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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Caroline Le Duigou et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(15), 5777-5781 (2011-04-15)
Several subtypes of interneurons in the feedback circuit in stratum oriens of the hippocampus exhibit NMDA receptor-independent long-term potentiation (LTP) at glutamatergic synapses made by local pyramidal neurons. LTP has been reported with both "Hebbian" and "anti-Hebbian" induction protocols, where
A M Rao et al.
Neuroscience letters, 293(1), 1-4 (2000-11-07)
Stimulation of group I metabotropic glutamate receptors (mGluR 1 and 5) activates G-protein coupled-phospholipase C (PLC) to release 1,2-diacylglycerol (DAG) and arachidonic acid (ArAc). To elucidate the role of group I mGluR, we tested the effects of (S)-alpha-methyl-4-carboxy-phenylglycine (MCPG, mGluR
Yann Bernardinelli et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(24), 8905-8919 (2011-06-17)
Astrocytes show a complex structural and physiological interplay with neurons and respond to neuronal activation in vitro and in vivo with intracellular calcium elevations. These calcium changes enable astrocytes to modulate synaptic transmission and plasticity through various mechanisms. However, the
Xinming Wang et al.
Journal of neurophysiology, 105(4), 1732-1746 (2011-02-04)
The parallel fibers (PFs) in the cerebellar cortex extend several millimeters along a folium in the mediolateral direction. The PFs are orthogonal to and cross several parasagittal zones defined by the olivocerebellar and corticonuclear pathways and the expression of molecular
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
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