PMPA (NMDA antagonist)

CAS# 113919-36-1

PMPA (NMDA antagonist)

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Chemical structure

PMPA (NMDA antagonist)

3D structure

Chemical Properties of PMPA (NMDA antagonist)

Cas No. 113919-36-1 SDF Download SDF
PubChem ID 17756792 Appearance Powder
Formula C6H13N2O5P M.Wt 224.15
Type of Compound N/A Storage Desiccate at -20°C
Synonyms PMPC
Solubility Soluble to 100 mM in water
Chemical Name 4-(phosphonomethyl)piperazine-2-carboxylic acid
SMILES C1CN(CC(N1)C(=O)O)CP(=O)(O)O
Standard InChIKey ILRBBHJXTYIHTP-UHFFFAOYSA-N
Standard InChI InChI=1S/C6H13N2O5P/c9-6(10)5-3-8(2-1-7-5)4-14(11,12)13/h5,7H,1-4H2,(H,9,10)(H2,11,12,13)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of PMPA (NMDA antagonist)

DescriptionCompetitive NMDA receptor antagonist. Displays Ki values of 0.84, 2.74, 3.53 and 4.16 μM at NR2A, NR2B, NR2C and NR2D subunit-containing receptors respectively. Selective over AMPA receptors.

PMPA (NMDA antagonist) Dilution Calculator

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PMPA (NMDA antagonist) Molarity Calculator

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Preparing Stock Solutions of PMPA (NMDA antagonist)

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.4613 mL 22.3065 mL 44.613 mL 89.226 mL 111.5325 mL
5 mM 0.8923 mL 4.4613 mL 8.9226 mL 17.8452 mL 22.3065 mL
10 mM 0.4461 mL 2.2306 mL 4.4613 mL 8.9226 mL 11.1532 mL
50 mM 0.0892 mL 0.4461 mL 0.8923 mL 1.7845 mL 2.2306 mL
100 mM 0.0446 mL 0.2231 mL 0.4461 mL 0.8923 mL 1.1153 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on PMPA (NMDA antagonist)

The effect of competitive antagonist chain length on NMDA receptor subunit selectivity.[Pubmed:15721167]

Neuropharmacology. 2005 Mar;48(3):354-9.

The widely-used N-methyl-D-aspartate (NMDA) receptor antagonists (R)-4-(3-phosphonopropyl) piperazine-2-carboxylic acid ((R)-CPP) and (R)-2-amino-7-phosphonoheptanoate ((R)-AP7) are frequently used as general NMDA receptor antagonists and assumed not to display significant selectivity among NMDA receptor NR2 subunits. However, electrophysiological studies have suggested that certain longer chain N-methyl-D-aspartate (NMDA) receptor competitive antagonists, such as (R)-CPP are ineffective at subpopulations of NMDA receptors in the red nucleus, superior colliculus, and hippocampus. Using recombinant receptors expressed in Xenopus oocytes, we have examined the effect of antagonist chain length on NR2 subunit selectivity. All antagonists displayed the potency order (high to low affinity) of NR2A > NR2B > NR2C > NR2D, however the longer chain antagonists (having 7 instead of 5 bond lengths between acidic groups) displayed much greater subunit selectivity than their short-chain homologues. For example (R)-CPP displayed a 50-fold difference in affinity between NR2A-containing and NR2D-containing NMDA receptors, while the shorter chain homologue 4-(phosphonomethyl) piperazine-2-carboxylic acid (PMPA) displayed only a 5-fold variation in affinity. These results can account for the earlier physiological findings and suggest that longer chain antagonists such as (R)-CPP and (R)-AP7 should not be used as general NMDA receptor antagonists.

Cortically evoked excitatory synaptic transmission in the cat red nucleus is antagonised by D-AP5 but not by D-AP7.[Pubmed:1361408]

Brain Res. 1992 Oct 23;594(1):176-80.

Extracellular recordings were made from magnocellular red nucleus neurons (mRN) in alpha-chloralose (50 mg/kg, iv.) anaesthetised cats. Iontophoretically applied N-methyl-D-aspartate (NMDA) excited the neuronal firing which was antagonised by 4 selective NMDA receptor antagonists: 2-amino-5-phosphonopentanoate (AP5), 2-amino-7-phosphonoheptanoate (AP7), RS-4-(phosphonomethyl) piperazine-2-carboxylic acid (PMPC) and R-4-(3-phosphonopropyl) piperazine-2-carboxylic acid (CPP), whereas AMPA responses were uneffected. Monosynaptic excitatory responses were produced by stimulation of the sensorimotor cortex. These responses were reduced and often abolished by AP5 and PMPC but not by AP7 or CPP. It is postulated that two NMDA receptor subtypes exist on mRN neurones.

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