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Description: GluN2C/GluN2D-selective NMDA antagonist
Chemical Name: (2S*,3R*)-1-(Phenanthren-2-carbonyl)piperazine-2,3-dicarboxylic acid
Purity: ≥98% (HPLC)
Biological Activity
Subtype-selective NMDA receptor antagonist that preferentially binds to GluN2C/GluN2D (formally NR2C/NR2D) containing receptors (Ki values are 0.096, 0.125, 0.31 and 0.55 μM for GluN2C, GluN2D, GluN2B and GluN2A subunits respectively).
Please refer to IUPHAR Guide to Pharmacology for the most recent naming conventions.
Licensing Information
Sold under license from UNeMed Corporation.
Compound Libraries
PPDA is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data
| M. Wt | 378.38 |
| Formula | C21H18N2O5 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 684283-16-7 |
| PubChem ID | 90488770 |
| InChI Key | FAQARVDXAFZICA-QVUSPSOHSA-N |
| Smiles | O=C(C2=CC=C3C(C=CC4=C3C=CC=C4)=C2)N1[C@@H]([C@](O)=O)[C@@H]([C@](O)=O)NCC1.O=C(C6=CC=C7C(C=CC8=C7C=CC=C8)=C6)N5[C@H](C(O)=O)[C@H](C(O)=O)NCC5 |
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 | |||
| 2eq. NaOH | 18.92 | 50 | |
| DMSO | 37.84 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 378.38. 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 | 2.64 mL | 13.21 mL | 26.43 mL |
| 5 mM | 0.53 mL | 2.64 mL | 5.29 mL |
| 10 mM | 0.26 mL | 1.32 mL | 2.64 mL |
| 50 mM | 0.05 mL | 0.26 mL | 0.53 mL |
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Product Datasheets
References
References are publications that support the biological activity of the product.
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
Morley et al (2005) Synthesis and pharmacology of N1-substituted piperazine-2,3-dicarboxylic acid derivatives acting as NMDA receptor antagonists. J.Med.Chem. 48 2627 PMID: 15801853
Kinarsky et al (2005) Identification of subunit- and antagonist-specific amino acid residues in the N-MthD.-aspartate receptor glutamate-binding pocket. J.Pharmacol.Exp.Ther. 313 1066 PMID: 15743930
If you know of a relevant reference for PPDA, please let us know.
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Keywords: PPDA, PPDA supplier, Subtype-selective, NR2C/NR2D, antagonists, Glutamate, NMDA, Receptors, N-Methyl-D-Aspartate, iGluR, Ionotropic, cis-ppda, GluN2C, GluN2D, 2530, Tocris Bioscience
5 Citations for PPDA
Citations are publications that use Tocris products. Selected citations for PPDA include:
Pan et al (2016) Neuronal firing patterns outweigh circuitry oscillations in parkinsonian motor control. J Clin Invest 126 4516 PMID: 27797341
Ferando and Mody (2013) Altered gamma oscillations during pregnancy through loss of δ subunit-containing GABA(A) receptors on parvalbumin interneurons. Front Neural Circuits 7 144 PMID: 24062647
Mirante et al (2014) Distinct molecular components for thalamic- and cortical-dependent plasticity in the lateral amygdala. Autophagy 7 62 PMID: 25071439
Carlson et al (2012) Pharmacological evidence that D-aspartate activates a current distinct from ionotropic glutamate receptor currents in Aplysia californica. Brain Behav 2 391 PMID: 22950043
Carlson and Fieber (2012) Unique ionotropic receptors for D-aspartate are a target for serotonin-induced synaptic plasticity in Aplysia californica. Comp Biochem Physiol C Toxicol Pharmacol 155 151 PMID: 21497673
Do you know of a great paper that uses PPDA from Tocris? Please let us know.
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