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(R)-CPP

Catalog #: 0247
15 Citations Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
0247/10
0247/50
(R)-CPP | CAS No. 126453-07-4 | NMDA Receptor Antagonists
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Description: Potent NMDA antagonist; more active enantiomer of (RS)-CPP

Chemical Name: 3-((R)-2-Carboxypiperazin-4-yl)-propyl-1-phosphonic acid

Product Details
Citations (15)
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Biological Activity Technical Data Additional Information Background Product Datasheets Calculators

Biological Activity

(R)-CPP is a highly potent NMDA antagonist; more active isomer. Shows some selectivity for GluN2A (formally NR2A) containing receptors (Ki values are 0.041, 0.27, 0.63 and 1.99 μM for inhibition of GluN2A-, GluN2B-, GluN2C- and GluN2D-containing recombinant NMDA receptors respectively).

Racemate also available.

Please refer to IUPHAR Guide to Pharmacology for the most recent naming conventions.

Technical Data

M.Wt:
252.21
Formula:
C8H17N2O5P
Solubility:
Soluble to 100 mM in water
Storage:
Desiccate at RT
CAS No:
126453-07-4

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.

Additional Information

Other Product-Specific Information:

Background References

  1. Plasticity of binocularity and visual acuity are differentially limited by nogo receptor.
    Stephany C, Chan L, Parivash S, Dorton H, Piechowicz M, Qiu S, McGee A
    J Neurosci, 2014;34(35):11631-40.
  2. Structure-activity analysis of a novel NR2C/NR2D-preferring NMDA receptor antagonist: 1-(phenanthrene-2-carbonyl) piperazine-2,3-dicarboxylic acid.
    Feng et al.
    Br.J.Pharmacol., 2004;141:508
  3. 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).
    Aebischer et al.
    Helv.Chim.Acta, 1989;72:1043

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Citations for (R)-CPP

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

15 Citations: Showing 1 - 10

  1. Characterization and subcellular targeting of GCaMP-type genetically-encoded calcium indicators.
    Authors: Mao Et al.
    Nat Commun  ;3:e1796
  2. Functional sensory circuits built from neurons of two species.
    Authors: Throesch Et al.
    Cell  2024;187:2143
  3. Reciprocal Circuits Linking the Prefrontal Cortex with Dorsal and Ventral Thalamic Nuclei.
    Authors: Collins Et al.
    Neuron  2018;98:366
  4. Potassium channels contribute to activity-dependent regulation of dendritic inhibition.
    Authors: Chang and Higley
    Physiol Rep  2018;6:e13747
  5. Functional Distinctions between Spine and Dendritic Synapses Made onto Parvalbumin-Positive Interneurons in Mouse Cortex.
    Authors: Sancho and Bloodgood
    Cell Rep  2018;24:2075
  6. Heparan Sulfate Organizes Neuronal Synapses through Neurexin Partnerships.
    Authors: Zhang Et al.
    Cell  2018;174:1450
  7. The THO Complex Coordinates Transcripts for Synapse Development and DA Neuron Survival.
    Authors: Maeder Et al.
    Cell  2018;174:1436
  8. All-optical synaptic electrophysiology probes mechanism of ketamine-induced disinhibition.
    Authors: Fan Et al.
    Nat Methods  2018;15:823
  9. A New Promoter Allows Optogenetic Vision Restoration with Enhanced Sensitivity in Macaque Retina.
    Authors: Chaffiol Et al.
    Mol Ther  2017;25:2546
  10. Neuronal firing patterns outweigh circuitry oscillations in parkinsonian motor control.
    Authors: Pan Et al.
    J Clin Invest  2016;126:4516

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