(RS)-CPP

Pricing Availability   Qty
Cat.No. 0173 - (RS)-CPP | C8H17N2O5P | CAS No. 100828-16-8
Description: Potent NMDA antagonist
Chemical Name: (RS)-3-(2-Carboxypiperazin-4-yl)-propyl-1-phosphonic acid
Datasheet
Citations (34)
Reviews (1)
Literature (11)

Biological Activity

Potent NMDA antagonist.

R-enantiomer also available.

Technical Data

M. Wt 252.21
Formula C8H17N2O5P
Storage Desiccate at RT
CAS Number 100828-16-8
PubChem ID 1228
InChI Key CUVGUPIVTLGRGI-UHFFFAOYSA-N
Smiles O=C(C1NCCN(CCCP(O)(O)=O)C1)O

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
water 25.22 100

Preparing Stock Solutions

The following data is based on the product molecular weight 252.21. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.96 mL 19.82 mL 39.65 mL
5 mM 0.79 mL 3.96 mL 7.93 mL
10 mM 0.4 mL 1.98 mL 3.96 mL
50 mM 0.08 mL 0.4 mL 0.79 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.

Davies et al (1986) CPP, a new potent and selective NMDA antagonist. Depression of central neuron responses, affinity for [3H]-D-AP5 binding sites on brain membranes and anti-convulsant activity. Brain Res. 382 169 PMID: 2876749


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Keywords: (RS)-CPP, (RS)-CPP supplier, Potent, NMDA, antagonists, Glutamate, Receptors, N-Methyl-D-Aspartate, iGluR, Ionotropic, 0173, Tocris Bioscience

34 Citations for (RS)-CPP

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

Chen et al (2018) In Vivo Regulation of Oligodendrocyte Precursor Cell Proliferation and Differentiation by the AMPA-Receptor Subunit GluA2. Cell Rep 25 852 PMID: 30355492

Armbruster et al (2014) Laser-scanning astrocyte mapping reveals increased glutamate-responsive domain size and disrupted maturation of glutamate uptake following neonatal cortical freeze-lesion. Front Cell Neurosci 8 277 PMID: 25249939

Zhao (2014) BDNF-endocannabinoid interactions at neocortical inhibitory synapses require phospholipase C signaling. J Neurophysiol 111 1008 PMID: 24335212

Wibrand et al (2010) Differential regulation of mature and precursor microRNA expression by NMDA and metabotropic glutamate receptor activation during LTP in the adult dentate gyrus in vivo. Eur J Neurosci 31 636 PMID: 20384810

Ziskin et al (2007) Vesicular release of glutamate from unmyelinated axons in white matter. Nat Neurosci 10 321 PMID: 17293857

Ben-Mabrouk and Tryba (2010) Substance P modulation of TRPC3/7 channels improves respiratory rhythm regularity and ICAN-dependent pacemaker activity. Eur J Neurosci 31 1219 PMID: 20345918

Guo and Rainnie (2010) Presynaptic 5-HT(1B) receptor-mediated serotonergic inhibition of glutamate transmission in the bed nucleus of the stria terminalis. Neuroscience 165 1390 PMID: 19963045

Birdsong et al (2019) Synapse-specific opioid modulation of thalamo-cortico-striatal circuits. Elife 8 PMID: 31099753

Viemari et al (2011) Activation of alpha-2 noradrenergic receptors is critical for the generation of fictive eupnea and fictive gasping inspiratory activities in mammals in vitro. Eur J Neurosci 33 2228 PMID: 21615559

Gaier et al (2010) Haploinsufficiency in peptidylglycine alpha-amidating monooxygenase leads to altered synaptic transmission in the amygdala and impaired emotional responses. J Neurosci 30 13656 PMID: 20943906

Huang et al (2004) Astrocyte glutamate transporters regulate metabotropic glutamate receptor-mediated excitation of hippocampal interneurons. J Neurosci 24 4551 PMID: 15140926

Abraham et al (2001) Heterosynaptic metaplasticity in the hippocampus in vivo: a BCM-like modifiable threshold for LTP. Proc Natl Acad Sci U S A 98 10924 PMID: 11517323

Xiao et al (2017) Biased OXTergic Modulation of Midbrain DA Systems. Neuron 95 368 PMID: 28669546

Pollak et al (2017) Ion channel expression patterns in glioblastoma stem cells with functional and therapeutic implications for malignancy. PLoS One 12 e0172884 PMID: 28264064

Toyoizumi et al (2014) Modeling the dynamic interaction of Hebbian and homeostatic plasticity. Neuron 84 497 PMID: 25374364

Vaghi et al (2014) Rac1 and rac3 GTPases control synergistically the development of cortical and hippocampal GABAergic interneurons. Cereb Cortex 24 1247 PMID: 23258346

Reinhard et al (2014) Step-by-step instructions for retina recordings with perforated multi electrode arrays. PLoS One 9 e106148 PMID: 25165854

Tacconi et al (1993) Inhibition of [3H]-(+)-MK 801 binding to rat brain sections by CPP and 7-chlorokynurenic acid: an autoradiographic analysis. Br J Pharmacol 108 577 PMID: 8096780

Sacktor et al (1993) Persistent activation of the ζ isoform of protein kinase C in the maintenance of long-term potentiation. Proc Natl Acad Sci U S A 90 8342 PMID: 8378304

Xiao et al (2018) OXT functions as a spatiotemporal filter for excitatory synaptic inputs to VTA DA neurons. Elife 7 PMID: 29676731

Maag et al (2015) Dynamic expression of long noncoding RNAs and repeat elements in synaptic plasticity. Front Neurosci 9 351 PMID: 26483626

Neuner et al (2015) TRPC3 channels critically regulate hippocampal excitability and contextual fear memory. Behav Brain Res 281 69 PMID: 25513972

Viemari et al (2013) β-Noradrenergic receptor activation specifically modulates the generation of sighs in vivo and in vitro. Front Neural Circuits 7 179 PMID: 24273495

Matsui and Alvarez (2018) Cocaine Inhibition of Synaptic Transmission in the Ventral Pallidum Is Pathway-Specific and Mediated by Serotonin. Cell Rep 23 3852 PMID: 29949769

Logan et al (2007) Long-lasting NMDA receptor-mediated EPSCs in mouse striatal medium spiny neurons. J Neurophysiol 98 2693 PMID: 17804581

Bloodgood and Sabatini (2007) Nonlinear regulation of unitary synaptic signals by CaV(2.3) voltage-sensitive calcium channels located in dendritic spines. Neuron 53 249 PMID: 17224406

Voyer (2017) Repeated ventral midbrain neurotensin injections sensitize to amphetamine-induced locomotion and ERK activation: A role for NMDA receptors Neuropharmacology 112 150 PMID: 27267684

Saunders et al (2015) Corelease of acetylcholine and GABA from cholinergic forebrain neurons. Elife 4 PMID: 25723967

Zhao et al (2015) Extracellular glutamate exposure facilitates group I mGluR-mediated epileptogenesis in the hippocampus. J Neurosci 35 308 PMID: 25568123

Ferreira et al (2015) Highly differentiated cellular and circuit properties of infralimbic pyramidal neurons projecting to the periaqueductal gray and amygdala. Front Cell Neurosci 9 161 PMID: 25972785

Hooks et al (2015) Dual-channel circuit mapping reveals sensorimotor convergence in the primary motor cortex. J Neurosci 35 4418 PMID: 25762684

Messer and Levine (2012) Epileptiform activity in the CA1 region of the hippocampus becomes refractory to attenuation by cannabinoids in part because of endogenous γ-aminobutyric acid type B receptor activity. J Neurosci Res 90 1454 PMID: 22388975

Newman (2005) Calcium increases in retinal glial cells evoked by light-induced neuronal activity. J Neurosci 25 5502 PMID: 15944378

Smith and Otis (2005) Pattern-dependent, simultaneous plasticity differentially transforms the input-output relationship of a feedforward circuit. Proc Natl Acad Sci U S A 102 14901 PMID: 16199519


Do you know of a great paper that uses (RS)-CPP from Tocris? Please let us know.

Reviews for (RS)-CPP

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Inhibition of Synaptic Transmission in the VP.
By Anonymous on 02/02/2020
Assay Type: In Vivo
Species: Mouse

CPP 5 mM

PMID: 29949769
review image

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