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M4796

Sigma-Aldrich

(±)-α-Methyl-(4-carboxyphenyl)glycine

Synonym(s):

(±)-MCPG

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About This Item

Empirical Formula (Hill Notation):
C10H11NO4
CAS Number:
146669-29-6
Molecular Weight:
209.20
MDL number:
MFCD00210205
UNSPSC Code:
12352200
PubChem Substance ID:
24278286
NACRES:
NA.77

SMILES string

CC(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)

InChI key

DNCAZYRLRMTVSF-UHFFFAOYSA-N

Gene Information

human ... GRM1(2911) , GRM2(2912) , GRM3(2913) , GRM5(2915)
rat ... Grm1(24414)

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Biochem/physiol Actions

Competitive antagonist at Group 1 (mGluR1 and mGluR5) and Group 2 (mGluR2 and mGluR3) metabotropic glutamate receptors.

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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Certificates of Analysis (COA)

Lot/Batch Number
027K3795
096H3788
044K3795
096H37881

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K M Huber et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 18(1), 1-9 (1998-01-24)
The neurotransmitter glutamate, in addition to activating ligand-gated ion channels, also stimulates phosphoinositide (PI) hydrolysis in neurons by activating a group of G-protein-coupled metabotropic glutamate receptors (mGluRs). A role for mGluRs in synaptic plasticity originally was hypothesized based on the
Marta Navarrete et al.
Neuron, 68(1), 113-126 (2010-10-06)
Endocannabinoids and their receptor CB1 play key roles in brain function. Astrocytes express CB1Rs that are activated by endocannabinoids released by neurons. However, the consequences of the endocannabinoid-mediated neuron-astrocyte signaling on synaptic transmission are unknown. We show that endocannabinoids released
Hilary Gerstein et al.
Neurobiology of learning and memory, 97(1), 17-29 (2011-09-29)
Homer1 belongs to a family of scaffolding proteins that interact with various post-synaptic density proteins including group I metabotropic glutamate receptors (mGluR1/5). Previous research in our laboratory implicates the Homer1c isoform in spatial learning. Homer1 knockout mice (H1-KO) display cognitive
D D Schoepp et al.
Neuropharmacology, 36(1), 1-11 (1997-01-01)
The novel compound LY354740 is a conformationally constrained analog of glutamate, which was designed for interaction at metabotropic glutamate (mGlu) receptors. In this paper the selectivity of LY354740 for recombinant human mGlu receptor subtypes expressed in non-neuronal (RGT) cells is
L S Thomas et al.
Neuropharmacology, 39(9), 1554-1566 (2000-06-16)
In the present study we have examined the role of presynaptic group I metabotropic glutamate (mGlu) receptors in the control of neuronal glutamate release using rat forebrain slices pre-loaded with [(3)H]D-aspartate. We have also addressed the question of which group
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