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Submit ReviewD-CPP-ene
Description: Potent competitive NMDA antagonist
Alternative Names: Midafotel,SDZ EAA 494
Chemical Name: D-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid
Biological Activity for D-CPP-ene
D-CPP-ene is a potent and competitive NMDA antagonist (Ki = 40 nM). Centrally active following systemic administration.
Technical Data for D-CPP-ene
| M. Wt | 250.19 |
| Formula | C8H15N2O5P |
| Storage | Desiccate at RT |
| CAS Number | 117414-74-1 |
| PubChem ID | 6435801 |
| InChI Key | VZXMZMJSGLFKQI-ABVWVHJUSA-N |
| Smiles | O=P(/C=C/CN1C[C@H]([C@](O)=O)NCC1)(O)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 for D-CPP-ene
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 25 | 100 |
Preparing Stock Solutions for D-CPP-ene
The following data is based on the product molecular weight 250.19. 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 | 4 mL | 19.98 mL | 39.97 mL |
| 5 mM | 0.8 mL | 4 mL | 7.99 mL |
| 10 mM | 0.4 mL | 2 mL | 4 mL |
| 50 mM | 0.08 mL | 0.4 mL | 0.8 mL |
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Product Datasheets for D-CPP-ene
References for D-CPP-ene
References are publications that support the biological activity of the product.
Lowe et al (1990) D-CPP-ene (SDZ EAA 494), a potent and competitive N-MthD.-aspartate (NMDA) antagonist: effect on spontaneous activity and NMDA-induced depolarizations in the rat neocortical slice preparation, compared with other CPP derivatives and MK-801. Neurosci.Lett. 113 315 PMID: 2166255
Potschka et al (1999) Effects of the NMDA receptor antagonist D-CPPene on extracellular levels of DA and DA and serotonin metabolites in striatum of kindled and non-kindled rats. Eur.J.Pharmacol. 374 175 PMID: 10422758
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
If you know of a relevant reference for D-CPP-ene, please let us know.
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Keywords: D-CPP-ene, D-CPP-ene supplier, Potent, competitive, NMDA, antagonists, Glutamate, Receptors, N-Methyl-D-Aspartate, iGlur, Ionotropic, SDZEAA494, Midafotel, SDZ, EAA, 494, 1265, Tocris Bioscience
2 Citations for D-CPP-ene
Citations are publications that use Tocris products. Selected citations for D-CPP-ene include:
Cheng et al (2018) ATM and ATR play complementary roles in the behavior of excitatory and inhibitory vesicle populations. Proc Natl Acad Sci U S A 115 E292 PMID: 29279380
Campos and Ritter (2015) NMDA-type glutamate receptors participate in reduction of food intake following hindbrain melanocortin receptor activation. Oncogene 308 R1 PMID: 25394828
Do you know of a great paper that uses D-CPP-ene from Tocris? Please let us know.
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