Articles

Improve the Efficiency of Your Impurity Testing: Impurity Solution Mixtures for use in Pharmaceutical Analysis

Our new product range of pharmaceutical impurity solutions as certified reference materials (CRMs) save costs and labor by providing all impurities listed in the USP as well as in the EP in one mix.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service