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M1694

Sigma-Aldrich

MPPG

≥97% (NMR), solid

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Synonym(s):
(RS)-α-Methyl-4-phosphonophenylglycine
Empirical Formula (Hill Notation):
C9H12NO5P
CAS Number:
169209-65-8
Molecular Weight:
245.17
MDL number:
MFCD00672651
UNSPSC Code:
12352200
PubChem Substance ID:
329817701
NACRES:
NA.77

Quality Level

100

Assay

≥97% (NMR)

form

solid

color

off-white

solubility

DMSO: <4 mg/mL
H2O: <4 mg/mL

SMILES string

CC(N)(C(O)=O)c1ccc(cc1)P(O)(O)=O

InChI

1S/C9H12NO5P/c1-9(10,8(11)12)6-2-4-7(5-3-6)16(13,14)15/h2-5H,10H2,1H3,(H,11,12)(H2,13,14,15)

InChI key

PAONCRJPUQXPRW-UHFFFAOYSA-N

Biochem/physiol Actions

Group III/II metabotropic glutamate (mGluR) receptor antagonist.

Features and Benefits

This compound is featured on the Glutamate Receptors (G Protein Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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T Kral et al.
Synapse (New York, N.Y.), 47(4), 278-284 (2003-01-23)
Activation of presynaptic metabotropic glutamate receptors (mGluRs) leads to a powerful inhibition of glutamate release from many synaptic terminals throughout the CNS. mGluRs as autoreceptors are believed to provide a negative feedback system that prevents potentially toxic accumulation of glutamate
T E Salt et al.
Neuropharmacology, 35(2), 239-241 (1996-02-01)
The metabotropic glutamate receptor (mGluR) agonists CCG-I and L-AP4, acting at Group II and Group III mGluRs respectively, can reduce GABAergic synaptic inhibition on single neurones in the rat thalamus in vivo via a presumed presynaptic mechanism. The actions of
Gelareh Abulwerdi et al.
Neurochemistry international, 138, 104770-104770 (2020-05-27)
Chronic dysregulated microglial activation may lead to persistent inflammation and progressive neurodegeneration. A previous study reported that ADX88178, a putative metabotropic glutamate receptor 4 (mGluR4) positive allosteric modulator (PAM), exerts anti-inflammatory effects in microglia by activating mGluR4. We employed in
H N David et al.
Neuropharmacology, 44(6), 717-727 (2003-04-12)
Previous investigations have shown that mGlu receptors would be involved in the amphetamine-induced motor response. However, data are somewhat controversial across studies where methodological protocols vary. The aim of the present study was to determine the involvement of mGlu receptors

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