(S)-MCPG

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Cat.No. 0337 - (S)-MCPG | C10H11NO4 | CAS No. 150145-89-4
Description: Non-selective mGlu antagonist; active isomer of (RS)-MCPG (Cat. No. 0336)
Chemical Name: (S)-α-Methyl-4-carboxyphenylglycine
Purity: ≥99% (HPLC)
Datasheet
Citations (24)
Reviews (1)
Literature (6)

Biological Activity

Active isomer of (RS)-MCPG. Non-selective group I/group II metabotropic glutamate receptor antagonist.

Available as part of the Group I mGlu Receptor Tocriset™, Group II mGlu Receptor Tocriset™ and Mixed mGlu Receptor Tocriset™. Racemate also available.

Technical Data

M. Wt 209.2
Formula C10H11NO4
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 150145-89-4
PubChem ID 446355
InChI Key DNCAZYRLRMTVSF-JTQLQIEISA-N
Smiles N[C@](C)(C(O)=O)C1=CC=C(C(O)=O)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
1.1eq. NaOH 20.92 100

Preparing Stock Solutions

The following data is based on the product molecular weight 209.2. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.78 mL 23.9 mL 47.8 mL
5 mM 0.96 mL 4.78 mL 9.56 mL
10 mM 0.48 mL 2.39 mL 4.78 mL
50 mM 0.1 mL 0.48 mL 0.96 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Bordi et al (1996) Effects of the metabotropic glutamate receptor antagonist MCPG on spatial and context-specific learning. Neuropharmacology 35 1557 PMID: 9025103

Collingridge and Watkins (1994) Phenylglycine derivatives as metabotropic glutamate receptor antagonists. TiPS 15 333 PMID: 7992387

Jane et al (1993) Stereospecific antagonism by (+)-α-methyl-4-carboxyphenylglycine (MCPG) of 1S,3R-ACPD induced effects in neonatal rat motoneurones and rat thalamic neurones. Neuropharmacology 32 725 PMID: 7689710

Sekiyama et al (1996) Structure-activity relationships of new agonists and antagonists of different metabotropic glutamate receptor subtypes. Br. J. Pharmacol. 117 1493 PMID: 8730745


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Keywords: (S)-MCPG, (S)-MCPG supplier, mGlur, Group, I, Receptors, mGlu1, mGlu5, mGluR1, mGluR5, Glutamate, Metabotropic, II, mGlu2, mGlu3, mGluR2, mGluR3, antagonists, Non-selective, mGlu, 0337, Tocris Bioscience

24 Citations for (S)-MCPG

Citations are publications that use Tocris products. Selected citations for (S)-MCPG include:

Paladini et al (2003) DA controls the firing pattern of DA neurons via a network feedback mechanism. Nat Neurosci 100 2866 PMID: 12604788

Matthies et al (2000) Enhancement of glutamate release by L-fucose changes effects of glutamate receptor antagonists on long-term potentiation in the rat hippocampus. Learn Mem 7 227 PMID: 10940323

Gu et al (2015) miR-26a and miR-384-5p are required for LTP maintenance and spine enlargement. Nat Commun 6 6789 PMID: 25858512

Ali (2011) CB1 modulation of temporally distinct synaptic facilitation among local circuit interneurons mediated by N-type calcium channels in CA1. J Neurophysiol 105 1051 PMID: 21123660

Navarrete et al (2012) Astrocytes mediate in vivo cholinergic-induced synaptic plasticity. PLoS Biol 10 e1001259 PMID: 22347811

Akerboom et al (2012) Optimization of a GCaMP calcium indicator for neural activity imaging. J Neurosci 32 13819 PMID: 23035093

Platt et al (2012) Striatal DA transmission is subtly modified in human A53Tα-synuclein overexpressing mice. PLoS One 7 e36397 PMID: 22570709

Shinoda et al (2010) Persistent synapse loss induced by repetitive LTD in developing rat hippocampal neurons. PLoS One 5 e10390 PMID: 20436928

Fukunaga et al (2007) Potent and specific action of the mGlu1 antagonists YM-298198 and JNJ16259685 on synaptic transmission in rat cerebellar slices. Br J Pharmacol 151 870 PMID: 17502847

Bender et al (2006) Two coincidence detectors for spike timing-dependent plasticity in somatosensory cortex. J Neurosci 26 4166 PMID: 16624937

Szokol et al (2015) Augmentation of Ca(2+) signaling in astrocytic endfeet in the latent phase of temporal lobe epilepsy. Elife 9 49 PMID: 25762896

Rosa et al (2015) Neuron-glia signaling in developing retina mediated by neurotransmitter spillover. J Neurosci 4 PMID: 26274565

Stephen et al (2015) Miro1 Regulates Activity-Driven Positioning of Mitochondria within Astrocytic Processes Apposed to Synapses to Regulate Intracellular Calcium Signaling. Proc Natl Acad Sci U S A 35 15996 PMID: 26631479

Huang and Hsu (2010) Activation of muscarinic acetylcholine receptors induces a nitric oxide-dependent long-term depression in rat medial prefrontal cortex. Cereb Cortex 20 982 PMID: 19666830

Reissner et al (2010) A novel postsynaptic mechanism for heterosynaptic sharing of short-term plasticity. J Neurosci 30 8797 PMID: 20592201

Bagayogo and Dreyfus (2009) Regulated release of BDNF by cortical oligodendrocytes is mediated through metabotropic glutamate receptors and the PLC pathway. ASN Neuro 1 PMID: 19570026

Melyan et al (2004) Metabotropic regulation of intrinsic excitability by synaptic activation of kainate receptors. J Neurosci 24 4530 PMID: 15140923

Kumar and Foster (2004) Enhanced long-term potentiation during aging is masked by processes involving intracellular calcium stores. J Neurophysiol 91 2437 PMID: 14762159

Melis et al (2004) Prefrontal cortex stimulation induces 2-arachidonoyl-glycerol-mediated suppression of excitation in DA neurons. J Neurosci 24 10707 PMID: 15564588

Nieus et al (2014) Regulation of output spike patterns by phasic inhibition in cerebellar granule cells. Front Cell Neurosci 8 246 PMID: 25202237

Min et al (1999) Synaptically released glutamate reduces gamma-aminobutyric acid (GABA)ergic inhibition in the hippocampus via kainate receptors. Proc Natl Acad Sci U S A 96 9932 PMID: 10449797

Vogt and Nicoll (1999) Glutamate and gamma-aminobutyric acid mediate a heterosynaptic depression at mossy fiber synapses in the hippocampus. Proc Natl Acad Sci U S A 96 1118 PMID: 9927703

Dunaevsky et al (1999) Developmental regulation of spine motility in the mammalian central nervous system. Proc Natl Acad Sci U S A 96 13438 PMID: 10557339

Colwell et al (1996) Regulation of N-MthD.-aspartate-induced toxicity in the neostriatum: a role for metabotropic glutamate receptors? Front Cell Neurosci 93 1200 PMID: 8577740


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Reviews for (S)-MCPG

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(S)-MCPG as a blocker of mGluR action.
By Sergiy Sylantyev on 05/26/2019
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Hippocampus

When mGluRs were suppressed with 1 mM (S)-MCPG, NMDAR effect was not enough powerful to generate action potentials in response to repetitive electrical stimulation of neural tissue. Figure: evoked post-synaptic potentials with action potentials (under control) and without action potentials (after application of MCPG.

PMID: 23395378
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