Catalog Number: 0247
Chemical Name: 3-((R)-2-Carboxypiperazin-4-yl)-propyl-1-phosphonic acid
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).

Racemate also available.
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. All Tocris products are intended for laboratory research use only.
Additional Information
Other Product-Specific Information:
Background References
  1. 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
  2. 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
Citations:

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

6 Citations: Showing 1 - 6
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  1. Characterization and subcellular targeting of GCaMP-type genetically-encoded calcium indicators.
    Authors: Mao Et al.
    Nat Commun ;3:e1796
  2. Milnacipran remediates impulsive deficits in rats with lesions of the ventromedial prefrontal cortex.
    Authors: Tsutsui-Kimura Et al.
    J Neurosci 2015;18
  3. Plasticity of binocularity and visual acuity are differentially limited by nogo receptor.
    Authors: Stephany Et al.
    PLoS One 2014;34:11631
  4. Cholinergic interneurons mediate fast VGluT3-dependent glutamatergic transmission in the striatum.
    Authors: Higley Et al.
    PLoS One 2011;6:e19155
  5. Synaptic circuit abnormalities of motor-frontal layer 2/3 pyramidal neurons in an RNA interference model of methyl-CpG-binding protein 2 deficiency.
    Authors: Wood Et al.
    Int J Neuropsychopharmacol 2009;29:12440
  6. Differential compartmentalization and distinct functions of GABAB receptor variants.
    Authors: Vigot Et al.
    Neuron 2006;50:589
Tocris Small Molecules
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(RS)-CPP

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