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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)

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Ana C Takakura et al.
Experimental physiology, 96(10), 989-999 (2011-07-12)
In the present study, we evaluated the role of glutamatergic mechanisms in the retrotrapezoid nucleus (RTN) in changes of splanchnic sympathetic nerve discharge (sSND) and phrenic nerve discharge (PND) elicited by central and peripheral chemoreceptor activation. Mean arterial pressure (MAP)
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
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
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
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
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