(R)-CPP

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Cat.No. 0247 - (R)-CPP | C8H17N2O5P | CAS No. 126453-07-4
Description: Potent NMDA antagonist; more active enantiomer of (RS)-CPP (Cat. No. 0173)
Chemical Name: 3-((R)-2-Carboxypiperazin-4-yl)-propyl-1-phosphonic acid
Datasheet
Citations (6)
Literature

Biological Activity

Highly potent NMDA antagonist; more active isomer. Shows some selectivity for NR2A-containing receptors (Ki values are 0.041, 0.27, 0.63 and 1.99 μM for inhibition of NR2A-, NR2B-, NR2C- and NR2D-containing recombinant NMDA receptors respectively). (RS)-CPP (Cat. No. 0173) also available.

Technical Data

M. Wt 252.21
Formula C8H17N2O5P
Storage Desiccate at RT
CAS Number 126453-07-4
PubChem ID 6603754
InChI Key CUVGUPIVTLGRGI-SSDOTTSWSA-N
Smiles [H][C@@]1([C@](O)=O)NCCN(CCCP(O)(O)=O)C1

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

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
phosphate buffered saline 25.22 100
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 solvent 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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Safety Datasheet

References

References are publications that support the products' biological activity.

Feng et al (2004) Structure-activity analysis of a novel NR2C/NR2D-preferring NMDA receptor antagonist: 1-(phenanthrene-2-carbonyl) piperazine-2,3-dicarboxylic acid. Br.J.Pharmacol. 141 508 PMID: 14718249

Aebischer et al (1989) Synthesis and NMDA antagonistic properties of the enantiomers of 4-(3-phosphonopropyl)piperazine-2-carboxylic acid (CPP) and of the unsaturated analogue (E)-4-(3-phosphono-2-enyl)piperazine-2-carboxylic acid (CPP-ene). Helv.Chim.Acta 72 1043 PMID:


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

6 Citations for (R)-CPP

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

Wood et al (2009) Synaptic circuit abnormalities of motor-frontal layer 2/3 pyramidal neurons in an RNA interference model of methyl-CpG-binding protein 2 deficiency. Int J Neuropsychopharmacol 29 12440 PMID: 19812320

Vigot et al (2006) Differential compartmentalization and distinct functions of GABAB receptor variants. Neuron 50 589 PMID: 16701209

Mao et al Characterization and subcellular targeting of GCaMP-type genetically-encoded calcium indicators. Nat Commun 3 e1796 PMID: 18350138

Tsutsui-Kimura et al (2015) Milnacipran remediates impulsive deficits in rats with lesions of the ventromedial prefrontal cortex. J Neurosci 18 PMID: 25522418

Stephany et al (2014) Plasticity of binocularity and visual acuity are differentially limited by nogo receptor. PLoS One 34 11631 PMID: 25164659

Higley et al (2011) Cholinergic interneurons mediate fast VGluT3-dependent glutamatergic transmission in the striatum. PLoS One 6 e19155 PMID: 21544206


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Pathways for (R)-CPP

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