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Submit ReviewCPPG
Description: Potent group III mGlu antagonist
Chemical Name: (RS)-α-Cyclopropyl-4-phosphonophenylglycine
Purity: ≥98% (HPLC)
Biological Activity for CPPG
CPPG is a potent group II/III mGlu receptor antagonist, with approximately 20-fold selectivity for group III over group II (IC50 values of 2.2 and 46.2 nM respectively). A much less potent antagonist at group I receptors in neonatal rat cortical slices (KB = 0.65 ± 0.07 nM).
Technical Data for CPPG
| M. Wt | 271.21 |
| Formula | C11H14NO5P |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 183364-82-1 |
| PubChem ID | 2878 |
| InChI Key | IGODGTDUQSMDQU-UHFFFAOYSA-N |
| Smiles | NC(C2CC2)(C(O)=O)C1=CC=C(P(O)(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 for CPPG
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| 1eq. NaOH | 27.12 | 100 |
Preparing Stock Solutions for CPPG
The following data is based on the product molecular weight 271.21. 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 | 3.69 mL | 18.44 mL | 36.87 mL |
| 5 mM | 0.74 mL | 3.69 mL | 7.37 mL |
| 10 mM | 0.37 mL | 1.84 mL | 3.69 mL |
| 50 mM | 0.07 mL | 0.37 mL | 0.74 mL |
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Product Datasheets for CPPG
References for CPPG
References are publications that support the biological activity of the product.
Jane et al (1996) Potent antagonists at the L-AP4- and (1S, 3S)-ACPD-sensitive presynaptic metabotropic glutamate receptors in the neonatal rat spinal cord. Neuropharmacology 35 1029 PMID: 9121605
Toms et al (1996) The effects of (RS)-α-cyclopropyl-4-phosphonophenylglycine ((RS)-CPPG), a potent and selective metabotropic glutamate receptor antagonist. BrJ.Pharmacol. 119 851 PMID: 8922731
Kemp et al (1996) α-Methyl-3-phosphonophenylglycine and α-cyclopropyl-4-phosphonophenylglycine are potent antagonists at mGluRs negatively coupled to adenylyl cyclase. Br.J.Pharmacol. 117 (in press)
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Keywords: CPPG, CPPG supplier, potent, group, III, Antagonists, Group, Receptors, mGlu4, mGlu6, mGlu7, mGlu8, mGlu4R, mGlu6R, mGlu7R, mGlu8R, Glutamate, Metabotropic, (Metabotropic), 0972, Tocris Bioscience
21 Citations for CPPG
Citations are publications that use Tocris products. Selected citations for CPPG include:
Hellmer et al (2018) A group I metabotropic glutamate receptor controls synaptic gain between rods and rod bipolar cells in the mouse retina. Physiol Rep 6 e13885 PMID: 30338673
Nieus et al (2014) Regulation of output spike patterns by phasic inhibition in cerebellar granule cells. Front Cell Neurosci 8 246 PMID: 25202237
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
Bennett et al (2014) Examination of VLC-PUFA-deficient photoreceptor terminals. J Neurosci 55 4063 PMID: 24764063
Domin et al (2014) Group III mGlu receptor agonist, ACPT-I, exerts potential neuroprotective effects in vitro and in vivo. Proc Natl Acad Sci U S A 26 99 PMID: 24402869
De-May and Ali (2013) Cell type-specific regulation of inhibition via cannabinoid type 1 receptors in rat neocortex. J Neurophysiol 109 216 PMID: 23054605
Dornier (2017) Glutaminolysis drives membrane trafficking to promote invasiveness of breast cancer cells. Nat Commun 8 2255 PMID: 29269878
Balakrishnan et al (2009) Slow glycinergic transmission mediated by transmitter pooling. Nat Neurosci 12 286 PMID: 19198604
Spampinato et al (2015) Glial metabotropic glutamate receptor-4 increases maturation and survival of oligodendrocytes. Neurotox Res 8 462 PMID: 25642169
Ichinose and Lukasiewicz (2012) The mode of retinal presynaptic inhibition switches with light intensity. J Neurosci 32 4360 PMID: 22457487
He et al (2012) Increased Kv1 channel expression may contribute to decreased sIPSC frequency following chronic inhibition of NR2B-containing NMDAR. Neuropsychopharmacology 37 1338 PMID: 22218089
Broadstock et al (2012) Antiparkinsonian potential of targeting group III metabotropic glutamate receptor subtypes in the rodent substantia nigra pars reticulata. Br J Pharmacol 165 1034 PMID: 21627638
Cassé et al (2012) Glutamate controls tPA recycling by astrocytes, which in turn influences glutamatergic signals. J Neurosci 32 5186 PMID: 22496564
Tassin et al (2016) Phasic and Tonic mGlu7 Receptor Activity Modulates the Thalamocortical Network. Front Neural Circuits 10 31 PMID: 27199672
Zhang et al (2010) RGS7 and -11 complexes accelerate the ON-bipolar cell light response. Invest Ophthalmol Vis Sci 51 1121 PMID: 19797214
Mathiesen et al (2003) Positive allosteric modulation of the human metabotropic glutamate receptor 4 (hmGluR4) by SIB-1893 and MPEP. Br J Pharmacol 138 1026 PMID: 12684257
Nishi et al (2003) Metabotropic mGlu5 receptors regulate adenosine A2A receptor signaling. Invest Ophthalmol Vis Sci 100 1322 PMID: 12538871
Collard et al (2002) Neutrophil-derived glutamate regulates vascular endothelial barrier function. J Biol Chem 277 14801 PMID: 11847215
Jiang et al (2006) Activation of group III metabotropic glutamate receptors attenuates rotenone toxicity on DArgic neurons through a microtubule-dependent mechanism. J Neurosci 26 4318 PMID: 16624952
Newman (2005) Calcium increases in retinal glial cells evoked by light-induced neuronal activity. Front Cell Neurosci 25 5502 PMID: 15944378
Rancillac et al (2006) Glutamatergic Control of Microvascular Tone by Distinct GABA Neurons in the Cerebellum. J Neurosci 26 6997 PMID: 16807329
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Reviews for CPPG
Average Rating: 5 (Based on 2 Reviews.)
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Used in inhibitor cocktail.
By
Anonymous on 12/03/2019
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Retinal rod bipolar cells
Retinal dissections were performed in HEPES-buffered extracellular solution containing glutamate inhibitor cocktail - 600 umol/L
Use of CPPG as a blocker of mGluRs group III.
By
Anonymous on 09/17/2019
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Cerebellum
CPPG (5 microM) was used for pharmacological isolation of GABA-A receptor activity in nucleated membrane patches. Being added to perfusion solution, CPPG blocked contaminating receptor activity in a recorded response, thus revealing clear GABA-ergic single-channel openings. Figure: single-channel openings of GABA-A receptors in a membrane patch after application of CPPG.
Compound should be sonicated when dissolving.
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